Flights from Boston (BOS) to Chicago (CHI) with Star Alliance

Start your journey with just one click

Airline

1/30

Boston

toChicago

BOS-ORD

June 11, 2024

June 14, 2024

Sold byUnited Airlines

From

163USD Price subject to changes

Viewed:2 hours ago

Roundtrip

Economy

2/30

Boston

toChicago

BOS-ORD

June 13, 2024

June 14, 2024

Sold byUnited Airlines

From

189USD Price subject to changes

Viewed:17 minutes ago

Roundtrip

Economy

3/30

Boston

toChicago

BOS-ORD

September 26, 2024

September 30, 2024

Sold byUnited Airlines

From

189USD Price subject to changes

Viewed:an hour ago

Roundtrip

Economy

4/30

Boston

toChicago

BOS-ORD

May 16, 2024

May 17, 2024

Sold byUnited Airlines

From

189USD Price subject to changes

Viewed:an hour ago

Roundtrip

Economy

*Prices have been offered for round trips within the last 48 hours and might not be currently available. Not all Star Alliance Member Airlines or all fares/options are shown. Additional baggage fees, payment fees and fees for other optional services may apply. When booking, please check for restrictions on refunds, rebooking and baggage allowance that may apply. Prices may vary depending on the route and flights selected. Routings may include stopovers. Terms and conditions apply.

Weather in Chicago

Thursday

light rain

02/05/2024

21°C

02/05/2024

light rain

Friday

light rain

03/05/2024

18°C

03/05/2024

light rain

Saturday

moderate rain

04/05/2024

22°C

04/05/2024

moderate rain

Sunday

light rain

05/05/2024

15°C

05/05/2024

light rain

Monday

light rain

06/05/2024

13°C

06/05/2024

light rain

Tuesday

light rain

07/05/2024

27°C

07/05/2024

light rain

Wednesday

moderate rain

08/05/2024

26°C

08/05/2024

moderate rain

Flight schedules from Boston to Chicago with Star Alliance member carriers

Please note that the flight schedules of our member carriers are subject to change on short notice. We recommend using our member airlines information page. for the latest flight updates, details on booking flexibility, as well as specific Frequent Flyer Program information.

Outbound (25)

