Find Cheap Flights from Boston Logan International to Chicago (BOS - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Boston Logan International to Chicago

(Round-trip)
Depart: Fri Jul 14 2017 Return: Mon Jul 17 2017 Trip spans 4 days
American Airlines
American Airlines
BOS
ORD
2h 57m
nonstop
ORD
BOS
2h 20m
nonstop
Depart: Tue Jul 18 2017 Return: Mon Jul 24 2017 Trip spans 7 days
Major Airline
Major Airline
BOS
ORD
2h 51m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Fri Sep 8 2017 Return: Sat Sep 16 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 49m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Wed Aug 30 2017 Return: Sat Sep 2 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 32m
nonstop
Depart: Mon Nov 6 2017 Return: Fri Nov 10 2017 Trip spans 5 days
Southwest
Southwest
BOS
MDW
4h 15m
1 stop
MDW
BOS
2h 15m
nonstop
Depart: Wed Aug 23 2017 Return: Wed Aug 30 2017 Trip spans 8 days
Delta
Delta
BOS
MDW
6h 25m
1 stop
MDW
BOS
4h 01m
1 stop
Depart: Thu Aug 24 2017 Return: Tue Aug 29 2017 Trip spans 6 days
American Airlines
American Airlines
BOS
ORD
2h 49m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Wed Sep 6 2017 Return: Tue Sep 12 2017 Trip spans 7 days
Major Airline
Major Airline
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 22m
nonstop
Depart: Sun Jul 16 2017 Return: Sat Jul 22 2017 Trip spans 7 days
United
United
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 22m
nonstop
Depart: Wed Oct 25 2017 Return: Sat Oct 28 2017 Trip spans 4 days
Major Airline
Major Airline
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Sat Dec 16 2017 Return: Sun Jan 14 2018 Trip spans 30 days
American Airlines
American Airlines
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Fri Sep 15 2017 Return: Sun Sep 17 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 45m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Wed Aug 30 2017 Return: Fri Sep 8 2017 Trip spans 10 days
Major Airline
Major Airline
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Fri Dec 1 2017 Return: Sun Dec 3 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
ORD
2h 52m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 32m
nonstop
Depart: Thu Oct 5 2017 Return: Sun Oct 8 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Wed Oct 11 2017 Return: Tue Oct 17 2017 Trip spans 7 days
Delta
Delta
BOS
MDW
4h 33m
1 stop
MDW
BOS
3h 54m
1 stop
Depart: Fri Nov 3 2017 Return: Sun Nov 5 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Tue Dec 26 2017 Return: Fri Dec 29 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Tue Oct 31 2017 Return: Wed Nov 8 2017 Trip spans 9 days
Delta
Delta
BOS
MDW
4h 24m
1 stop
MDW
BOS
3h 54m
1 stop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1562 5:00 am 6:42 am Jun 29 - Aug 5
2264 6:00 am 7:55 am Jun 29 - Jul 7
2264 6:00 am 7:55 am Jul 9 - Aug 21
1404 7:00 am 9:00 am Jun 29 - Aug 3
1404 7:00 am 9:00 am Jul 1 - Jul 30
1404 7:00 am 8:55 am Aug 4 - Aug 21
1404 7:00 am 8:55 am Aug 5 - Aug 20
2459 9:00 am 10:55 am Jun 29 - Aug 3
2459 9:00 am 10:55 am Jul 1 - Jul 29
2459 9:00 am 10:55 am Jul 2 - Jul 30
2459 9:00 am 10:50 am Aug 4 - Aug 25
2459 9:00 am 10:50 am Aug 5 - Aug 19
2253 10:35 am 12:28 pm Aug 5 - Aug 19
2253 10:35 am 12:33 pm Jun 29 - Aug 3
2253 10:35 am 12:33 pm Jul 1 - Jul 29
2253 10:35 am 12:28 pm Aug 4 - Aug 21
1240 11:40 am 1:39 pm Jul 2 - Jul 30
1240 12:00 pm 1:59 pm Jun 29 - Aug 3
1240 12:00 pm 1:54 pm Aug 4 - Aug 21
252 2:05 pm 3:57 pm Jun 29 - Jul 9
252 2:05 pm 3:57 pm Jun 30 - Jul 7
252 2:05 pm 3:57 pm Jul 1 - Aug 19
252 2:05 pm 3:57 pm Jul 4 - Aug 15
252 2:05 pm 3:57 pm Jul 10 - Aug 21
252 2:05 pm 3:57 pm Jul 13 - Aug 20
197 3:49 pm 5:46 pm Jun 29 - Aug 21
197 3:49 pm 5:46 pm Jun 30 - Aug 18
197 3:49 pm 5:46 pm Jul 4 - Aug 15
1530 5:27 pm 7:35 pm Jun 30 - Jul 28
1530 5:27 pm 7:35 pm Jun 29 - Aug 3
1530 5:27 pm 7:35 pm Jul 2 - Jul 30
1530 5:30 pm 7:35 pm Aug 4 - Aug 18
2626 5:35 pm 7:40 pm Aug 5 - Aug 19
2626 5:35 pm 7:43 pm Jul 1 - Jul 29
1319 7:11 pm 9:11 pm Jul 5 - Aug 2
1319 7:11 pm 9:11 pm Jul 6 - Aug 3
1319 7:11 pm 9:08 pm Aug 4 - Aug 20
1628 9:00 pm 10:57 pm Jun 29 - Jul 6
1628 9:00 pm 10:57 pm Jul 5 - Aug 2
1628 9:00 pm 10:57 pm Jul 7 - Aug 3
1628 9:00 pm 10:54 pm Aug 4 - Aug 18
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Boston
$113
Destination

Chicago
only $113
only $178
Airlines Airline reviews

310 travelers who booked a flight from Boston to Chicago rated their chosen airlines with an average of 6.2.

Overall
6.5
Boarding
6.6
Crew
7.2
Comfort
5.9
Food
5.0
Entertainment
5.1