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CHI - YTO

$105 Find cheap flights from Chicago to Toronto

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 6/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Toronto

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Toronto (CHI-YTO)

 
These are the cheapest deals for flights from Chicago to Toronto currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Toronto

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Toronto.

Recent one-way flight deals from Chicago to Toronto

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK recently.

Recent last minute flight deals from Chicago to Toronto

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Toronto.

Recent direct flight deals from Chicago to Toronto

The latest deals for direct flights from Chicago to Toronto so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Toronto

Find recent round-trip train or bus tickets from Chicago to Toronto.

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:40 pm - 2:00 pmORD-YYZ
18h 20m1 stop
6:30 am - 5:40 pmYYZ-ORD
12h 10m1 stop
Wed, Jun 12 - Wed, Jun 19
11:50 am - 7:35 pmORD-YYZ
6h 45m1 stop
6:30 am - 5:40 pmYYZ-ORD
12h 10m1 stop
Tue, Jun 4 - Tue, Jun 11
12:30 pm - 3:12 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$241Porter Airlines
Find Deal
Sat, Jun 1 - Fri, Jun 14
11:05 am - 1:47 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$242Porter Airlines
Find Deal
Tue, May 28 - Fri, Jun 14
11:00 am - 1:45 pmORD-YYZ
1h 45mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$269Air Canada
Find Deal
Thu, May 30 - Sat, Jun 15
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$270Air Canada
Find Deal
Tue, May 28 - Thu, Jun 13
9:50 am - 12:40 pmORD-YYZ
1h 50mnonstop
3:45 pm - 9:37 pmYYZ-ORD
6h 52m1 stop
$281American Airlines
Find Deal
Wed, Jun 5 - Wed, Jun 5
8:30 am - 2:59 pmORD-YYZ
5h 29m1 stop
6:19 pm - 7:14 pmYYZ-ORD
1h 55mnonstop
$292American Airlines
Find Deal
Wed, May 29 - Wed, May 29
8:53 am - 7:01 pmORD-YYZ
9h 08m1 stop
8:05 am - 9:01 amYYZ-ORD
1h 56mnonstop
$324United Airlines
Find Deal
Tue, Jul 2 - Sun, Jul 7
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
1:45 pm - 11:15 pmYYZ-ORD
10h 30m1 stop
$329United Airlines
Find Deal
Fri, Aug 2 - Tue, Aug 13
6:40 pm - 2:00 pmORD-YYZ
18h 20m1 stop
Tue, Jun 18
8:00 am - 10:42 amMDW-YTZ
1h 42mnonstop
$111Porter Airlines
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Wed, Aug 7
4:00 pm - 6:45 pmORD-YYZ
1h 45mnonstop
$119Air Canada
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Tue, May 28
6:00 pm - 8:43 pmORD-YYZ
1h 43mnonstop
$122Air Canada
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Tue, Jun 18
1:32 pm - 10:46 pmORD-YYZ
8h 14m1 stop
$132Delta
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Wed, Jun 5
9:34 am - 5:08 pmMDW-YYZ
6h 34m1 stop
$132Delta
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Tue, Jun 11
2:15 pm - 5:00 pmORD-YYZ
1h 45mnonstop
$133United Airlines
Find Deal
Tue, Jun 11
5:27 am - 2:59 pmORD-YYZ
8h 32m1 stop
$141American Airlines
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Wed, Aug 14
8:20 pm - 11:10 pmORD-YYZ
1h 50mnonstop
$149American Airlines
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Mon, Jun 3
8:45 am - 11:54 pmORD-YYZ
14h 09m1 stop
$198United Airlines
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Sun, May 26
11:05 am - 1:47 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$394Porter Airlines
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Tue, May 21 - Wed, May 29
11:05 am - 1:47 pmMDW-YTZ
1h 42mnonstop
2:25 pm - 8:15 pmYTZ-MDW
6h 50m1 stop
Tue, May 21 - Wed, May 29
9:20 pm - 10:04 amORD-YYZ
11h 44m1 stop
1:00 pm - 2:02 pmYYZ-ORD
2h 02mnonstop
$416United Airlines
Find Deal
Tue, May 21 - Wed, May 29
9:20 pm - 10:04 amORD-YYZ
11h 44m1 stop
2:45 pm - 11:20 pmYYZ-ORD
9h 35m1 stop
$431United Airlines
Find Deal
Tue, May 21 - Wed, May 29
11:54 am - 2:29 pmORD-YYZ
1h 35mnonstop
1:20 pm - 2:15 pmYYZ-ORD
1h 55mnonstop
$466American Airlines
