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BOS - ORD

Find cheap flights from Boston to Chicago O'Hare Airport from $36

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to O'Hare Intl departing on 6/6. 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
Sun 5/19
Sun 5/26

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Chicago.
In the last 7 days travelers have searched 44,553,814 times on KAYAK, and here is why:

Save 22% 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 Boston to O'Hare Intl (BOS-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:00 am - 8:33 amBOS-ORD
2h 33mnonstop
9:20 pm - 12:38 amORD-BOS
2h 18mnonstop
$73Spirit Airlines
Find Deal
Tue, Jun 11 - Wed, Jun 12
7:00 am - 8:33 amBOS-ORD
2h 33mnonstop
9:20 pm - 12:38 amORD-BOS
2h 18mnonstop
$85Spirit Airlines
Find Deal
Sat, Jun 8 - Wed, Jun 12
6:25 am - 8:20 amBOS-ORD
2h 55mnonstop
12:55 pm - 4:26 pmORD-BOS
2h 31mnonstop
$137Delta
Find Deal
Wed, May 8 - Sat, May 11
8:09 am - 12:39 pmBOS-ORD
5h 30m1 stop
6:04 am - 9:24 amORD-BOS
2h 20mnonstop
$161United Airlines
Find Deal
Sat, May 11 - Wed, May 29
6:10 am - 8:04 amBOS-ORD
2h 54mnonstop
8:40 am - 12:09 pmORD-BOS
2h 29mnonstop
$163JetBlue
Find Deal
Tue, May 7 - Wed, May 8
5:25 am - 7:21 amBOS-ORD
2h 56mnonstop
6:30 am - 12:14 pmORD-BOS
4h 44m1 stop
$166American Airlines
Find Deal
Wed, May 8 - Sun, May 12
5:25 am - 7:21 amBOS-ORD
2h 56mnonstop
4:53 pm - 10:08 pmORD-BOS
4h 15m1 stop
$167American Airlines
Find Deal
Wed, May 15 - Thu, May 16
6:10 am - 8:04 amBOS-ORD
2h 54mnonstop
7:15 pm - 10:41 pmORD-BOS
2h 26mnonstop
$178JetBlue
Find Deal
Sat, May 11 - Sat, May 11
6:01 am - 7:53 amBOS-ORD
2h 52mnonstop
12:35 pm - 3:59 pmORD-BOS
2h 24mnonstop
$179United Airlines
Find Deal
Tue, May 7 - Tue, May 7
6:25 am - 8:20 amBOS-ORD
2h 55mnonstop
8:10 pm - 11:46 pmORD-BOS
2h 36mnonstop
$189Delta
Find Deal
Mon, May 27 - Fri, May 31

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

Get data-powered insights and trends into flights from Boston to O'Hare Intl 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 Boston to Chicago O'Hare Airport?

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Chicago O'Hare Intl Airport, 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 Boston to Chicago O'Hare Intl Airport is February, where tickets cost $159 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $365 and $326 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Chicago O'Hare Intl Airport, 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 Boston to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 87 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Boston to Chicago O'Hare Airport found on KAYAK was with Spirit Airlines for $36. Spirit Airlines proposed a round-trip connection from $73 and Frontier from $96.

Which airlines fly most frequently between Boston and Chicago O'Hare Airport?

In normal times, American Airlines flies from Boston to Chicago O'Hare Airport up to 11 times per day, Delta up to 9 times per day, and United Airlines up to 7 times per day.

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

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Boston to Chicago O'Hare Intl Airport.
There are 4 airlines that fly nonstop from Boston to Chicago O'Hare Intl Airport. They are: American Airlines, Delta, JetBlue and United Airlines. The cheapest price of all airlines flying this route was found with JetBlue at $81 for a one-way flight. On average, the best prices for this route can be found at JetBlue.

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

Each day, there are between 28 and 32 nonstop flights that take off from Boston and land in Chicago O'Hare Intl Airport, with an average flight time of 2h 56m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 214 flights. The most frequent day of departure is Tuesday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

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

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 4 cabin class options for the route. These are First, 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 Boston to Chicago O'Hare Airport take?

The duration of a nonstop flight to Chicago O'Hare Airport from Boston is typically 2h 33m. The journey crosses a distance of 864 miles.

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

Early birds can take the earliest flight from Boston at 5:25 am and will be landing in Chicago O'Hare Intl Airport at 7:21 am.

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

If you prefer to fly at night, the latest flight from Boston to Chicago O'Hare Intl Airport jets off at 8:55 pm and lands at 10:52 pm.

