Cheap flights Chicago to Boston (Logan)

From

To

Depart

Return

Passengers

1 passenger, economy

Cheap flights Chicago to Boston

Compare prices, duration and stops

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Stops

Direct only 1 stop

Price

9459 ₹ 35711 ₹ 35711 ₹

Airlines

American Airlines Frontier Airlines Jetblue Airways Southwest Airlines United Airlines

WN 3094

10:45

Chicago, Chicago Midway International Airport (MDW)

Mon, 14 sep

2h 15min

Direct

13:00

Boston, Logan (BOS)

Mon, 14 sep

21 611 ₹

AA 2294

18:54

Chicago, O'Hare International Airport (ORD)

Mon, 14 sep

2h 41min

Direct

21:35

Boston, Logan (BOS)

Mon, 14 sep

16 284 ₹

B6 1012

01:24

Chicago, O'Hare International Airport (ORD)

Tue, 15 sep

2h 45min

Direct

04:09

Boston, Logan (BOS)

Tue, 15 sep

11 628 ₹

F9 3044

20:50

Chicago, O'Hare International Airport (ORD)

Wed, 16 sep

17h 32min

1 stop

14:22

Boston, Logan (BOS)

Thu, 17 sep +1

15 728 ₹

WN 3094

10:45

Chicago, Chicago Midway International Airport (MDW)

Thu, 17 sep

2h 15min

Direct

13:00

Boston, Logan (BOS)

Thu, 17 sep

11 449 ₹

B6 1012

01:24

Chicago, O'Hare International Airport (ORD)

Fri, 18 sep

2h 45min

Direct

04:09

Boston, Logan (BOS)

Fri, 18 sep

12 042 ₹

B6 1006

15:59

Chicago, O'Hare International Airport (ORD)

Fri, 18 sep

5h 22min

1 stop

21:21

Boston, Logan (BOS)

Fri, 18 sep

10 249 ₹

F9 3044

20:50

Chicago, O'Hare International Airport (ORD)

Fri, 18 sep

18h 1min

1 stop

14:51

Boston, Logan (BOS)

Sat, 19 sep +1

13 571 ₹

AA 2682

01:19

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep

2h 35min

Direct

03:54

Boston, Logan (BOS)

Sat, 19 sep

12 785 ₹

UA 1779

02:40

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep

2h 30min

Direct

05:10

Boston, Logan (BOS)

Sat, 19 sep

9 932 ₹

WN 2681

12:40

Chicago, Chicago Midway International Airport (MDW)

Sat, 19 sep

2h 20min

Direct

15:00

Boston, Logan (BOS)

Sat, 19 sep

9 866 ₹

F9 4064

17:56

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep

8h 44min

1 stop

02:40

Boston, Logan (BOS)

Sun, 20 sep +1

10 208 ₹

F9 3044

20:50

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep

18h 8min

1 stop

14:58

Boston, Logan (BOS)

Sun, 20 sep +1

13 283 ₹

UA 2331

23:24

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep

2h 35min

Direct

01:59

Boston, Logan (BOS)

Sun, 20 sep +1

9 758 ₹

AA 3022

11:00

Chicago, O'Hare International Airport (ORD)

Sun, 20 sep

2h 39min

Direct

13:39

Boston, Logan (BOS)

Sun, 20 sep

15 929 ₹

WN 3094

10:45

Chicago, Chicago Midway International Airport (MDW)

Mon, 21 sep

2h 15min

Direct

13:00

Boston, Logan (BOS)

Mon, 21 sep

15 960 ₹

B6 1006

15:59

Chicago, O'Hare International Airport (ORD)

Mon, 21 sep

5h 22min

1 stop

21:21

Boston, Logan (BOS)

Mon, 21 sep

13 913 ₹

B6 112 Best price

14:38

Chicago, O'Hare International Airport (ORD)

Tue, 22 sep

2h 28min

Direct

17:06

Boston, Logan (BOS)

Tue, 22 sep

9 459 ₹

WN 4215

23:00

Chicago, Chicago Midway International Airport (MDW)

Tue, 22 sep

2h 25min

Direct

01:25

Boston, Logan (BOS)

Wed, 23 sep +1

17 019 ₹

WN 1677

11:40

Chicago, Chicago Midway International Airport (MDW)

Wed, 23 sep

2h 15min

Direct

13:55

Boston, Logan (BOS)

Wed, 23 sep

17 051 ₹

B6 112

14:38

Chicago, O'Hare International Airport (ORD)

Wed, 23 sep

2h 28min

Direct

17:06

Boston, Logan (BOS)