Find Deal
Tue, May 21 - Wed, May 29
8:35 am - 11:15 amORD-YYZ
1h 40mnonstop
11:55 am - 12:50 pmYYZ-ORD
1h 55mnonstop
$531American Airlines
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Tue, May 21 - Mon, May 27
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
7:50 pm - 8:44 pmYYZ-ORD
1h 54mnonstop
$558Air Canada
Find Deal
Mon, May 20 - Sat, May 25
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
6:30 am - 10:01 amYYZ-ORD
4h 31m1 stop
$563Air Canada
Find Deal
Mon, May 20 - Sat, May 25
1:21 pm - 10:46 pmMDW-YYZ
8h 25m1 stop
6:04 am - 9:06 amYYZ-MDW
4h 02m1 stop
$582Delta
Find Deal
Tue, May 21 - Wed, May 29
11:59 am - 5:09 pmORD-YYZ
4h 10m1 stop
7:10 pm - 10:39 pmYYZ-ORD
4h 29m1 stop
$630Delta
Find Deal
Sat, May 18 - Fri, May 24
12:30 pm - 3:12 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$241Porter Airlines
Find Deal
Sat, Jun 1 - Fri, Jun 14
11:05 am - 1:47 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$242Porter Airlines
Find Deal
Tue, May 28 - Fri, Jun 14
11:00 am - 1:45 pmORD-YYZ
1h 45mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$269Air Canada
Find Deal
Thu, May 30 - Sat, Jun 15
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$270Air Canada
Find Deal
Tue, May 28 - Thu, Jun 13
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$281Lufthansa
Find Deal
Thu, Aug 15 - Sat, Aug 17
8:25 am - 11:15 amORD-YYZ
1h 50mnonstop
3:09 pm - 4:04 pmYYZ-ORD
1h 55mnonstop
$293American Airlines
Find Deal
Wed, Jun 5 - Wed, Jun 5
9:50 am - 12:40 pmORD-YYZ
1h 50mnonstop
3:09 pm - 4:04 pmYYZ-ORD
1h 55mnonstop
$303American Airlines
Find Deal
Thu, Jun 13 - Mon, Jun 17
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
4:00 pm - 5:02 pmYYZ-ORD
2h 02mnonstop
$304Lufthansa
Find Deal
Tue, Jul 16 - Tue, Jul 23
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
7:00 am - 7:57 amYYZ-ORD
1h 57mnonstop
$331United Airlines
Find Deal
Fri, Jun 7 - Mon, Jun 24
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
9:00 pm - 10:02 pmYYZ-ORD
2h 02mnonstop
$334United Airlines
Find Deal
Sat, Jun 8 - Sun, Jun 9
6:45 am - 11:05 pmChicago Union-
Toronto Scarborough Town Centre
15h 20mnonstop
1:25 pm - 5:05 amToronto Scarborough Town Centre-
Chicago Union
16h 40mnonstop
$86FlixBus
Find Deal
Sat, Jun 8 - Wed, Jun 12
4:00 pm - 5:55 amChicago Union-
Toronto Union Station
12h 55mnonstop
2:15 pm - 5:05 amToronto Union Station-
Chicago Union
15h 50mnonstop
$86FlixBus
Find Deal
Sat, Jun 8 - Wed, Jun 12
6:45 am - 11:05 pmChicago Union-
Toronto Scarborough Town Centre
15h 20mnonstop
7:35 am - 9:35 pmToronto Scarborough Town Centre-
Chicago Union
15h 00mnonstop
$89FlixBus
Find Deal
Sat, Jun 1 - Tue, Jun 4
10:50 pm - 1:35 pmChicago Union-
Toronto Union Station
13h 45mnonstop
2:15 pm - 5:05 amToronto Union Station-
Chicago Union
15h 50mnonstop
$91FlixBus
Find Deal
Sat, Jun 1 - Tue, Jun 4
10:35 pm - 1:35 pmChicago Union-
Toronto Union Station
14h 00mnonstop
8:45 am - 9:35 pmToronto Union Station-
Chicago Union
13h 50mnonstop
$92FlixBus
Find Deal
Sat, Jun 1 - Mon, Jun 3
6:45 am - 11:05 pmChicago Union-
Toronto Scarborough Town Centre
15h 20mnonstop
7:35 am - 9:35 pmToronto Scarborough Town Centre-
Chicago Union
15h 00mnonstop
$93FlixBus
Find Deal
Sat, Jun 1 - Mon, Jun 3
2:00 am - 6:50 pmChicago Union-
Toronto Union Station
15h 50mnonstop
8:45 am - 9:35 pmToronto Union Station-
Chicago Union
13h 50mnonstop
$103FlixBus
Find Deal
Fri, Jun 7 - Wed, Jun 12
2:00 am - 7:35 pmChicago Union-
Toronto Scarborough Town Centre
16h 35mnonstop
7:35 am - 9:35 pmToronto Scarborough Town Centre-
Chicago Union
15h 00mnonstop
$104FlixBus
Find Deal
Fri, Jun 7 - Wed, Jun 12
2:00 am - 7:35 pmChicago Union-
Toronto Scarborough Town Centre
16h 35mnonstop
1:25 pm - 5:05 amToronto Scarborough Town Centre-
Chicago Union
16h 40mnonstop
$105FlixBus
Find Deal
Fri, May 31 - Tue, Jun 4
2:00 am - 6:50 pmChicago Union-
Toronto Union Station
15h 50mnonstop
8:45 am - 9:35 pmToronto Union Station-
Chicago Union
13h 50mnonstop
$106FlixBus
Find Deal
Fri, May 31 - Tue, Jun 4

Flights from Chicago to Toronto - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Toronto to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Toronto flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Toronto.
Our data shows that the cheapest route for a one-way flight from Chicago to Toronto cost $106 and was between Chicago Midway Airport and Toronto Island Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $232.

What’s the cheapest day of the week to fly from Chicago to Toronto?

The average price of all flights from Chicago to Toronto clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Toronto on a Saturday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

What is the cheapest month to fly from Chicago to Toronto?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Toronto is January, where tickets cost $270 on average. On the other hand, the most expensive months are September and November, where the average cost of tickets is $386 and $384 respectively.

How far in advance should I book a flight from Chicago to Toronto?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Toronto, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 69 days before departure.

Which airlines provide the cheapest flights from Chicago to Toronto?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to Toronto were found on Porter Airlines ($241) and Air Canada ($269). Porter Airlines proposed the cheapest one-way flight at $111.

Which airlines fly most frequently between Chicago and Toronto?

United Airlines connects Chicago to Toronto up to 7 flights per day, followed by American Airlines (6 flights per day), and Air Canada (4 flights per day).

Which airlines fly non-stop between Chicago and Toronto?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Toronto.
There are 4 airlines that fly nonstop from Chicago to Toronto. They are: Air Canada, American Airlines, Porter Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Air Canada at $121 for a one-way flight. On average, the best prices for this route can be found at Porter Airlines.

How many flights are there between Chicago and Toronto per day?

Each day, there are between 17 and 23 nonstop flights that take off from Chicago and land in Toronto, with an average flight time of 1h 45m. The most common departure time is 11:00 am and most flights take off in the morning, while the most flights land at Toronto Pearson Intl Airport. Each week, there are 142 flights. The most frequent day of departure is Sunday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and Toronto?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Toronto take?

Direct flights take on average 1h 35m to travel the 435 miles between Chicago and Toronto.

What’s the earliest departure time from Chicago to Toronto?

Early birds can take the earliest flight from Chicago at 6:00 am and will be landing in Toronto at 8:45 am.

What’s the latest departure time from Chicago to Toronto?

If you prefer to fly at night, the latest flight from Chicago to Toronto jets off at 9:15 pm and lands at 11:58 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$105
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

When to book flights from Chicago to Toronto

Are your dates flexible? Find out the best times to travel from Chicago to Toronto based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Toronto

  • What are the popular layover airports for flights from Chicago O'Hare International Airport (ORD) to Toronto?

    Some airlines provide one-stop journeys between ORD and Toronto, particularly suited for travelers with strict budgets. For instance, United Airlines runs some of its flights via Newark Liberty International Airport (EWR). Meanwhile, American Airlines travels through Philadelphia International Airport (PHL).

  • Which Toronto airport should I use to visit Waterloo Pioneer Memorial Tower?

    The Waterloo Pioneer Memorial Tower is a significant historic landmark located in Kitchener. Although you can reach this spot via any of the Toronto airports, Kitchener-Waterloo Airport (YKF) is the closest if you want to get there quickly and at a minimal cost. It lies about six miles away.

  • Where can I store my luggage at Toronto Pearson International Airport (YYZ)?

    Suppose you land at Toronto Pearson International Airport (YYZ) with excess baggage and wish to leave a few bags at the airport; remember, the property has a storage facility with several lockers. These amenities are found in Terminal 3. It might be best to check the storage rates and allowable storage duration limits with the management.

  • Is there a prayer room at Chicago O'Hare International Airport (ORD)?

    If you want to take time for spiritual practice before your journey from Chicago to Toronto, bear in mind that the ORD features a prayer room. This multifaith amenity is located on the mezzanine level of Terminal 2, above the Delta Air Lines ticket desks, close to USO. It is open 24/7.

  • Are there hotels on site at Billy Bishop Toronto City Airport (YTZ)?

    Travelers scheduled to arrive late in Toronto via Billy Bishop Toronto City Airport (YTZ) should not worry, as the facility stands within easy reach of most hotels. Le Germain Hotel Maple Leaf Square and The Ritz-Carlton Toronto are recommended options, as both provide courtesy shuttles to and from the airport. This service is essential for those who have heavy luggage.

  • Which nearby cities should you consider visiting when you book a flight from Chicago to Billy Bishop Toronto City Airport (YTZ)?

    Booking a flight from Chicago to Toronto allows you to explore other cities served by Toronto Pearson International Airport (YYZ). For instance, Aurora, Oakville, and Georgetown are less than an hour’s drive away. You can also drive to Fremont and Owosso in about an hour.

  • Is Chicago O' Hare International Airport (ORD) a hub for any airline?

    The airport is a hub for United Airlines and that's why you find so many of their United Club locations and non-stop flights to Toronto at this airport.

  • Are there any non-stop flights between Chicago and Toronto Pearson Airport (YYZ)?

    There are a couple of non-stop flight options. Both Air Canada and United Airlines offer non-stop service between Chicago O' Hare International Airport and Toronto Pearson International Airport.

  • Are there any public transportation options from Toronto Pearson Airport (YYZ) to Downtown Toronto?

    One quick and affordable option for getting from the airport to Downtown Toronto is the UP Express. This train runs most of the day, can get you to downtown in about 25min, and the fare to ride is just around C$12 ($9.50).

  • Are there passenger lounges at Chicago O' Hare International Airport (ORD)?

    There are several lounges at the airport for passengers. United has four of its United Club lounges in Terminals 1 and 2, American Airlines has its Admirals Club at three spots in Terminal 3, and Delta Air Lines has one of its Sky Club locations in Terminal 2.

  • Is there a public transportation option to get to Chicago Midway Airport (MDW)?

    There are several Pace buses that service from the greater Chicago area to the airport, with a drop-off location near the Midway Transportation Center. The fare to ride the bus is around $2.

  • What is the cheapest flight from Chicago to Toronto?

    In the last 3 days, the lowest price for a flight from Chicago to Toronto was $105 for a one-way ticket and $219 for a round-trip.

  • Do I need a passport to fly between Chicago and Toronto?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Toronto.

  • Which airports will I be using when flying from Chicago to Toronto?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Toronto is served by 2 airports: Toronto Island and Toronto Pearson Intl. You’ll usually find the cheapest deals if you fly from Chicago Midway Airport and land at Toronto Island.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Toronto?

    Air Canada, American Airlines, Finnair, British Airways, and Iberia offer inflight Wi-Fi service on the Chicago to Toronto flight route.

  • Which aircraft models fly most regularly from Chicago to Toronto?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Toronto flight route.

  • Which airline alliances offer flights from Chicago to Toronto?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Toronto, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Toronto?

    There are nonstop flights from Chicago to Toronto on a daily basis.

  • Which is the best airline for flights from Chicago to Toronto, Delta or Porter Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Toronto are Delta and Porter Airlines. With an average price for the route of $346 and an overall rating of 8.0, Delta is the most popular choice. Porter Airlines is also a great choice for the route, with an average price of $314 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Toronto?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Toronto.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Toronto?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Toronto?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Toronto?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for $138 or less one-way and $270 or less round-trip.
  • When reserving nonstop flights from Chicago to Toronto, there are many airlines you can choose from. While Air Canada and United offer exceptionally affordable tickets, JetBlue and Porter Airlines are famous for their passengers’ free checked baggage and snacks.
  • Chicago Midway International Airport (MDW) has a road system that connects the terminal and the secure area, and a pedestrian bridge facilitates movement between the two points. The security in the terminal building must clear all travelers before entering the concourses.
  • If you are flying from Chicago O'Hare International Airport (ORD) to Toronto, consider booking your flight with American Airlines. The airline is a parents’ favorite because its spacious seats and extra legroom provide comfort throughout the journey. In addition, the carrier offers kid-friendly entertainment for the little ones to enjoy.
  • If you plan on parking your car at Chicago O' Hare International Airport (ORD) before your flight to Toronto, consider the two economy lots at the airport. The daily rates range from around $15 to around $22 to park your car. There is a free shuttle bus that operates between the lots and the terminal buildings 24h per day.
  • When waiting for a flight to Toronto from Chicago Midway Airport (MDW), you'll be glad to know that the airport offers free Wi-Fi as well as charging stations throughout the airport and power outlets at many of the gate areas.
  • If someone is going to pick you up from Toronto Pearson Airport (YYZ), let them know that the airport offers 18min of free contactless parking in their Express Pass lot for picking up passengers.
  • If you’re traveling to Toronto and plan to rent a car, all of the major car rental companies operate at Toronto Pearson Airport. Their counters are on Level 1 of Terminal 1 as well as the parking garages of Terminal 3.
  • For quick and convenient transportation to Chicago O'Hare International Airport, the Chicago Transit Authority (CTA) Blue Line is a great option. This train offers service 24h per day and the fare to ride the train is around $2.50.
  • If you’re taking your kids with you on the trip to Toronto, Chicago Midway Airport offers several amenities for kids and their parents. This includes a nursing room, as well as family lanes at security checkpoints for those with small children that may need extra time to get through security.
See more tips