Good to know

Low season

January

High season

November

Cheapest flight

$36
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Boston to Chicago O'Hare Airport

When to book flights from Boston to O'Hare Intl

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

  • What can I do while waiting on my plane to leave the Chicago O'Hare Airport (ORD)?

    There is a public art exhibit at the Chicago O'Hare Airport (ORD). Throughout the airport, there are sculptures, paintings, murals, and photography that you can appreciate. There is also a yoga room where you can relax, a business center where you can catch up on e-mails, and many different airline lounges where members can enjoy a variety of benefits.

  • Where can I eat at the Boston Logan International Airport (BOS)?

    There are several places to eat while you're waiting on your plane to leave Boston. You can dine at Friendly's Restaurant, Sbarro, Potbelly Sandwich Shop, or WPizza by Wolfgang Puck. If you want something light to eat or a little java before you board, there is a Dunkin's Donut and several Starbucks around the airport.

  • How can I get to my hotel from the Chicago O'Hare International Airport (ORD)?

    Public transit is easily accessible from the airport. This includes a commuter train that goes from the airport into many areas of the city and its outlining communities. Known as the Metra Train, you'll catch it by taking the airport shuttle bus to the Multi-Modal Facility. The train station is a short walk from this building.

  • Is it easy to get around the Boston Logan International Airport (BOS)?

    The Boston Logan International Airport (BOS) has four terminals and 94 gates. There is a complimentary shuttle that takes passengers from one terminal to another. You can also take this shuttle to other parts of the airport including the rental car center and the airport train station.

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

    In the last 3 days, the lowest price for a flight from Boston to Chicago O'Hare Intl Airport was $36 for a one-way ticket and $73 for a round-trip.

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

    A passport is not required to fly from Boston to Chicago O'Hare Airport.

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

    American Airlines, Delta, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Boston to Chicago O'Hare Airport flight route.

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

    The Boeing 737-800 is the aircraft model that flies most regularly on the Boston to Chicago O'Hare Airport flight route.

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

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Boston and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

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

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

  • Which is the best airline for flights from Boston to Chicago, Delta or JetBlue?

    The two airlines most popular with KAYAK users for flights from Boston to Chicago are Delta and JetBlue. With an average price for the route of $269 and an overall rating of 8.0, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $236 and an overall rating of 7.6.

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

    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 Boston to Chicago O'Hare Airport.

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

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

    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 Chicago O'Hare Airport with an airline and back to Boston with another airline. Booking your flights between Boston and ORD 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 Boston to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Boston 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 BOS to Chicago O'Hare Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $154 or less one-way and $273 or less round-trip.
  • You'll easily find a nonstop flight going from Boston Logan International (BOS) to Chicago O-Hare International Airport (ORD). If you have a layover, you'll probably change planes in either Philadelphia, Detroit, or Washington, D.C. On average, these are short layovers of less than 2h.
  • If you drive yourself to Boston Logan International (BOS) for your trip, you'll have the option of parking in a garage or an uncovered parking lot. You can save money by parking in the economy garage which is just a few minutes from the airport. A complimentary shuttle will take you to the airport from the garage.
  • Withdraw money for your trip to Chicago at one of the ATM machines at the Boston Logan International Airport (BOS). There is an ATM machine in Terminal A, Terminal B, Terminal C, and Terminal E.
  • Amenities and services at the Boston Logan International Airport (BOS) include baggage trolleys, a shoe shine, hydration stations, a beauty salon where you can get a pedicure or manicure, a spa where you can relax with a massage, and several airport lounges with benefits like complimentary beverages, television, and comfortable seating.
  • Passengers who are delayed or have a late flight to Chicago will benefit from its on-site hotel. There is a Hilton Chicago O'Hare Hotel across from Terminals 1, 2, and 3. Along with sleeping rooms, the hotel has a variety of amenities such as a fitness center and sports bar.
See more tips

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

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

Nonstop departures

Boston Logan Intl to Chicago O'Hare Intl

Monday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Tuesday

ANA, Air New Zealand, Alaska Airlines, +20 more

ANA, Air New Zealand, +21 more

Wednesday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Thursday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Friday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Saturday

ANA, Air New Zealand, Alaska Airlines, +21 more

ANA, Air New Zealand, +22 more

Sunday

ANA, Air New Zealand, Alaska Airlines, +23 more

ANA, Air New Zealand, +24 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Boston Logan Intl

Monday

ANA, Air New Zealand, Alaska Airlines, +21 more

ANA, Air New Zealand, +22 more

Tuesday

ANA, Air New Zealand, Alaska Airlines, +20 more

ANA, Air New Zealand, +21 more

Wednesday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Thursday

ANA, Air New Zealand, Alaska Airlines, +21 more

ANA, Air New Zealand, +22 more

Friday

ANA, Air New Zealand, Alaska Airlines, +22 more

ANA, Air New Zealand, +23 more

Saturday

ANA, Air New Zealand, Alaska Airlines, +20 more

ANA, Air New Zealand, +21 more

Sunday

ANA, Air New Zealand, Alaska Airlines, +23 more

ANA, Air New Zealand, +24 more

See more direct flights
See more direct flights

Top 5 airlines serving from Boston to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Boston to Chicago. 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 Boston to O'Hare Intl? 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 11094 reviews
7.9comfort
7.5food
8.2boarding
8.6crew
8.0entertainment
Airline reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

10.0 ExcellentShayla, Apr 2024ATL - ORD
Read more about Delta reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

The plane was in bad condition. We were taxied for mode than an hour because a light panel had feel off. The bathroom in first class had broken panels as well. Overall poor aircraft maintenance

My only real complaint was how much turbulence there was-and that probably can't be avoided. I felt really sick getting off the plane. But boarding was super easy, the flight attendants were friendly, the bathroom was clean. Everything else about the flight was perfectly fine. Thanks!

Caroline (Supervisor) was great! Salute to the employees like her!

Boarding was good, staffs on the second flight to Korea was invisible all the time. Water was only offered 3 times during a 15 hours plus flight. It’s absolutely not enough for such a long flight!

long flights are never truly comfortable but the airline did their best. crew was great and the flight was safe.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Book cheap flights from Boston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Chicago found on KAYAK in the last 72 hours.
6/6Thu
nonstopSpirit Airlines
2h 33mBOS-ORD
$36
6/8Sat
nonstopSpirit Airlines
2h 33mBOS-ORD
$49
5/15Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
$64
7/23Tue
nonstopUnited Airlines
2h 50mBOS-ORD
$73
5/26Sun
nonstopJetBlue
2h 54mBOS-ORD
$75
5/11Sat
nonstopJetBlue
2h 55mBOS-ORD
$79
5/22Wed
1 stopUnited Airlines
4h 54mBOS-ORD
$88
5/7Tue
nonstopAmerican Airlines
2h 56mBOS-ORD
$89
4/29Mon
nonstopDelta
2h 56mBOS-ORD
$137
5/21Tue
nonstopDelta
2h 55mBOS-ORD
$250

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Last minute flights from Boston to O'Hare Intl

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 Boston to Chicago that are departing in the next 10 days.
4/22Mon
multi-stopFrontier
15h 35mBOS-ORD
4/24Wed
multi-stopFrontier
22h 43mORD-BOS
$171
4/23Tue
multi-stopFrontier
16h 51mBOS-ORD
4/26Fri
multi-stopFrontier
22h 43mORD-BOS
$189
4/21Sun
nonstopAmerican Airlines
2h 58mBOS-ORD
4/24Wed
multi-stopAmerican Airlines
5h 28mORD-BOS
$296
4/22Mon
nonstopAmerican Airlines
2h 56mBOS-ORD
4/27Sat
multi-stopAmerican Airlines
5h 33mORD-BOS
$297
4/23Tue
nonstopJetBlue
2h 54mBOS-ORD
4/27Sat
nonstopJetBlue
2h 26mORD-BOS
$304
4/23Tue
nonstopDelta
2h 57mBOS-ORD
4/27Sat
nonstopDelta
2h 24mORD-BOS
$323
4/23Tue
nonstopJetBlue
2h 54mBOS-ORD
4/29Mon
nonstopJetBlue
2h 29mORD-BOS
$324
4/23Tue
multi-stopDelta
4h 36mBOS-ORD
4/27Sat
nonstopDelta
2h 24mORD-BOS
$332
4/19Fri
nonstopUnited Airlines
2h 52mBOS-ORD
4/22Mon
nonstopUnited Airlines
2h 21mORD-BOS
$404
4/19Fri
nonstopUnited Airlines
2h 54mBOS-ORD
4/22Mon
nonstopUnited Airlines
2h 21mORD-BOS
$437

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Boston - Chicago O'Hare Airport Flights

Departure:

Boston (BOS)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Boston

Cabin classes:

$511
$580
$494
$139