Wed, 23 sep

9 535 ₹

AA 2294

18:54

Chicago, O'Hare International Airport (ORD)

Wed, 23 sep

2h 41min

Direct

21:35

Boston, Logan (BOS)

Wed, 23 sep

9 966 ₹

B6 864

20:00

Chicago, O'Hare International Airport (ORD)

Thu, 24 sep

7h 39min

1 stop

03:39

Boston, Logan (BOS)

Fri, 25 sep +1

12 015 ₹

B6 1012

01:24

Chicago, O'Hare International Airport (ORD)

Sun, 27 sep

2h 45min

Direct

04:09

Boston, Logan (BOS)

Sun, 27 sep

13 244 ₹

WN 4860

17:50

Chicago, Chicago Midway International Airport (MDW)

Tue, 29 sep

2h 20min

Direct

20:10

Boston, Logan (BOS)

Tue, 29 sep

13 806 ₹

B6 1012

01:24

Chicago, O'Hare International Airport (ORD)

Thu, 1 oct

2h 45min

Direct

04:09

Boston, Logan (BOS)

Thu, 1 oct

12 699 ₹

F9 3044

20:50

Chicago, O'Hare International Airport (ORD)

Thu, 1 oct

18h 1min

1 stop

14:51

Boston, Logan (BOS)

Fri, 2 oct +1

14 343 ₹

B6 1012

01:24

Chicago, O'Hare International Airport (ORD)

Fri, 2 oct

2h 45min

Direct

04:09

Boston, Logan (BOS)

Fri, 2 oct

11 069 ₹

WN 4535

10:00

Chicago, Chicago Midway International Airport (MDW)

Sun, 4 oct

2h 25min

Direct

12:25

Boston, Logan (BOS)

Sun, 4 oct

12 599 ₹

UA 1365

00:50

Chicago, O'Hare International Airport (ORD)

Mon, 5 oct

2h 34min

Direct

03:24

Boston, Logan (BOS)

Mon, 5 oct

14 416 ₹

WN 2842

14:10

Chicago, Chicago Midway International Airport (MDW)

Wed, 7 oct

2h 20min

Direct

16:30

Boston, Logan (BOS)

Wed, 7 oct

14 748 ₹

AA 2950

11:00

Chicago, O'Hare International Airport (ORD)

Thu, 8 oct

2h 37min

Direct

13:37

Boston, Logan (BOS)

Thu, 8 oct

18 651 ₹

UA 1779

02:24

Chicago, O'Hare International Airport (ORD)

Fri, 9 oct

2h 30min

Direct

04:54

Boston, Logan (BOS)

Fri, 9 oct

21 997 ₹

AA 2682

01:00

Chicago, O'Hare International Airport (ORD)

Sat, 10 oct

2h 36min

Direct

03:36

Boston, Logan (BOS)

Sat, 10 oct

15 054 ₹

B6 906

11:10

Chicago, O'Hare International Airport (ORD)

Sat, 10 oct

7h 19min

1 stop

18:29

Boston, Logan (BOS)

Sat, 10 oct

15 165 ₹

AA 3107

00:03

Chicago, O'Hare International Airport (ORD)

Sun, 11 oct

2h 34min

Direct

02:37

Boston, Logan (BOS)

Sun, 11 oct

15 054 ₹

UA 1186

11:10

Chicago, O'Hare International Airport (ORD)

Sun, 11 oct

2h 23min

Direct

13:33

Boston, Logan (BOS)

Sun, 11 oct

17 908 ₹

AA 2511

12:00

Chicago, O'Hare International Airport (ORD)

Sun, 11 oct

2h 33min

Direct

14:33

Boston, Logan (BOS)

Sun, 11 oct

18 789 ₹

UA 1779

02:24

Chicago, O'Hare International Airport (ORD)

Tue, 13 oct

2h 30min

Direct

04:54

Boston, Logan (BOS)

Tue, 13 oct

35 711 ₹

WN 1687

03:05

Chicago, Chicago Midway International Airport (MDW)

Tue, 13 oct

11h 10min

1 stop

14:15

Boston, Logan (BOS)

Tue, 13 oct

13 484 ₹

B6 1012

01:04

Chicago, O'Hare International Airport (ORD)

Wed, 14 oct

2h 55min

Direct

03:59

Boston, Logan (BOS)

Wed, 14 oct

15 057 ₹

B6 112

14:38

Chicago, O'Hare International Airport (ORD)

Wed, 14 oct

2h 28min

Direct

17:06

Boston, Logan (BOS)

Wed, 14 oct

10 060 ₹

B6 1006

17:38

Chicago, O'Hare International Airport (ORD)

