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Flight times from Boston to Chicago & schedule

The average flight time from Boston to Chicago is About 3 hours 5 minutes, covering a distance of About 1,371.27 km.

Flight duration

About 3 hours 5 minutes

Flight distance

About 1,371.27 km

Earliest flight

05:15 → 06:55

Latest flight

21:35 → 23:15

How long is the flight from Boston to Chicago?

The flights usually depart from Logan International Airport and arrive at O'Hare International Airport.

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Earliest first
Latest first
Jetblue Airways B6917
BOS 05:10
JFK 06:25
With stops 1.3h
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Jetblue Airways B6905
JFK 10:30
ORD 12:10
2.7h
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Southwest Airlines WN2650
BOS 05:15
MDW 06:45
Nonstop 2.5h
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American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
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Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
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United Airlines UA1414
BOS 06:00
ORD 08:04
Nonstop 3.1h
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Spirit Airlines NK2448
BOS 06:05
FLL 09:33
With stops 3.5h
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Spirit Airlines NK2125
FLL 15:14
ORD 17:39
3.4h
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Spirit Airlines NK2151
BOS 06:20
DTW 08:23
With stops 2.0h
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Delta Air Lines DL3869
DTW 18:15
MDW 18:31
1.3h
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Southwest Airlines WN1103
BOS 06:50
BNA 08:30
With stops 2.7h
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Southwest Airlines WN1204
BNA 12:20
ORD 14:15
1.9h
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American Airlines AA1509
BOS 06:57
ORD 08:55
Nonstop 3.0h
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Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
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Jetblue Airways B6311
BOS 07:10
ORD 09:04
Nonstop 2.9h
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Frontier Airlines F93057
BOS 08:47
RDU 10:57
With stops 2.2h
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Frontier Airlines F93351
RDU 15:13
ORD 16:38
2.4h
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Southwest Airlines WN1434
BOS 08:50
MDW 10:25
Nonstop 2.6h
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Southwest Airlines WN1072
BOS 09:05
BWI 10:40
With stops 1.6h
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Southwest Airlines WN1854
BWI 11:30
ORD 12:45
2.3h
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Southwest Airlines WN1412
BOS 09:15
BWI 10:55
With stops 1.7h
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Southwest Airlines WN1854
BWI 11:30
ORD 12:45
2.3h
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Southwest Airlines WN1269
BOS 09:25
MDW 11:05
Nonstop 2.7h
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Frontier Airlines F92167
BOS 09:37
PHL 11:19
With stops 1.7h
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Frontier Airlines F91617
PHL 21:48
MDW 23:03
2.3h
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United Airlines UA365
BOS 09:43
ORD 11:33
Nonstop 2.8h
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Frontier Airlines F93511
BOS 10:08
ATL 13:06
With stops 3.0h
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Frontier Airlines F92291
ATL 16:00
MDW 16:57
1.9h
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Frontier Airlines F93511
BOS 10:08
ATL 13:06
With stops 3.0h
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Frontier Airlines F91595
ATL 16:32
ORD 17:47
2.3h
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Jetblue Airways B6617
BOS 23:25
JFK 00:42
With stops 1.3h
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Jetblue Airways B6405
JFK 12:25
ORD 14:20
2.9h
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Southwest Airlines WN1440
BOS 20:20
MDW 21:55
Nonstop 2.6h
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United Airlines UA2229
BOS 20:20
ORD 22:14
Nonstop 2.9h
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Delta Air Lines DL2676
BOS 19:55
ORD 21:56
Nonstop 3.0h
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American Airlines AA2837
BOS 19:25
ORD 21:23
Nonstop 3.0h
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United Airlines UA1015
BOS 18:33
ORD 20:25
Nonstop 2.9h
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United Airlines UA521
BOS 18:30
EWR 20:00
With stops 1.5h
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United Airlines UA1308
EWR 21:44
ORD 23:25
2.7h
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Southwest Airlines WN1658
BOS 17:30
DEN 20:05
With stops 4.6h
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Southwest Airlines WN661
DEN 13:15
ORD 16:45
2.5h
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Jetblue Airways B6811
BOS 16:15
ORD 18:29
Nonstop 3.2h
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Delta Air Lines DL2646
BOS 16:10
ORD 18:07
Nonstop 3.0h
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Delta Air Lines DL2679
BOS 12:55
ORD 14:49
Nonstop 2.9h
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Frontier Airlines F93347
BOS 12:53
MCO 16:14
With stops 3.4h
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Frontier Airlines F93043
MCO 16:18
ORD 18:41
3.4h
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Frontier Airlines F91215
BOS 12:09
TPA 15:30
With stops 3.4h
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Frontier Airlines F93899
TPA 10:52
MDW 12:41
2.8h
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American Airlines AA3048
BOS 11:14
ORD 13:09
Nonstop 2.9h
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Southwest Airlines WN1249
BOS 10:50
BNA 12:35
With stops 2.8h
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Southwest Airlines WN1204
BNA 12:20
ORD 14:15
1.9h
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Spirit Airlines NK426
BOS 10:34
MCO 13:47
With stops 3.2h
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Spirit Airlines NK2343
