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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,068

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Chicago O'Hare Intl Airport departing on 10/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Boston to Chicago

Cheap return flights

These are some of the best return flight deals from Boston to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Boston to Chicago.

Cheap last-minute flights

Planning a quick getaway from Boston to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Boston to Chicago

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The cheapest plane tickets to Chicago found on KAYAK recently.
06:00 - 08:05BOS-ORD
3h 05mdirect
08:51 - 12:13ORD-BOS
2h 22mdirect
₹ 13,262JetBlue
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Thu, 5 Dec - Tue, 10 Dec
15:52 - 17:59BOS-ORD
3h 07mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 13,347JetBlue
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Thu, 9 Jan - Sun, 12 Jan
06:00 - 08:06BOS-ORD
3h 06mdirect
10:14 - 15:43ORD-BOS
4h 29m1 stop
₹ 13,600JetBlue
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Tue, 10 Dec - Tue, 10 Dec
05:45 - 09:34BOS-ORD
4h 49m1 stop
13:55 - 17:16ORD-BOS
2h 21mdirect
₹ 14,107United Airlines
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Thu, 5 Dec - Thu, 12 Dec
19:45 - 21:43BOS-ORD
2h 58mdirect
07:35 - 11:03ORD-BOS
2h 28mdirect
₹ 14,614Delta
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Tue, 17 Dec - Wed, 25 Dec
15:40 - 17:36BOS-ORD
2h 56mdirect
07:35 - 11:03ORD-BOS
2h 28mdirect
₹ 15,459Delta
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Tue, 17 Dec - Tue, 24 Dec
05:45 - 09:34BOS-ORD
4h 49m1 stop
21:30 - 00:54ORD-BOS
2h 24mdirect
₹ 15,881United Airlines
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Tue, 10 Dec - Sun, 5 Jan
05:45 - 14:32BOS-ORD
9h 47m1 stop
05:35 - 13:01ORD-BOS
6h 26m1 stop
₹ 16,388Spirit Airlines
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Thu, 9 Jan - Sun, 12 Jan
11:31 - 18:19BOS-ORD
7h 48m1 stop
18:50 - 10:35ORD-BOS
14h 45m1 stop
₹ 24,920Sun Country Air
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Thu, 24 Apr - Sun, 27 Apr
11:31 - 18:06BOS-ORD
7h 35m1 stop
19:35 - 10:35ORD-BOS
14h 00m1 stop
₹ 27,876Sun Country Air
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Sun, 20 Apr - Fri, 25 Apr
05:00 - 16:06BOS-ORD
12h 06m1 stop
₹ 5,068Spirit Airlines
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Tue, 10 Dec
13:59 - 15:53BOS-ORD
2h 54mdirect
₹ 6,673JetBlue
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Tue, 10 Dec
20:20 - 22:23BOS-ORD
3h 03mdirect
₹ 7,096Delta
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Tue, 7 Jan
06:31 - 10:44BOS-ORD
5h 13m1 stop
₹ 7,434United Airlines
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Thu, 16 Jan
06:02 - 08:05BOS-ORD
3h 03mdirect
₹ 8,025United Airlines
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Tue, 31 Dec
15:35 - 22:20BOS-ORD
7h 45m2 stops
₹ 10,390Southwest
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Thu, 6 Feb
07:20 - 09:29BOS-ORD
3h 09mdirect
₹ 10,897Delta
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Tue, 26 Nov
06:55 - 16:45BOS-ORD
10h 50m2 stops
₹ 12,080Southwest
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Wed, 5 Feb
17:55 - 13:07BOS-ORD
20h 12m2 stops
₹ 17,064Alaska Airlines
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Tue, 14 Jan
