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ORD - YWG

$159 Find cheap flights from Chicago O'Hare Airport to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Winnipeg departing on 8/10. 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 Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Winnipeg, 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 Winnipeg, 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:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from O'Hare Intl to Winnipeg (ORD-YWG)

 
These are the cheapest deals for flights from O'Hare Intl to Winnipeg 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 O'Hare Intl to Winnipeg

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from O'Hare Intl to Winnipeg.

Recent one-way flight deals from O'Hare Intl to Winnipeg

Only flying one-way? Below are some of the best one-way flight deals from O'Hare Intl to Winnipeg found on KAYAK recently.

Recent last minute flight deals from O'Hare Intl to Winnipeg

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from O'Hare Intl to Winnipeg.

Recent direct flight deals from O'Hare Intl to Winnipeg

The latest deals for direct flights from O'Hare Intl to Winnipeg so you can sit back and relax without the need for a layover.

Cheap bus & train deals from O'Hare Intl to Winnipeg

Find recent round-trip train or bus tickets from O'Hare Intl to Winnipeg.

All round-trip flight deals to Winnipeg

The cheapest plane tickets to Winnipeg found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:00 am - 3:25 pmORD-YWG
8h 25m1 stop
7:30 am - 11:33 pmYWG-ORD
16h 03m2 stops
Thu, May 30 - Wed, Jul 10
5:55 pm - 11:38 amORD-YWG
17h 43m1 stop
8:30 am - 4:57 pmYWG-ORD
8h 27m1 stop
$345WestJet
Find Deal
Wed, Jul 10 - Tue, Jul 30
3:50 pm - 11:23 pmORD-YWG
7h 33m1 stop
6:55 am - 3:01 pmYWG-ORD
8h 06m1 stop
$346Delta
Find Deal
Wed, May 29 - Thu, Jul 4
10:57 pm - 3:25 pmORD-YWG
40h 28m2 stops
8:30 am - 5:05 pmYWG-ORD
8h 35m1 stop
Fri, May 24 - Mon, May 27
6:05 am - 11:29 pmORD-YWG
17h 24m1 stop
8:30 am - 4:57 pmYWG-ORD
8h 27m1 stop
$352WestJet
Find Deal
Fri, Jun 7 - Mon, Jun 17
7:00 am - 3:25 pmORD-YWG
8h 25m1 stop
8:50 pm - 5:05 pmYWG-ORD
20h 15m1 stop
$353WestJet
Find Deal
Thu, May 30 - Sun, Jun 2
1:25 pm - 11:29 pmORD-YWG
10h 04m2 stops
6:55 am - 3:01 pmYWG-ORD
8h 06m1 stop
$356Delta
Find Deal
Sat, Jun 29 - Tue, Jul 2
9:31 pm - 1:11 pmORD-YWG
15h 40m1 stop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$455United Airlines
Find Deal
Fri, Jun 21 - Tue, Jun 25
9:15 pm - 11:22 amORD-YWG
14h 07m1 stop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$473Air Canada
Find Deal
Tue, Jun 18 - Wed, Jun 19
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
5:00 am - 12:54 pmYWG-ORD
7h 54m1 stop
$521Air Canada
Find Deal
Fri, Jun 7 - Mon, Jun 17
1:35 pm - 11:21 pmORD-YWG
9h 46m2 stops
$159Delta
Find Deal
Sat, Aug 10
5:55 pm - 10:12 pmORD-YWG
28h 17m1 stop
$164WestJet
Find Deal
Sat, Aug 10
6:05 am - 11:29 pmORD-YWG
17h 24m1 stop
$176WestJet
Find Deal
Fri, Jun 7
7:55 pm - 1:39 pmORD-YWG
17h 44m2 stops
$181WestJet
Find Deal
Fri, Jun 7
9:10 pm - 6:07 pmORD-YWG
20h 57m3 stops
Fri, Jun 7
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
$263Air Canada
Find Deal
Fri, Jun 7
9:15 pm - 8:55 amORD-YWG
11h 40m1 stop
$273Air Canada
Find Deal
Fri, Jun 7
7:59 pm - 12:44 amORD-YWG
28h 45m2 stops
Thu, May 23
1:13 pm - 8:03 pmORD-YWG
30h 50m3 stops
Thu, May 23
7:00 am - 3:25 pmORD-YWG
8h 25m1 stop
Thu, May 23
6:07 am - 11:23 pmORD-YWG
17h 16m1 stop
5:35 pm - 10:39 pmYWG-ORD
5h 04m1 stop
$542WestJet
Find Deal
Tue, May 21 - Thu, May 23
5:55 pm - 11:43 amORD-YWG
17h 48m1 stop
6:55 am - 2:42 pmYWG-ORD
7h 47m1 stop
$565WestJet
Find Deal
Sat, May 18 - Wed, May 22
7:00 am - 9:12 pmORD-YWG
14h 12m2 stops
6:55 am - 4:49 pmYWG-ORD
9h 54m1 stop
$585WestJet
Find Deal
Sat, May 18 - Wed, May 22
5:55 pm - 8:03 pmORD-YWG
26h 08m1 stop
6:30 am - 4:49 pmYWG-ORD
10h 19m2 stops
$609WestJet
Find Deal
Fri, May 17 - Tue, May 21
3:50 pm - 11:23 pmORD-YWG
7h 33m1 stop
7:30 am - 4:33 pmYWG-ORD
9h 03m2 stops
$610Delta
Find Deal
Tue, May 21 - Thu, May 23
5:55 pm - 8:03 pmORD-YWG
26h 08m1 stop
5:35 pm - 4:49 pmYWG-ORD
23h 14m1 stop
$637WestJet
Find Deal
Fri, May 17 - Tue, May 21
5:55 pm - 8:03 pmORD-YWG
26h 08m1 stop
10:20 pm - 5:05 pmYWG-ORD
18h 45m1 stop
Fri, May 17 - Thu, May 23
5:55 pm - 10:42 pmORD-YWG
28h 47m2 stops
8:00 am - 9:55 amYWG-ORD
25h 55m2 stops
Sat, May 18 - Wed, May 22
11:00 am - 5:55 pmORD-YWG
6h 55m1 stop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$1,404Air Canada
Find Deal
Fri, May 17 - Thu, May 23
10:55 am - 7:14 pmORD-YWG
8h 19m1 stop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$1,536Air Canada
Find Deal
Tue, May 21 - Thu, May 23
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$553Air Canada
Find Deal
Fri, Jun 21 - Tue, Jun 25
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$554Air Canada
Find Deal
Fri, Jun 14 - Fri, Jun 21
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$648United Airlines
Find Deal
Tue, Jun 18 - Sun, Jun 23
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$660United Airlines
Find Deal
Sat, Jun 15 - Thu, Jun 20
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$677Air Canada
Find Deal
Fri, Jun 7 - Mon, Jun 17
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
$707United Airlines
Find Deal
Mon, Jun 10 - Tue, Jun 11
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
$715Air Canada
Find Deal
Wed, May 29 - Wed, Jul 10
1:05 pm - 3:31 pmORD-YWG
2h 26mnonstop
2:24 pm - 4:56 pmYWG-ORD
2h 32mnonstop
$725Air Canada
Find Deal
Sun, Aug 25 - Thu, Sep 5
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
$776Air Canada
Find Deal
Wed, May 29 - Mon, Jul 8
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
Thu, May 30 - Sun, Jul 7