Sort by

Boston US
BOS06:01
2h 53m
No stops
Chicago US
ORD07:54
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 567
  Boston. US
  BOS 06:01
  2h 53m
  869 Miles
  Chicago. US
  ORD 07:54
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS08:00
2h 52m
No stops
Chicago US
ORD09:52
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1944
  Boston. US
  BOS 08:00
  2h 52m
  869 Miles
  Chicago. US
  ORD 09:52
  Boeing 737-700 Passenger
  Operated by United Airlines
Boston US
BOS09:40
2h 48m
No stops
Chicago US
ORD11:28
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1306
  Boston. US
  BOS 09:40
  2h 48m
  869 Miles
  Chicago. US
  ORD 11:28
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS12:42
2h 54m
No stops
Chicago US
ORD14:36
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1732
  Boston. US
  BOS 12:42
  2h 54m
  869 Miles
  Chicago. US
  ORD 14:36
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS15:15
2h 53m
No stops
Chicago US
ORD17:08
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 289
  Boston. US
  BOS 15:15
  2h 53m
  869 Miles
  Chicago. US
  ORD 17:08
  Airbus A320 Passenger
  Operated by United Airlines
Boston US
BOS17:02
2h 53m
No stops
Chicago US
ORD18:55
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1298
  Boston. US
  BOS 17:02
  2h 53m
  869 Miles
  Chicago. US
  ORD 18:55
  Airbus A319 Passenger
  Operated by United Airlines
Boston US
BOS18:31
2h 54m
No stops
Chicago US
ORD20:25
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2609
  Boston. US
  BOS 18:31
  2h 54m
  869 Miles
  Chicago. US
  ORD 20:25
  Airbus A320 Passenger
  Operated by United Airlines
Boston US
BOS15:15
4h 48m
1 Stop
Chicago US
ORD19:03
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1977
  Boston. US
  BOS 15:15
  1h 25m
  201 Miles
  New York. US
  EWR 16:40
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1144
  New York. US
  EWR 17:25
  2h 38m
  721 Miles
  Chicago. US
  ORD 19:03
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS08:50
4h 49m
1 Stop
Chicago US
ORD12:39
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 515
  Boston. US
  BOS 08:50
  1h 22m
  201 Miles
  New York. US
  EWR 10:12
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 1027
  New York. US
  EWR 10:59
  2h 40m
  721 Miles
  Chicago. US
  ORD 12:39
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS05:45
4h 54m
1 Stop
Chicago US
ORD09:39
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 288
  Boston. US
  BOS 05:45
  1h 42m
  414 Miles
  Washington. US
  IAD 07:27
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2440
  Washington. US
  IAD 08:30
  2h 9m
  590 Miles
  Chicago. US
  ORD 09:39
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS19:19
5h 11m
1 Stop
Chicago US
ORD23:30
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2136
  Boston. US
  BOS 19:19
  1h 42m
  414 Miles
  Washington. US
  IAD 21:01
  Boeing 737-700 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2667
  Washington. US
  IAD 22:23
  2h 7m
  590 Miles
  Chicago. US
  ORD 23:30
  Boeing 737-700 Passenger
  Operated by United Airlines
Boston US
BOS16:10
5h 13m
1 Stop
Chicago US
ORD20:23
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 716
  Boston. US
  BOS 16:10
  1h 23m
  201 Miles
  New York. US
  EWR 17:33
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 254
  New York. US
  EWR 18:43
  2h 40m
  721 Miles
  Chicago. US
  ORD 20:23
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS14:25
5h 24m
1 Stop
Chicago US
ORD18:49
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1470
  Boston. US
  BOS 14:25
  1h 42m
  414 Miles
  Washington. US
  IAD 16:07
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2497
  Washington. US
  IAD 17:35
  2h 14m
  590 Miles
  Chicago. US
  ORD 18:49
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS09:25
5h 32m
1 Stop
Chicago US
ORD13:57
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2098
  Boston. US
  BOS 09:25
  1h 42m
  414 Miles
  Washington. US
  IAD 11:07
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1609
  Washington. US
  IAD 12:46
  2h 11m
  590 Miles
  Chicago. US
  ORD 13:57
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Boston US
BOS10:07
5h 38m
1 Stop
Chicago US
ORD14:45
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 592
  Boston. US
  BOS 10:07
  1h 23m
  201 Miles
  New York. US
  EWR 11:30
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 323
  New York. US
  EWR 13:10
  2h 35m
  721 Miles
  Chicago. US
  ORD 14:45
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS08:00
5h 39m
1 Stop
Chicago US
ORD12:39
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 284
  Boston. US
  BOS 08:00
  1h 21m
  201 Miles
  New York. US
  EWR 09:21
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1027
  New York. US
  EWR 10:59
  2h 40m
  721 Miles
  Chicago. US
  ORD 12:39
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS07:00
5h 40m
1 Stop
Chicago US
ORD11:40
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 570
  Boston. US
  BOS 07:00
  1h 22m
  201 Miles
  New York. US
  EWR 08:22
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1237
  New York. US
  EWR 10:00
  2h 40m
  721 Miles
  Chicago. US
  ORD 11:40
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Boston US
BOS06:00
5h 40m
1 Stop
Chicago US
ORD10:40
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 601
  Boston. US
  BOS 06:00
  1h 24m
  201 Miles
  New York. US
  EWR 07:24
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 2290
  New York. US
  EWR 09:00
  2h 40m
  721 Miles
  Chicago. US
  ORD 10:40
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS11:55
6h 0m
1 Stop
Chicago US
ORD16:55
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 283
  Boston. US
  BOS 11:55
  1h 24m
  201 Miles
  New York. US
  EWR 13:19
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1504
  New York. US
  EWR 15:20
  2h 35m
  721 Miles
  Chicago. US
  ORD 16:55
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS15:15
6h 8m
1 Stop
Chicago US
ORD20:23
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1977
  Boston. US
  BOS 15:15
  1h 25m
  201 Miles
  New York. US
  EWR 16:40
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 254
  New York. US
  EWR 18:43
  2h 40m
  721 Miles
  Chicago. US
  ORD 20:23
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS16:10
6h 35m
1 Stop
Chicago US
ORD21:45
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 716
  Boston. US
  BOS 16:10
  1h 23m
  201 Miles
  New York. US
  EWR 17:33
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 546
  New York. US
  EWR 20:10
  2h 35m
  721 Miles
  Chicago. US
  ORD 21:45
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS07:00
6h 39m
1 Stop
Chicago US
ORD12:39
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 570
  Boston. US
  BOS 07:00
  1h 22m
  201 Miles
  New York. US
  EWR 08:22
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1027
  New York. US
  EWR 10:59
  2h 40m
  721 Miles
  Chicago. US
  ORD 12:39
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS06:00
6h 40m
1 Stop
Chicago US
ORD11:40
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 601
  Boston. US
  BOS 06:00
  1h 24m
  201 Miles
  New York. US
  EWR 07:24
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 1237
  New York. US
  EWR 10:00
  2h 40m
  721 Miles
  Chicago. US
  ORD 11:40
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Boston US
BOS08:50
6h 55m
1 Stop
Chicago US
ORD14:45
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 515
  Boston. US
  BOS 08:50
  1h 22m
  201 Miles
  New York. US
  EWR 10:12
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 323
  New York. US
  EWR 13:10
  2h 35m
  721 Miles
  Chicago. US
  ORD 14:45
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS10:07
7h 4m
1 Stop
Chicago US
ORD16:11
Boston - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 592
  Boston. US
  BOS 10:07
  1h 23m
  201 Miles
  New York. US
  EWR 11:30
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 2485
  New York. US
  LGA 14:30
  2h 41m
  735 Miles
  Chicago. US
  ORD 16:11
  Airbus A319 Passenger
  Operated by United Airlines

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Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago

Boston - Chicago