07:00 - 17:59BOS-ORD
11h 59m1 stop
₹ 17,824Alaska Airlines
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Thu, 16 Jan
07:20 - 09:29BOS-ORD
3h 09mdirect
06:40 - 10:00ORD-BOS
2h 20mdirect
₹ 22,132Delta
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Sat, 23 Nov - Thu, 5 Dec
18:28 - 20:24BOS-ORD
2h 56mdirect
11:08 - 14:27ORD-BOS
2h 19mdirect
₹ 22,639United Airlines
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Thu, 21 Nov - Mon, 25 Nov
08:05 - 14:25BOS-ORD
7h 20m1 stop
10:25 - 13:55ORD-BOS
2h 30mdirect
₹ 22,977Delta
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Wed, 20 Nov - Wed, 4 Dec
15:45 - 17:46BOS-ORD
3h 01mdirect
06:40 - 10:00ORD-BOS
2h 20mdirect
₹ 25,933Delta
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Fri, 22 Nov - Tue, 3 Dec
13:59 - 15:53BOS-ORD
2h 54mdirect
06:00 - 09:17ORD-BOS
2h 17mdirect
₹ 29,312JetBlue
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Thu, 21 Nov - Sun, 24 Nov
05:40 - 14:00BOS-ORD
9h 20m1 stop
14:55 - 07:50ORD-BOS
15h 55m2 stops
₹ 30,073Southwest
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Fri, 22 Nov - Tue, 26 Nov
19:50 - 21:51BOS-ORD
3h 01mdirect
06:40 - 10:00ORD-BOS
2h 20mdirect
₹ 30,157Delta
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Wed, 20 Nov - Fri, 22 Nov
06:00 - 13:00BOS-ORD
8h 00m2 stops
05:45 - 15:25ORD-BOS
8h 40m1 stop
₹ 31,340Southwest
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Wed, 20 Nov - Thu, 21 Nov
06:00 - 08:06BOS-ORD
3h 06mdirect
06:00 - 09:17ORD-BOS
2h 17mdirect
₹ 31,424JetBlue
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Wed, 20 Nov - Sun, 24 Nov
07:00 - 05:00BOS-ORD
23h 00m1 stop
07:00 - 00:59ORD-BOS
16h 59m2 stops
₹ 98,750Alaska Airlines
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Thu, 21 Nov - Fri, 22 Nov
06:10 - 08:14BOS-ORD
3h 04mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 13,262JetBlue
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Mon, 13 Jan - Sat, 18 Jan
15:52 - 17:59BOS-ORD
3h 07mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 13,347JetBlue
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Thu, 9 Jan - Sun, 12 Jan
11:05 - 13:00BOS-ORD
2h 55mdirect
06:30 - 10:00ORD-BOS
2h 30mdirect
₹ 13,938Delta
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Thu, 12 Dec - Fri, 13 Dec
07:15 - 09:25BOS-ORD
3h 10mdirect
18:25 - 22:08ORD-BOS
2h 43mdirect
₹ 14,107Delta
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Thu, 16 Jan - Tue, 21 Jan
19:45 - 21:43BOS-ORD
2h 58mdirect
07:15 - 10:49ORD-BOS
2h 34mdirect
₹ 14,192Delta
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Fri, 13 Dec - Sat, 14 Dec
06:00 - 08:07BOS-ORD
3h 07mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 15,036JetBlue
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Thu, 2 Jan - Thu, 9 Jan
15:40 - 17:36BOS-ORD
2h 56mdirect
07:35 - 11:03ORD-BOS
2h 28mdirect
₹ 15,459Delta
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Tue, 17 Dec - Tue, 24 Dec
06:02 - 08:05BOS-ORD
3h 03mdirect
21:30 - 00:54ORD-BOS
2h 24mdirect
₹ 16,388United Airlines
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Mon, 30 Dec - Wed, 1 Jan
06:02 - 08:05BOS-ORD
3h 03mdirect
21:30 - 00:54ORD-BOS
2h 24mdirect
₹ 16,726United Airlines
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Thu, 26 Dec - Wed, 1 Jan
09:30 - 11:26BOS-ORD
2h 56mdirect
21:30 - 00:54ORD-BOS
2h 24mdirect
₹ 16,979United Airlines
Find Deal
Mon, 9 Dec - Sat, 21 Dec

