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Departure Airports

One Way Price

AED 483 AED 2,100

Duration

2 h 20 m 3 h 30 m

Stops From Boston

Departure From Boston

Before 6 AM

AED 483

6 AM - 12 PM

AED 601

12 PM - 6 PM

AED 697

After 6 PM

AED 697

Arrival at Chicago

6 AM - 12 PM

AED 483

12 PM - 6 PM

AED 697

After 6 PM

AED 697

Alliances & Airlines

Oneworld

()

SkyTeam

()

Star Alliance

(5)

Top Flights From Chicago

Boston to Chicago Flight Schedule & Status

Planning your travel has never been easier. Get updated flight schedules for various airlines between Boston to Chicago on MakeMyTrip. We offer the cheapest airfares across all major airlines. You can book your Boston to Chicago Flight at best price and can also check Chicago to Boston Flight Schedule for your return journey online. Take advantage of amazing offers for your flights only at Makemytrip. Get Up To AED 150 OFF* on your flight booking with MakeMyTrip using coupon code : “FLYAE”. 100% Refund on Flight cancellations with MMT Zero Cancellation.

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Price
Price last updated at 19 Jun 2026 07:37:50
Southwest Airlines

AED 517

AED 483

Boston to Chicago-Midway , 22 Jun

Southwest Airlines WN | 3239

05:25

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 35 m

07:00

Mon, 22 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

AED 635

AED 601

Boston to Chicago , 22 Jun

United Airlines UA | 1414

06:00

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 58 m

07:58

Mon, 22 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

AED 731

AED 697

Boston to Chicago-Midway , 22 Jun

Southwest Airlines WN | 746

13:10

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 35 m

14:45

Mon, 22 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

AED 799

AED 765

Boston to Chicago , 22 Jun

United Airlines UA | 366

07:19

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 58 m

09:17

Mon, 22 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

JetBlue Airways

AED 801

AED 767

Boston to Chicago , 22 Jun

JetBlue Airways B6 | 811

17:20

Mon, 22 Jun 26

Terminal C

Boston, United States

03 h 05 m

19:25

Mon, 22 Jun 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

JetBlue Airways

AED 931

AED 897

Boston to Chicago , 22 Jun

JetBlue Airways B6 | 311

08:10

Mon, 22 Jun 26

Terminal C

Boston, United States

02 h 56 m

10:06

Mon, 22 Jun 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

AED 951

AED 917

Boston to Chicago , 22 Jun

United Airlines UA | 1349

09:50

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 53 m

11:43

Mon, 22 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,016

AED 982

Boston to Chicago-Midway , 22 Jun

Southwest Airlines WN | 745

07:30

Mon, 22 Jun 26

Terminal B

Boston, United States

02 h 40 m

09:10

Mon, 22 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,310

AED 1,276

Manchester to Chicago-Midway , 22 Jun

Southwest Airlines WN | 2920

19:00

Mon, 22 Jun 26

Manchester, United States

02 h 30 m

20:30

Mon, 22 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,952

AED 1,918

Manchester to Chicago-Midway , 22 Jun

Southwest Airlines WN | 2732

06:00

Mon, 22 Jun 26

Manchester, United States

02 h 20 m

07:20

Mon, 22 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

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