Wed, 14 oct

7h 11min

1 stop

00:49

Boston, Logan (BOS)

Thu, 15 oct +1

12 700 ₹

UA 2296

02:20

Chicago, O'Hare International Airport (ORD)

Tue, 27 oct

2h 26min

Direct

04:46

Boston, Logan (BOS)

Tue, 27 oct

13 625 ₹

UA 1186

11:00

Chicago, O'Hare International Airport (ORD)

Tue, 27 oct

2h 19min

Direct

13:19

Boston, Logan (BOS)

Tue, 27 oct

13 625 ₹

WN 4113

13:50

Chicago, Chicago Midway International Airport (MDW)

Sun, 1 nov

2h 20min

Direct

16:10

Boston, Logan (BOS)

Sun, 1 nov

11 508 ₹

UA 2296

03:20

Chicago, O'Hare International Airport (ORD)

Mon, 2 nov

2h 26min

Direct

05:46

Boston, Logan (BOS)

Mon, 2 nov

12 098 ₹

WN 2902

00:45

Chicago, Chicago Midway International Airport (MDW)

Tue, 24 nov

2h 15min

Direct

03:00

Boston, Logan (BOS)

Tue, 24 nov

11 082 ₹

UA 1117

15:13

Chicago, O'Hare International Airport (ORD)

Thu, 26 nov

2h 33min

Direct

17:46

Boston, Logan (BOS)

Thu, 26 nov

13 625 ₹

UA 2331

00:08

Chicago, O'Hare International Airport (ORD)

Sat, 28 nov

2h 33min

Direct

02:41

Boston, Logan (BOS)

Sat, 28 nov

13 625 ₹

Low price calendar

September 2026

Price chart (September 2026)

min: 9459 ₹ · max: 17051 ₹

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16284 ₹

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11628 ₹

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11449 ₹

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10249 ₹

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Cheap flights Chicago to Boston

Jetblue Airways

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

₹9 459

United Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

₹9 758

Southwest Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

₹9 866

Frontier Airlines

Wed, Thu, Fri, Sat

Price from

₹13 283

American Airlines

Mon, Wed, Thu, Sat, Sun

Price from

₹13 910

Popular destinations from Chicago

All →

CHI

Chicago — Orlando

United States → United States

ORL

from

₹2 046

CHI

Chicago — Orlando

United States → United States

MCO

from

₹2 046

CHI

Chicago — Atlanta

United States → United States

ATL

from

₹2 106

CHI

Chicago — Houston

United States → United States

HOU

from

₹2 135

CHI

Chicago — Houston

United States → United States

IAH

from

₹2 135

CHI

Chicago — New York

United States → United States

NYC

from

₹2 231

CHI

Chicago — Denver

United States → United States

DEN

from

₹2 297

CHI

Chicago — Fort Lauderdale

United States → United States

FLL

from

₹2 313

CHI

Chicago — Miami

United States → United States

MIA

from

₹2 365

Popular destinations to Boston

All →

ORL

Orlando — Boston

United States → United States

BOS

from

₹2 604

FLL

Fort Lauderdale — Boston

United States → United States

BOS

from

₹4 192

WAS

Washington — Boston

United States → United States

BOS

from

₹4 325

NYC

New York — Boston

United States → United States

BOS

from

₹5 771

MIA

Miami — Boston

United States → United States

BOS

from

₹6 516

ATL

Atlanta — Boston

United States → United States

BOS

from

₹7 101

BUF

Buffalo — Boston

United States → United States

BOS

from

₹7 331

LAX

Los Angeles — Boston

United States → United States

BOS

from

₹7 521

Cheap flights Chicago to Boston

Interesting facts about the route

Flight time

2h 33min

Distance

1 389 km

Average price

₹13 263

Most frequent flight

WN 4113

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

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3 GB

data

30

days

₹862

change

2 GB

data

15

days

₹1197

change

5 GB

data

30

days

₹1340

change

3 GB

data

30

days

₹1532

change

5 GB

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₹2154

Frequently Asked Questions

The average ticket price Chicago Boston is ₹13 263. The cheapest ticket costs ₹11 449, operated by Southwest Airlines, flight 3094, departing Chicago on 17 September at 10:45, arriving Boston on 17 September at 13:00.

The average flight time is 2 hours 41 minutes. The fastest flight takes 2 hours 15 minutes, flight 3094 operated by Southwest Airlines, departing Chicago on 14 September at 10:45, arriving Boston on 14 September at 13:00.

Flights on the Chicago - Boston route are operated by the following airlines: American Airlines, Jetblue Airways, Frontier Airlines, United Airlines, Southwest Airlines.

The distance from Chicago to Boston is 1389 km.