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 1,371.27km.

Flight duration

About 3 hours 5 minutes

Flight distance

About 1,371.27km

How long is the flight from Boston to Chicago?

The flights usually depart from Logan International Airport and arrive at Midway International Airport.

See more
Earliest first
Latest first
Southwest Airlines WN1148
BOS 05:00
BNA 06:40
With stops 2.7h
S
M
T
W
T
F
S
Southwest Airlines WN4010
BNA 07:20
MDW 08:55
1.6h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1409
BOS 05:15
BWI 06:45
With stops 1.5h
S
M
T
W
T
F
S
Southwest Airlines WN1838
BWI 11:55
ORD 13:05
2.2h
S
M
T
W
T
F
S
Check prices
American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1431
BOS 05:30
MDW 07:05
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL1019
BOS 05:30
DTW 07:44
With stops 2.2h
S
M
T
W
T
F
S
Delta Air Lines DL3858
DTW 08:25
MDW 08:50
1.4h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL1019
BOS 05:30
DTW 07:44
With stops 2.2h
S
M
T
W
T
F
S
Delta Air Lines DL1654
DTW 09:00
ORD 09:35
1.6h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2303
BOS 05:40
MSP 08:12
With stops 3.5h
S
M
T
W
T
F
S
Delta Air Lines DL3795
MSP 07:00
MDW 08:54
1.9h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
Spirit Airlines NK1449
BOS 06:15
MCO 09:39
With stops 3.4h
S
M
T
W
T
F
S
Spirit Airlines NK1369
MCO 13:23
ORD 15:31
3.1h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1764
BOS 06:45
AUS 10:00
With stops 4.3h
S
M
T
W
T
F
S
Southwest Airlines WN2134
AUS 13:40
ORD 16:25
2.8h
S
M
T
W
T
F
S
Check prices
Jetblue Airways B6311
BOS 06:50
ORD 08:45
Nonstop 2.9h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1433
BOS 07:00
MDW 08:40
Nonstop 2.7h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL923
BOS 07:00
ATL 10:13
With stops 3.2h
S
M
T
W
T
F
S
Delta Air Lines DL2417
ATL 11:00
MDW 11:56
1.9h
S
M
T
W
T
F
S
Check prices
American Airlines AA1509
BOS 07:01
ORD 09:05
Nonstop 3.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA1239
BOS 08:00
ORD 10:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN2174
BOS 08:00
BWI 09:35
With stops 1.6h
S
M
T
W
T
F
S
Southwest Airlines WN1838
BWI 11:55
ORD 13:05
2.2h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1529
BOS 08:30
AUS 11:45
With stops 4.3h
S
M
T
W
T
F
S
Southwest Airlines WN2134
AUS 13:40
ORD 16:25
2.8h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F93347
BOS 09:40
MCO 12:58
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F93043
MCO 08:00
ORD 10:14
3.2h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1326
BOS 10:45
BWI 12:15
With stops 1.5h
S
M
T
W
T
F
S
Southwest Airlines WN1838
BWI 11:55
ORD 13:05
2.2h
S
M
T
W
T
F
S
Check prices
See all
Spirit Airlines NK1231
BOS 20:39
FLL 00:15
With stops 3.6h
S
M
T
W
T
F
S
Spirit Airlines NK1986
FLL 06:40
ORD 08:55
3.3h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2676
BOS 20:05
ORD 22:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1898
BOS 19:55
BNA 21:50
With stops 2.9h
S
M
T
W
T
F
S
Southwest Airlines WN2580
BNA 22:40
MDW 00:15
1.6h
S
M
T
W
T
F
S
Check prices
American Airlines AA2837
BOS 19:26
ORD 21:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN784
BOS 17:50
MDW 19:40
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA3233
BOS 17:36
ORD 19:33
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN814
BOS 14:15
DEN 16:50
With stops 4.6h
S
M
T
W
T
F
S
Southwest Airlines WN3343
DEN 10:35
ORD 14:05
2.5h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1441
BOS 13:45
STL 15:40
With stops 2.9h
S
M
T
W
T
F
S
Southwest Airlines WN3900
STL 11:45
MDW 12:50
1.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2222
BOS 12:55
DTW 15:17
