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Find Flight Deals from Boston Logan International to Chicago (BOS - CHI)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Boston Logan International to Chicago

(Round-trip)
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Tue Jun 9 2015 Return: Wed Jun 17 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Wed Jun 10 2015 Return: Tue Jun 16 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Sat May 9 2015 Return: Wed May 20 2015 Trip spans 12 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Mon May 11 2015 Return: Wed May 20 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Tue May 12 2015 Return: Wed May 20 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Wed May 13 2015 Return: Wed May 20 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Wed May 20 2015 Return: Wed Jun 3 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Wed Jun 3 2015 Return: Sat Jun 6 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:08p
2h 29m
nonstop
Depart: Wed Sep 23 2015 Return: Mon Sep 28 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Thu Oct 8 2015 Return: Mon Oct 12 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Sat Oct 10 2015 Return: Tue Oct 13 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Tue Oct 20 2015 Return: Thu Oct 22 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Tue May 19 2015 Return: Wed May 27 2015 Trip spans 9 days
American Airlines
American Airlines
BOS
2:00a
ORD
4:56a
2h 56m
nonstop
ORD
12:50p
BOS
3:20p
2h 30m
nonstop
Depart: Tue Jun 16 2015 Return: Wed Jun 17 2015 Trip spans 2 days
United
United
BOS
4:46p
ORD
7:28p
2h 42m
nonstop
ORD
4:50p
BOS
7:15p
2h 25m
nonstop
Depart: Wed Jun 17 2015 Return: Tue Jun 23 2015 Trip spans 7 days
US Airways
US Airways
BOS
2:15a
ORD
5:03a
2h 48m
nonstop
ORD
6:05a
BOS
8:25a
2h 20m
nonstop
Depart: Wed Sep 9 2015 Return: Tue Sep 29 2015 Trip spans 21 days
JetBlue Airways
JetBlue Airways
BOS
10:20a
ORD
1:02p
2h 42m
nonstop
ORD
3:30p
BOS
5:47p
2h 17m
nonstop
Depart: Fri Jul 10 2015 Return: Sat Jul 11 2015 Trip spans 2 days
Delta
Delta
BOS
1:09p
ORD
5:24p
4h 15m
1 stop
ORD
12:35p
BOS
6:39p
6h 04m
1 stop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1500 5:00 am 6:50 am May 26 - Jun 3
1500 5:00 am 6:50 am May 7 - May 23
1678 5:00 am 6:50 am Apr 9 - May 6
1488 6:00 am 7:56 am May 7 - Jun 3
289 7:40 am 9:37 am Apr 9 - May 6
289 7:43 am 9:40 am May 7 - Jun 3
160 9:05 am 10:56 am Apr 9 - Jun 3
1240 11:09 am 12:59 pm May 27 - Jun 3
1240 11:09 am 12:59 pm May 25 - May 25
1240 11:09 am 12:59 pm May 26 - Jun 2
1240 11:09 am 12:59 pm Apr 13 - May 20
1240 11:09 am 12:59 pm Apr 9 - May 23
1240 11:09 am 12:59 pm May 24 - May 24
1299 12:48 pm 2:30 pm Apr 9 - Jun 3
1299 12:48 pm 2:30 pm May 9 - May 30
187 2:17 pm 4:08 pm May 3 - Jun 3
1404 3:45 pm 5:42 pm May 7 - May 28
1404 3:45 pm 5:42 pm May 8 - Jun 1
1404 3:45 pm 5:42 pm Jun 2 - Jun 2
1404 3:45 pm 5:42 pm Jun 3 - Jun 3
1415 3:45 pm 5:42 pm May 3 - May 6
1119 5:55 pm 7:55 pm Apr 9 - May 6
1678 5:55 pm 7:55 pm May 9 - May 23
1678 5:55 pm 7:55 pm May 7 - May 22
1678 5:55 pm 7:55 pm May 24 - May 30
1678 5:55 pm 7:55 pm May 25 - Jun 3
40 7:20 pm 9:10 pm Apr 9 - May 8
40 7:20 pm 9:10 pm May 10 - Jun 3
Airports
Origin

Boston
$147
Destination

Chicago
$147