Flights from O'Hare Intl to Winnipeg - Travel Insights & Trends

Get data-powered insights and trends into flights from O'Hare Intl to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Winnipeg?

The average price of all flights from Chicago O'Hare Intl Airport to Winnipeg clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago O'Hare Airport to Winnipeg, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Winnipeg, Wednesday is the cheapest day to fly and Tuesday is the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Winnipeg?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Winnipeg, 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 O'Hare Intl Airport to Winnipeg is March, where tickets cost $298 on average. On the other hand, the most expensive months are July and December, where the average cost of tickets is $919 and $728 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Winnipeg?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Winnipeg, 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 O'Hare Intl Airport to Winnipeg, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 28 days before departure.

Which airlines provide the cheapest flights from Chicago O'Hare Airport to Winnipeg?

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 O'Hare Airport to Winnipeg were found on WestJet ($345) and Delta ($346). Delta proposed the cheapest one-way flight at $159.

Which airlines fly non-stop between Chicago O'Hare Intl Airport and Winnipeg?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago O'Hare Intl Airport to Winnipeg.
There is just one airline that flies from Chicago O'Hare Intl Airport to Winnipeg direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $432.

How many flights are there between Chicago O'Hare Intl Airport and Winnipeg per day?

There is a maximum of 1 nonstop flight a day that takes off from Chicago O'Hare Intl Airport and lands in Winnipeg, with an average flight time of 2h 26m. The most common departure time is 1:00 pm and most flights take off in the afternoon. Each week, there are 7 flights.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Winnipeg?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is 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 O'Hare Airport to Winnipeg take?

A direct flight to Winnipeg will take on average 2h 26m to travel the 706 miles flying distance from Chicago O'Hare Airport.

What’s the earliest departure time from Chicago O'Hare Airport to Winnipeg?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 1:03 pm and will be landing in Winnipeg at 3:29 pm.

What’s the latest departure time from Chicago O'Hare Airport to Winnipeg?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Winnipeg jets off at 1:03 pm and lands at 3:29 pm.

Good to know

Low season

April

High season

August

Cheapest flight

$159
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago O'Hare Airport to Winnipeg

When to book flights from O'Hare Intl to Winnipeg

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Winnipeg 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 Chicago O'Hare Airport to Winnipeg flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Winnipeg?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Winnipeg was $159 for a one-way ticket and $339 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Winnipeg?