Prefer to fly non-stop from Chicago to Toronto?

Find which airlines fly direct from Chicago to Toronto, which days they fly and book direct flights.

Nonstop departures

Chicago to Toronto

Monday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Tuesday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Wednesday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Thursday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Friday

ANA, Air Canada, Air New Zealand, +15 more

ANA, Air Canada, +16 more

Saturday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Sunday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

See more direct flights

Nonstop returns

Toronto to Chicago

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Wednesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Saturday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Sunday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Toronto

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Toronto? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10673 reviews
8.6Crew
7.9Comfort
7.4Food
8.0Entertainment
8.2Boarding
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

The ride was good but no food ot entertainment hence, it was just over an hour flight.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Cabin crew were great. Seats are criminal for tall people

Book cheap flights from Chicago to Toronto

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
6/18Tue
1 stop
18h 20mORD-YYZ
$105
8/7Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$111
5/28Tue
nonstopAir Canada
1h 45mORD-YYZ
$119
6/18Tue
nonstopAir Canada
1h 43mORD-YYZ
$122
6/5Wed
1 stopDelta
8h 14mORD-YYZ
$132
6/11Tue
1 stopDelta
6h 34mMDW-YYZ
$132
6/11Tue
nonstopUnited Airlines
1h 45mORD-YYZ
$133
8/14Wed
1 stopAmerican Airlines
8h 32mORD-YYZ
$141
6/3Mon
nonstopAmerican Airlines
1h 50mORD-YYZ
$149
5/26Sun
1 stopUnited Airlines
14h 09mORD-YYZ
$198

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Last minute flights from Chicago to Toronto

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Toronto that are departing in the next 10 days.
5/21Tue
nonstopPorter Airlines
1h 42mMDW-YTZ
5/29Wed
nonstopPorter Airlines
1h 47mYTZ-MDW
$394
5/21Tue
nonstop
1h 42mMDW-YTZ
5/29Wed
multi-stop
6h 50mYTZ-MDW
$403
5/21Tue
multi-stopUnited Airlines
11h 44mORD-YYZ
5/29Wed
nonstopUnited Airlines
2h 02mYYZ-ORD
$416
5/21Tue
multi-stopUnited Airlines
11h 44mORD-YYZ
5/29Wed
multi-stopUnited Airlines
9h 35mYYZ-ORD
$431
5/21Tue
nonstopAmerican Airlines
1h 35mORD-YYZ
5/29Wed
nonstopAmerican Airlines
1h 55mYYZ-ORD
$466
5/21Tue
nonstopAmerican Airlines
1h 40mORD-YYZ
5/27Mon
nonstopAmerican Airlines
1h 55mYYZ-ORD
$531
5/20Mon
nonstopAir Canada
1h 45mORD-YYZ
5/25Sat
nonstopAir Canada
1h 54mYYZ-ORD
$558
5/20Mon
nonstopAir Canada
1h 45mORD-YYZ
5/25Sat
multi-stopAir Canada
4h 31mYYZ-ORD
$563
5/21Tue
multi-stopDelta
8h 25mMDW-YYZ
5/29Wed
multi-stopDelta
4h 02mYYZ-MDW
$582
5/18Sat
multi-stopDelta
4h 10mORD-YYZ
5/24Fri
multi-stopDelta
4h 29mYYZ-ORD
$630

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Flights to Toronto

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Toronto - Chicago

Cabin classes:

$984
$444
$477
$132

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Buses$9815h 19m