With stops 2.4h
S
M
T
W
T
F
S
Delta Air Lines DL3869
DTW 18:15
MDW 18:34
1.3h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1408
BOS 12:20
BNA 14:00
With stops 2.7h
S
M
T
W
T
F
S
Southwest Airlines WN480
BNA 10:55
ORD 12:45
1.8h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2679
BOS 11:55
ORD 13:43
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1326
BOS 10:45
BWI 12:15
With stops 1.5h
S
M
T
W
T
F
S
Southwest Airlines WN1838
BWI 11:55
ORD 13:05
2.2h
S
M
T
W
T
F
S
Check prices
Frontier Airlines F93347
BOS 09:40
MCO 12:58
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F93043
MCO 08:00
ORD 10:14
3.2h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1529
BOS 08:30
AUS 11:45
With stops 4.3h
S
M
T
W
T
F
S
Southwest Airlines WN2134
AUS 13:40
ORD 16:25
2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA1239
BOS 08:00
ORD 10:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN2174
BOS 08:00
BWI 09:35
With stops 1.6h
S
M
T
W
T
F
S
Southwest Airlines WN1838
BWI 11:55
ORD 13:05
2.2h
S
M
T
W
T
F
S
Check prices
American Airlines AA1509
BOS 07:01
ORD 09:05
Nonstop 3.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1433
BOS 07:00
MDW 08:40
Nonstop 2.7h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL923
BOS 07:00
ATL 10:13
With stops 3.2h
S
M
T
W
T
F
S
Delta Air Lines DL2417
ATL 11:00
MDW 11:56
1.9h
S
M
T
W
T
F
S
Check prices
See all
American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1431
BOS 05:30
MDW 07:05
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
Jetblue Airways B6311
BOS 06:50
ORD 08:45
Nonstop 2.9h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1433
BOS 07:00
MDW 08:40
Nonstop 2.7h
S
M
T
W
T
F
S
Check prices
American Airlines AA1509
BOS 07:01
ORD 09:05
Nonstop 3.1h
S
M
T
W
T
F
S
Check prices
American Airlines AA1239
BOS 08:00
ORD 10:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2679
BOS 11:55
ORD 13:43
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA3233
BOS 17:36
ORD 19:33
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN784
BOS 17:50
MDW 19:40
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA2837
BOS 19:26
ORD 21:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2676
BOS 20:05
ORD 22:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
See all
Delta Air Lines DL2676
BOS 20:05
ORD 22:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
American Airlines AA2837
BOS 19:26
ORD 21:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN784
BOS 17:50
MDW 19:40
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA3233
BOS 17:36
ORD 19:33
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2679
BOS 11:55
ORD 13:43
Nonstop 2.8h
S
M
T
W
T
F
S
Check prices
American Airlines AA1239
BOS 08:00
ORD 10:03
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
American Airlines AA1509
BOS 07:01
ORD 09:05
Nonstop 3.1h
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL2570
BOS 07:00
ORD 08:58
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1433
BOS 07:00
MDW 08:40
Nonstop 2.7h
S
M
T
W
T
F
S
Check prices
Jetblue Airways B6311
BOS 06:50
ORD 08:45
Nonstop 2.9h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1435
BOS 06:00
MDW 07:35
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
Southwest Airlines WN1431
BOS 05:30
MDW 07:05
Nonstop 2.6h
S
M
T
W
T
F
S
Check prices
American Airlines AA3324
BOS 05:27
ORD 07:25
Nonstop 3.0h
S
M
T
W
T
F
S
Check prices
See all

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.

See more
Jetblue Airways
Jetblue Airways
User rating: 10.0
American Airlines
American Airlines
User rating: 9.0
Southwest Airlines
Southwest Airlines
User rating: 9.0

FAQs about flight schedules from Boston to Chicago