Delta flights from Boston to Chicago O'Hare Intl Airport

Our best Delta deals on Boston to Chicago O'Hare Intl Airport flight tickets
Delta
17 Dec
BOS19:45Boston Logan Intl
2h 58m
ORD21:43Chicago O'Hare Intl
25 Dec
ORD07:35Chicago O'Hare Intl
2h 28m
BOS11:03Boston Logan Intl
₹ 14,614
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Delta
25 Nov
BOS19:50Boston Logan Intl
3h 01m
ORD21:51Chicago O'Hare Intl
5 Dec
ORD06:40Chicago O'Hare Intl
2h 20m
BOS10:00Boston Logan Intl
₹ 15,459
Find similar
Delta
3 Dec
BOS15:45Boston Logan Intl
3h 01m
ORD17:46Chicago O'Hare Intl
4 Dec
ORD14:05Chicago O'Hare Intl
2h 25m
BOS17:30Boston Logan Intl
₹ 17,064
Find similar

American Airlines flights from Boston to Chicago O'Hare Intl Airport

Our best American Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets
American Airlines
26 Nov
BOS05:15Boston Logan Intl
3h 02m
ORD07:17Chicago O'Hare Intl
5 Dec
ORD07:00Chicago O'Hare Intl
2h 28m
BOS10:28Boston Logan Intl
₹ 16,303
Find similar
American Airlines
27 Nov
BOS05:15Boston Logan Intl
3h 02m
ORD07:17Chicago O'Hare Intl
5 Dec
ORD12:01Chicago O'Hare Intl
2h 15m
BOS15:16Boston Logan Intl
₹ 17,064
Find similar
American Airlines
26 Nov
BOS05:15Boston Logan Intl
3h 02m
ORD07:17Chicago O'Hare Intl
4 Dec
ORD07:00Chicago O'Hare Intl
2h 19m
BOS10:19Boston Logan Intl
₹ 17,148
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How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

January. The cheapest time of year to fly to Chicago O'Hare Intl Airport from Boston is January. The most expensive is May.

What is the cheapest day to depart Boston for Chicago O'Hare Intl Airport?

Saturday. The cheapest day of the week is usually Saturday. The most expensive is usually Sunday.

When is the cheapest time to fly from Boston to Chicago O'Hare Intl Airport?

At midday. Boston to Chicago O'Hare Intl Airport flights are approximately 12% more expensive in the morning than at midday

How far in advance should you book Boston to Chicago O'Hare Intl Airport flights?

57 days before. The cheapest time to buy a flight from Boston to Chicago O'Hare Intl Airport is approximately 57 days to departure

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

As of November 2024, there are 42 flights per week flying from Boston to Chicago O'Hare Intl Airport. The most common time of day flights depart is 14:00, with 43% of flights taking off in the afternoon.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

298 flights are operational weekly from Boston to Chicago O'Hare Intl Airport as of November 2024. The most popular departure day for this route is Fri, with 20% of flights per week taking off on this day.

Can stopping save me money on Boston to Chicago O'Hare Intl Airport flights?

You could potentially save up to 24% on your flight if you consider stops on a Boston to Chicago O'Hare Intl Airport flight.

How have Boston to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2024, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 16% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Boston to Chicago O'Hare Intl Airport (BOS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago O'Hare Intl Airport

Best price found

₹ 5,068

Fastest flight time

2h 44m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is ₹ 5,068. The best return flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is ₹ 13,262.
The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 44m
Direct flights go from Boston to Chicago O'Hare Intl Airport every day.

  • How far is Boston Logan Intl to Chicago O'Hare Intl by plane?

    Boston Logan Intl and Chicago O'Hare Intl are 1385.7 km apart from one another. A reasonable flight in good conditions will take 2h 44m.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport refresh daily.

  • How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Boston to Chicago O'Hare Intl Airport?


Why use momondo?

Why should I use momondo to find a flight deal from Boston to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Boston.

Can I find flights from Boston to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Boston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Boston to Chicago?

Once you have performed a search for Boston to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Boston to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Boston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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