    A passport is required to fly from Chicago O'Hare Airport to Winnipeg.

  • Which airports will I be using when flying from Chicago O'Hare Airport to Winnipeg?

    On your way to Winnipeg, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Winnipeg.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Winnipeg?

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Winnipeg flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Winnipeg?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Winnipeg flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Winnipeg?

    Star Alliance is the only airline alliance operating flights between Chicago O'Hare Airport and Winnipeg.

  • On which days can I fly direct from Chicago O'Hare Airport to Winnipeg?

    There are nonstop flights from Chicago O'Hare Airport to Winnipeg on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Winnipeg are Delta and United Airlines. With an average price for the route of $627 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $841 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Winnipeg?

    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 O'Hare Airport to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Chicago O'Hare Airport 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 O'Hare Airport to Winnipeg?

    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 Winnipeg with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and YWG can sometimes prove cheaper using this method.

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

    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 Winnipeg from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Winnipeg

  • Looking for a cheap flight? 25% of our users found flights on this route for $808 or less round-trip.

Prefer to fly non-stop from Chicago O'Hare Airport to Winnipeg?

Find which airlines fly direct from O'Hare Intl to Winnipeg, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Winnipeg

Monday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Tuesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Wednesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Thursday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Friday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Saturday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Sunday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

See more direct flights

Nonstop returns

Winnipeg to Chicago O'Hare Intl

Monday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Tuesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Wednesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Thursday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Friday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Saturday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Sunday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

See more direct flights
See more direct flights

Top 3 airlines serving from O'Hare Intl to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Winnipeg. 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 O'Hare Intl to Winnipeg? 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
7.4Food
7.9Comfort
8.0Entertainment
8.2Boarding
Airline reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

4.0 OkayReginald, May 2024MCI - LGA
Read more about Delta reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

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.

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

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

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

They canceled the flight on us very close to the flight date .

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

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

Everything went smoothly and as expected. We were on time and one flight arrived early.

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.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

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.

Book cheap flights from Chicago to Winnipeg

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Winnipeg found on KAYAK in the last 72 hours.
8/10Sat
2 stopsDelta
9h 46mORD-YWG
$159
8/10Sat
1 stopWestJet
28h 17mORD-YWG
$164
6/7Fri
1 stopWestJet
17h 24mORD-YWG
$176
6/7Fri
2 stopsWestJet
17h 44mORD-YWG
$181
6/7Fri
3 stops
20h 57mORD-YWG
$258
6/7Fri
nonstopAir Canada
2h 26mORD-YWG
$263
6/7Fri
1 stopAir Canada
11h 40mORD-YWG
$273
5/23Thu
2 stops
28h 45mORD-YWG
$281
5/23Thu
3 stops
30h 50mORD-YWG
$344
5/23Thu
1 stop
8h 25mORD-YWG
$351

Search by stops

Search by airline

Search by price

Last minute flights from O'Hare Intl to Winnipeg

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 Winnipeg that are departing in the next 10 days.
5/21Tue
multi-stopWestJet
17h 16mORD-YWG
5/23Thu
multi-stopWestJet
5h 04mYWG-ORD
$542
5/18Sat
multi-stopWestJet
17h 48mORD-YWG
5/22Wed
multi-stopWestJet
7h 47mYWG-ORD
$565
5/18Sat
multi-stopWestJet
14h 12mORD-YWG
5/22Wed
multi-stopWestJet
9h 54mYWG-ORD
$585
5/17Fri
multi-stopWestJet
26h 08mORD-YWG
5/21Tue
multi-stopWestJet
10h 19mYWG-ORD
$609
5/21Tue
multi-stopDelta
7h 33mORD-YWG
5/23Thu
multi-stopDelta
9h 03mYWG-ORD
$610
5/17Fri
multi-stopWestJet
26h 08mORD-YWG
5/21Tue
multi-stopWestJet
23h 14mYWG-ORD
$637
5/17Fri
multi-stop
26h 08mORD-YWG
5/23Thu
multi-stop
18h 45mYWG-ORD
$663
5/18Sat
multi-stop
28h 47mORD-YWG
5/22Wed
multi-stop
25h 55mYWG-ORD
$689
5/17Fri
multi-stopAir Canada
6h 55mORD-YWG
5/23Thu
nonstopAir Canada
2h 28mYWG-ORD
$1,404
5/21Tue
multi-stopAir Canada
8h 19mORD-YWG
5/23Thu
nonstopAir Canada
2h 28mYWG-ORD
$1,536

Search by stops

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Chicago O'Hare Airport - Winnipeg Flights

Departure:

Chicago O'Hare Airport (undefined)United States

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Chicago O'Hare Airport

Cabin classes:

$1,302
$552

Browse destinations: