BOS - ORD

₹ 5,234 Find Cheap Flights from Boston to Chicago O'Hare Airport

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 13/12. 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
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Chicago, 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 Boston to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest return fare
₹ 10,379
Typical prices: ₹ 16,146-₹ 33,622
Delta
Sat 13/12Sun 14/12
BOS - ORD • Direct
Cheapest one-way flight
₹ 5,234
Typical prices: ₹ 10,025-₹ 20,670
Delta
Sat 13/12
BOS - ORD • Direct
Top airlines
Delta
Cheapest • from ₹ 10,379 (return)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 17% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 return 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 for you by selecting your travel dates on KAYAK.

Recent return flight deals from Boston to O'Hare Intl

Sat, 13 Dec - Sun, 14 Dec
Delta Logo
12:50 - 14:47BOS-ORD
2h 57mdirect
Delta Logo
07:10 - 10:36ORD-BOS
2h 26mdirect
₹ 10,379Delta
Find Deal
Thu, 11 Dec - Sun, 14 Dec
Delta Logo
16:05 - 18:02BOS-ORD
2h 57mdirect
Delta Logo
07:10 - 10:36ORD-BOS
2h 26mdirect
₹ 10,468Delta
Find Deal
Thu, 11 Dec - Mon, 15 Dec
United Airlines Logo
10:40 - 12:40BOS-ORD
3h 00mdirect
United Airlines Logo
07:30 - 10:49ORD-BOS
2h 19mdirect
₹ 10,823United Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
United Airlines Logo
06:00 - 08:00BOS-ORD
3h 00mdirect
United Airlines Logo
21:12 - 00:45ORD-BOS
2h 33mdirect
₹ 11,000United Airlines
Find Deal
Thu, 8 Jan - Tue, 13 Jan
JetBlue Logo
15:35 - 17:44BOS-ORD
3h 09mdirect
JetBlue Logo
07:45 - 11:10ORD-BOS
2h 25mdirect
₹ 11,089JetBlue
Find Deal
Tue, 9 Dec - Sun, 14 Dec
Delta Logo
12:50 - 14:47BOS-ORD
2h 57mdirect
Delta Logo
07:10 - 10:36ORD-BOS
2h 26mdirect
₹ 11,267Delta
Find Deal
Thu, 5 Feb - Sun, 8 Feb
JetBlue Logo
15:35 - 17:44BOS-ORD
3h 09mdirect
JetBlue Logo
08:45 - 17:13ORD-BOS
7h 28m1 stop
₹ 11,710JetBlue
Find Deal
Tue, 9 Dec - Thu, 18 Dec
JetBlue Logo
08:30 - 10:35BOS-ORD
3h 05mdirect
JetBlue Logo
19:41 - 23:10ORD-BOS
2h 29mdirect
₹ 11,799JetBlue
Find Deal
Tue, 9 Dec - Thu, 18 Dec
Delta Logo
12:50 - 14:47BOS-ORD
2h 57mdirect
Delta Logo
07:10 - 10:36ORD-BOS
2h 26mdirect
₹ 11,888Delta
Find Deal
Sat, 13 Dec - Wed, 17 Dec
JetBlue Logo
15:40 - 21:52BOS-ORD
7h 12m1 stop
JetBlue Logo
11:25 - 14:49ORD-BOS
2h 24mdirect
₹ 11,976JetBlue
Find Deal
Booking Insights

KAYAK's insights & trends for Boston to O'Hare Intl flights

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.

How much is a return flight from Boston to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Chicago O'Hare Intl Airport departing in December.

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

The average price of all round-trip flights from Boston to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

For Boston to Chicago O'Hare Airport, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago O'Hare Airport back to Boston, the best deals are generally found on Thursday, with Sunday being 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 round-trip 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 September, where tickets cost ₹ 18,364 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is ₹ 24,928 and ₹ 24,307 respectively.

Can I save money by flying with a stopover from Boston to Chicago O'Hare Intl Airport?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a stopover may cost you more time, but you can also save money on the route, with a 1 stop stopover the cheapest option at ₹ 14,754 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from Boston to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight₹ 5,234
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (3% more expensive on average)
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 return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns 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 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 ₹ 5,234 for a one-way ticket and ₹ 10,379 for a return.

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

    When flying out of Boston you will be using Boston Logan Intl. You will be landing at Chicago O'Hare Airport, also known as Chicago O'Hare Intl.

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

    American Airlines, JetBlue, Delta, 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?

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

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

    There are direct 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Chicago are Delta and American Airlines. With an average price for the route of ₹ 21,996 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of ₹ 29,370 and an overall rating of 7.2.

  • 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 travellers 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 return ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Boston with another airline.

  • 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.

Prefer to fly direct from Boston Logan Intl to Chicago O'Hare Intl?

 
Nonstop data is based off flight results for the next 60 days. Find direct flights from all airlines flying nonstop from Boston Logan Intl to Chicago O'Hare Intl.
Find which airlines fly direct from Boston Logan Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Chicago O'Hare Intl

Monday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Tuesday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Wednesday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Thursday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Friday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Saturday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Sunday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Boston Logan Intl

Monday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Tuesday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Wednesday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Thursday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Friday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Saturday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

Sunday

American Airlines, Delta, JetBlue, +1 more

American Airlines, Delta, +2 more

See more direct flights

Reviews of the top airlines flying 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.
7.9
DeltaOverall score based on 8007 reviews
7.9Comfort
8.5Crew
8.1Boarding
7.3Food
7.9Entertainment
Airline reviews

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

10.0 ExcellentDuane, Nov 2025PBI - ATL
Read more Delta reviews

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Everything you need to know for your flight from Boston to O'Hare Intl

Information on your arrival and departure airports