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Chicago to Boston Fare Calendar

Book cheap Chicago to Boston International ✈ tickets at MakeMyTrip. Get best deals, offers & lowest airfare ticket booking from Chicago to Boston air travel route. Check flight reservation status, schedules of Chicago to Boston flight online. Also check Boston to Chicago Fare Calendar online. 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.

Sorted By:

Departure

Duration

Arrival

Price

Southwest Airlines

09:50

Chicago-Midway

05 h 20 m

1 stop via Baltimore

16:10

Boston

13:50

Chicago-Midway

06 h 35 m

1 stop via St Louis

21:25

Boston

~~AED 432~~

AED 396

View Flight Details

Chicago-Midway to Boston , 18 Jan

Southwest Airlines WN | 4247

09:50

Sun, 18 Jan 26

Chicago-Midway, United States

01 h 50 m

12:40

Sun, 18 Jan 26

Baltimore, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 3182

14:40

Sun, 18 Jan 26

Baltimore, United States

01 h 30 m

16:10

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

06:00

Chicago

04 h 41 m

1 stop via New York-LaGuardia Apt

11:41

Boston

09:54

Chicago

04 h 21 m

1 stop via Philadelphia

15:15

Boston

11:51

Chicago

04 h 07 m

1 stop via New York-LaGuardia Apt

16:58

Boston

12:58

Chicago

05 h 09 m

1 stop via Washington-Reagan Apt

19:07

Boston

15:48

Chicago

05 h 31 m

1 stop via Washington-Reagan Apt

22:19

Boston

16:32

Chicago

04 h 55 m

1 stop via Columbus

22:27

Boston

16:14

Chicago

05 h 42 m

1 stop via New York

22:56

Boston

17:34

Chicago

04 h 24 m

1 stop via Cincinnati

22:58

Boston

17:25

Chicago

04 h 49 m

1 stop via Indianapolis

23:14

Boston

More Timing Options

~~AED 456~~

AED 420

View Flight Details

Chicago to Boston , 18 Jan

American Airlines AA | 4551

06:00

Sun, 18 Jan 26

Terminal T3

Chicago, United States

02 h 13 m

09:13

Sun, 18 Jan 26

Terminal B

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 4454

10:25

Sun, 18 Jan 26

Terminal B

New York-LaGuardia Apt, United States

01 h 16 m

11:41

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

08:09

Chicago

06 h 06 m

1 stop via Philadelphia

15:15

Boston

10:12

Chicago

05 h 46 m

1 stop via New York-LaGuardia Apt

16:58

Boston

~~AED 469~~

AED 433

View Flight Details

Chicago to Boston , 18 Jan

American Airlines AA | 2974

08:09

Sun, 18 Jan 26

Terminal T3

Chicago, United States

02 h 01 m

11:10

Sun, 18 Jan 26

Philadelphia, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 4375

13:49

Sun, 18 Jan 26

Philadelphia, United States

01 h 26 m

15:15

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

17:32

Chicago

05 h 19 m

1 stop via Charlotte

23:51

Boston

~~AED 491~~

AED 455

View Flight Details

Chicago to Boston , 18 Jan

American Airlines AA | 1876

17:32

Sun, 18 Jan 26

Terminal T3

Chicago, United States

02 h 02 m

20:34

Sun, 18 Jan 26

Charlotte, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 3294

21:42

Sun, 18 Jan 26

Charlotte, United States

02 h 09 m

23:51

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

11:29

Chicago

06 h 38 m

1 stop via Washington-Reagan Apt

19:07

Boston

~~AED 549~~

AED 513

View Flight Details

Chicago to Boston , 18 Jan

American Airlines AA | 2345

11:29

Sun, 18 Jan 26

Terminal T3

Chicago, United States

01 h 55 m

14:24

Sun, 18 Jan 26

Terminal T2

Washington-Reagan Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2148

17:30

Sun, 18 Jan 26

Terminal T2

