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

Start your journey with just one click

Airline

1/27

Boston

toChicago

BOS-ORD

December 6, 2024

December 9, 2024

Sold byUnited Airlines

From

157USD Price subject to changes

Viewed:16 minutes ago

Roundtrip

Economy

2/27

Boston

toChicago

BOS-ORD

December 13, 2024

December 16, 2024

Sold byUnited Airlines

From

157USD Price subject to changes

Viewed:16 minutes ago

Roundtrip

Economy

3/27

Boston

toChicago

BOS-ORD

December 5, 2024

December 9, 2024

Sold byUnited Airlines

From

157USD Price subject to changes

Viewed:16 minutes ago

Roundtrip

Economy

4/27

Boston

toChicago

BOS-ORD

December 13, 2024

December 17, 2024

Sold byUnited Airlines

From

157USD Price subject to changes

Viewed:16 minutes 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

rain and snow

21/11/2024

-0°C

21/11/2024

rain and snow

Friday

overcast clouds

22/11/2024

7°C

22/11/2024

overcast clouds

Saturday

overcast clouds

23/11/2024

7°C

23/11/2024

overcast clouds

Sunday

overcast clouds

24/11/2024

9°C

24/11/2024

overcast clouds

Monday

broken clouds

25/11/2024

11°C

25/11/2024

broken clouds

Tuesday

overcast clouds

26/11/2024

4°C

26/11/2024

overcast clouds

Wednesday

light rain

27/11/2024

5°C

27/11/2024

light 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 (22)