MCO 20:23
ORD 22:22
3.0h
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Frontier Airlines F93511
BOS 10:08
ATL 13:06
With stops 3.0h
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Frontier Airlines F92291
ATL 16:00
MDW 16:57
1.9h
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Frontier Airlines F93511
BOS 10:08
ATL 13:06
With stops 3.0h
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Frontier Airlines F91595
ATL 16:32
ORD 17:47
2.3h
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United Airlines UA365
BOS 09:43
ORD 11:33
Nonstop 2.8h
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Frontier Airlines F92167
BOS 09:37
PHL 11:19
With stops 1.7h
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Frontier Airlines F91617
PHL 21:48
MDW 23:03
2.3h
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Southwest Airlines WN2650
BOS 05:15
MDW 06:45
Nonstop 2.5h
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American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
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Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
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United Airlines UA1414
BOS 06:00
ORD 08:04
Nonstop 3.1h
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American Airlines AA1509
BOS 06:57
ORD 08:55
Nonstop 3.0h
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Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
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Jetblue Airways B6311
BOS 07:10
ORD 09:04
Nonstop 2.9h
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Southwest Airlines WN1434
BOS 08:50
MDW 10:25
Nonstop 2.6h
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Southwest Airlines WN1269
BOS 09:25
MDW 11:05
Nonstop 2.7h
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United Airlines UA365
BOS 09:43
ORD 11:33
Nonstop 2.8h
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American Airlines AA3048
BOS 11:14
ORD 13:09
Nonstop 2.9h
See prices and details in the app >>
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Delta Air Lines DL2679
BOS 12:55
ORD 14:49
Nonstop 2.9h
See prices and details in the app >>
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Delta Air Lines DL2646
BOS 16:10
ORD 18:07
Nonstop 3.0h
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Jetblue Airways B6811
BOS 16:15
ORD 18:29
Nonstop 3.2h
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United Airlines UA1015
BOS 18:33
ORD 20:25
Nonstop 2.9h
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American Airlines AA2837
BOS 19:25
ORD 21:23
Nonstop 3.0h
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Delta Air Lines DL2676
BOS 19:55
ORD 21:56
Nonstop 3.0h
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Southwest Airlines WN1440
BOS 20:20
MDW 21:55
Nonstop 2.6h
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United Airlines UA2229
BOS 20:20
ORD 22:14
Nonstop 2.9h
See prices and details in the app >>
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Southwest Airlines WN1440
BOS 20:20
MDW 21:55
Nonstop 2.6h
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United Airlines UA2229
BOS 20:20
ORD 22:14
Nonstop 2.9h
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Delta Air Lines DL2676
BOS 19:55
ORD 21:56
Nonstop 3.0h
See prices and details in the app >>
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American Airlines AA2837
BOS 19:25
ORD 21:23
Nonstop 3.0h
See prices and details in the app >>
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United Airlines UA1015
BOS 18:33
ORD 20:25
Nonstop 2.9h
See prices and details in the app >>
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Jetblue Airways B6811
BOS 16:15
ORD 18:29
Nonstop 3.2h
See prices and details in the app >>
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Delta Air Lines DL2646
BOS 16:10
ORD 18:07
Nonstop 3.0h
See prices and details in the app >>
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Delta Air Lines DL2679
BOS 12:55
ORD 14:49
Nonstop 2.9h
See prices and details in the app >>
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American Airlines AA3048
BOS 11:14
ORD 13:09
Nonstop 2.9h
See prices and details in the app >>
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United Airlines UA365
BOS 09:43
ORD 11:33
Nonstop 2.8h
See prices and details in the app >>
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Southwest Airlines WN1269
BOS 09:25
MDW 11:05
Nonstop 2.7h
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Southwest Airlines WN1434
BOS 08:50
MDW 10:25
Nonstop 2.6h
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Jetblue Airways B6311
BOS 07:10
ORD 09:04
Nonstop 2.9h
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Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
See prices and details in the app >>
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American Airlines AA1509
BOS 06:57
ORD 08:55
Nonstop 3.0h
See prices and details in the app >>
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Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
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United Airlines UA1414
BOS 06:00
ORD 08:04
Nonstop 3.1h
See prices and details in the app >>
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American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
See prices and details in the app >>
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Southwest Airlines WN2650
BOS 05:15
MDW 06:45
Nonstop 2.5h
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Top airlines for flights from Boston to Chicago

Multiple airlines provide flights from Boston to Chicago. The best rated one is Jetblue Airways with an average rating of 10.0.

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Jetblue Airways
Jetblue Airways
User rating: 10.0
Southwest Airlines
Southwest Airlines
User rating: 10.0

FAQs about flight schedules from Boston to Chicago

  • When are flight tickets from Boston (BOS) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Boston to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes around 3 hours to fly from Boston (BOS) to Chicago (CHI).

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