Washington-Reagan Apt, United States

01 h 37 m

19:07

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

13:45

Chicago

07 h

1 stop via Nashville

21:45

Boston

17:26

Chicago

04 h 29 m

1 stop via Philadelphia

22:55

Boston

14:50

Chicago

07 h 05 m

1 stop via Philadelphia

22:55

Boston

More Timing Options

~~AED 563~~

AED 527

View Flight Details

Chicago to Boston , 18 Jan

Southwest Airlines WN | 4980

13:45

Sun, 18 Jan 26

Terminal T5

Chicago, United States

01 h 35 m

15:20

Sun, 18 Jan 26

Nashville, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2359

18:15

Sun, 18 Jan 26

Nashville, United States

02 h 30 m

21:45

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

08:49

Chicago

05 h 14 m

1 stop via New York-LaGuardia Apt

15:03

Boston

13:45

Chicago

04 h 17 m

1 stop via New York-LaGuardia Apt

19:02

Boston

17:05

Chicago

04 h 24 m

1 stop via New York-LaGuardia Apt

22:29

Boston

More Timing Options

~~AED 565~~

AED 529

View Flight Details

Chicago to Boston , 18 Jan

American Airlines AA | 4512

08:49

Sun, 18 Jan 26

Terminal T3

Chicago, United States

02 h 18 m

12:07

Sun, 18 Jan 26

Terminal B

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 4463

13:45

Sun, 18 Jan 26

Terminal B

New York-LaGuardia Apt, United States

01 h 18 m

15:03

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

06:50

Chicago

04 h 29 m

1 stop via Detroit

12:19

Boston

09:32

Chicago-Midway

05 h 25 m

1 stop via Detroit

15:57

Boston

10:45

Chicago

04 h 38 m

1 stop via New York-LaGuardia Apt

16:23

Boston

12:15

Chicago

05 h 12 m

1 stop via New York-LaGuardia Apt

18:27

Boston

10:45

Chicago

06 h 42 m

1 stop via New York-LaGuardia Apt

18:27

Boston

10:29

Chicago

07 h 01 m

1 stop via New York

18:30

Boston

09:50

Chicago-Midway

08 h 20 m

1 stop via Minneapolis

19:10

Boston

12:15

Chicago

06 h 10 m

1 stop via New York-LaGuardia Apt

19:25

Boston

14:30

Chicago

04 h 54 m

1 stop via New York-LaGuardia Apt

20:24

Boston

12:15

Chicago

07 h 09 m

1 stop via New York-LaGuardia Apt

20:24

Boston

14:30

Chicago

06 h

1 stop via New York-LaGuardia Apt

21:30

Boston

More Timing Options

~~AED 582~~

AED 546

View Flight Details

Chicago to Boston , 18 Jan

Delta Air Lines DL | 2039

06:50

Sun, 18 Jan 26

Terminal T5

Chicago, United States

01 h 32 m

09:22

Sun, 18 Jan 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 2648

10:10

Sun, 18 Jan 26

Terminal EM

Detroit, United States

02 h 09 m

12:19

Sun, 18 Jan 26

Terminal A

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

07:05

Chicago

02 h 35 m

Non stop

10:40

Boston

~~AED 583~~

AED 547

View Flight Details

Chicago to Boston , 18 Jan

Delta Air Lines DL | 5633

07:05

Sun, 18 Jan 26

Terminal T5

Chicago, United States

02 h 35 m

10:40

Sun, 18 Jan 26

Terminal A

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

14:27

Chicago

06 h 25 m

1 stop via Newark

21:52

Boston

~~AED 588~~

AED 552

View Flight Details

Chicago to Boston , 18 Jan

United Airlines UA | 2161

14:27

Sun, 18 Jan 26

Terminal T1

Chicago, United States

02 h 16 m

17:43

Sun, 18 Jan 26

Terminal A

Newark, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 2691

20:30

Sun, 18 Jan 26

Terminal C

Newark, United States

01 h 22 m

21:52

Sun, 18 Jan 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

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Chicago to Boston Fare Calendar