Sort by

Boston US
BOS06:00
2h 56m
No stops
Chicago US
ORD07:56
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 1414
  Boston. US
  BOS 06:00
  2h 56m
  869 Miles
  Chicago. US
  ORD 07:56
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Boston US
BOS09:30
2h 56m
No stops
Chicago US
ORD11:26
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 1684
  Boston. US
  BOS 09:30
  2h 56m
  869 Miles
  Chicago. US
  ORD 11:26
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Boston US
BOS10:45
2h 56m
No stops
Chicago US
ORD12:41
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 1631
  Boston. US
  BOS 10:45
  2h 56m
  869 Miles
  Chicago. US
  ORD 12:41
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS12:25
2h 56m
No stops
Chicago US
ORD14:21
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 12:25
  2h 56m
  869 Miles
  Chicago. US
  ORD 14:21
  Airbus A321neo
  Operated by United Airlines
Boston US
BOS16:34
2h 56m
No stops
Chicago US
ORD18:30
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 2040
  Boston. US
  BOS 16:34
  2h 56m
  869 Miles
  Chicago. US
  ORD 18:30
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS18:28
2h 56m
No stops
Chicago US
ORD20:24
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 1134
  Boston. US
  BOS 18:28
  2h 56m
  869 Miles
  Chicago. US
  ORD 20:24
  Airbus A321neo
  Operated by United Airlines
Boston US
BOS19:38
4h 42m
1 Stop
Chicago US
ORD23:20
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 19:38
  1h 47m
  414 Miles
  Washington. US
  IAD 21:25
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1738
  Washington. US
  IAD 22:16
  2h 4m
  590 Miles
  Chicago. US
  ORD 23:20
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS05:45
5h 4m
1 Stop
Chicago US
ORD09:49
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 1734
  Boston. US
  BOS 05:45
  1h 44m
  414 Miles
  Washington. US
  IAD 07:29
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 672
  Washington. US
  IAD 08:35
  2h 14m
  590 Miles
  Chicago. US
  ORD 09:49
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS18:55
5h 5m
1 Stop
Chicago US
ORD23:00
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 521
  Boston. US
  BOS 18:55
  1h 35m
  201 Miles
  New York. US
  EWR 20:30
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1308
  New York. US
  EWR 21:29
  2h 31m
  721 Miles
  Chicago. US
  ORD 23:00
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS11:32
5h 11m
1 Stop
Chicago US
ORD15:43
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 11:32
  1h 29m
  201 Miles
  New York. US
  EWR 13:01
  Boeing 757-200 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 645
  New York. US
  EWR 14:09
  2h 34m
  721 Miles
  Chicago. US
  ORD 15:43
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS08:45
5h 26m
1 Stop
Chicago US
ORD13:11
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 515
  Boston. US
  BOS 08:45
  1h 25m
  201 Miles
  New York. US
  EWR 10:10
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1657
  New York. US
  EWR 11:40
  2h 31m
  721 Miles
  Chicago. US
  ORD 13:11
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS07:30
5h 34m
1 Stop
Chicago US
ORD12:04
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 07:30
  1h 28m
  201 Miles
  New York. US
  EWR 08:58
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1525
  New York. US
  EWR 10:30
  2h 34m
  721 Miles
  Chicago. US
  ORD 12:04
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS14:00
5h 35m
1 Stop
Chicago US
ORD18:35
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 216
  Boston. US
  BOS 14:00
  1h 44m
  414 Miles
  Washington. US
  IAD 15:44
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2497
  Washington. US
  IAD 17:21
  2h 14m
  590 Miles
  Chicago. US
  ORD 18:35
  Airbus A320 Passenger
  Operated by United Airlines
Boston US
BOS09:38
5h 41m
1 Stop
Chicago US
ORD14:19
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 09:38
  1h 44m
  414 Miles
  Washington. US
  IAD 11:22
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 673
  Washington. US
  IAD 13:05
  2h 14m
  590 Miles
  Chicago. US
  ORD 14:19
  Boeing 737-800 Passenger
  Operated by United Airlines
Boston US
BOS06:00
5h 44m
1 Stop
Chicago US
ORD10:44
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 1833
  Boston. US
  BOS 06:00
  1h 29m
  201 Miles
  New York. US
  EWR 07:29
  Boeing 757-200 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2290
  New York. US
  EWR 09:00
  2h 44m
  721 Miles
  Chicago. US
  ORD 10:44
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS13:53
6h 1m
1 Stop
Chicago US
ORD18:54
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 2454
  Boston. US
  BOS 13:53
  1h 37m
  201 Miles
  New York. US
  EWR 15:30
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 661
  New York. US
  EWR 17:15
  2h 39m
  721 Miles
  Chicago. US
  ORD 18:54
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
Boston US
BOS16:14
6h 8m
1 Stop
Chicago US
ORD21:22
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 2220
  Boston. US
  BOS 16:14
  1h 33m
  201 Miles
  New York. US
  EWR 17:47
  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 19:43
  2h 39m
  721 Miles
  Chicago. US
  ORD 21:22
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS11:32
6h 22m
1 Stop
Chicago US
ORD16:54
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 592
  Boston. US
  BOS 11:32
  1h 29m
  201 Miles
  New York. US
  EWR 13:01
  Boeing 757-200 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1144
  New York. US
  EWR 15:15
  2h 39m
  721 Miles
  Chicago. US
  ORD 16:54
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS17:25
6h 35m
1 Stop
Chicago US
ORD23:00
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 1606
  Boston. US
  BOS 17:25
  1h 35m
  201 Miles
  New York. US
  EWR 19:00
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1308
  New York. US
  EWR 21:29
  2h 31m
  721 Miles
  Chicago. US
  ORD 23:00
  Boeing 757-200 Passenger
  Operated by United Airlines
Boston US
BOS07:30
6h 41m
1 Stop
Chicago US
ORD13:11
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 570
  Boston. US
  BOS 07:30
  1h 28m
  201 Miles
  New York. US
  EWR 08:58
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1657
  New York. US
  EWR 11:40
  2h 31m
  721 Miles
  Chicago. US
  ORD 13:11
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS08:45
6h 49m
1 Stop
Chicago US
ORD14:34
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 08:45
  1h 25m
  201 Miles
  New York. US
  EWR 10:10
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 351
  New York. US
  EWR 13:00
  2h 34m
  721 Miles
  Chicago. US
  ORD 14:34
  Boeing 737-900 Passenger
  Operated by United Airlines
Boston US
BOS13:53
7h 14m
1 Stop
Chicago US
ORD20:07
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 2454
  Boston. US
  BOS 13:53
  1h 37m
  201 Miles
  New York. US
  EWR 15:30
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1329
  New York. US
  EWR 18:25
  2h 42m
  721 Miles
  Chicago. US
  ORD 20:07
  Boeing 737-900 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