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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: Tue Apr 28 2015 Return: Wed Apr 29 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: Wed Apr 29 2015 Return: Tue May 5 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 May 5 2015 Return: Wed May 6 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: Wed May 6 2015 Return: Tue May 12 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 May 12 2015 Return: Wed May 13 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: Wed May 13 2015 Return: Tue May 19 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 May 19 2015 Return: Wed May 20 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: Sat Apr 25 2015 Return: Wed Apr 29 2015 Trip spans 5 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 2 2015 Return: Tue May 5 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: Sat May 9 2015 Return: Tue May 12 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: Sat May 16 2015 Return: Tue May 19 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: Mon Apr 27 2015 Return: Wed Apr 29 2015 Trip spans 3 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 4 2015 Return: Tue May 5 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: Thu May 7 2015 Return: Tue May 12 2015 Trip spans 6 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 Apr 22 2015 Return: Wed Apr 29 2015 Trip spans 8 days
United
United
BOS
1:57p
ORD
4:51p
2h 54m
nonstop
ORD
2:30a
BOS
4:51a
2h 21m
nonstop
Depart: Sat May 23 2015 Return: Sat May 30 2015 Trip spans 8 days
American Airlines
American Airlines
BOS
1:55p
ORD
4:55p
3h 00m
nonstop
ORD
3:05a
BOS
5:22a
2h 17m
nonstop
Depart: Wed Jun 24 2015 Return: Tue Jun 30 2015 Trip spans 7 days
US Airways
US Airways
BOS
8:00a
ORD
12:32p
4h 32m
1 stop
ORD
3:00a
BOS
5:24a
2h 24m
nonstop
Depart: Sun Apr 26 2015 Return: Wed Apr 29 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
BOS
3:09a
ORD
6:04a
2h 55m
nonstop
ORD
2:00a
BOS
4:12a
2h 12m
nonstop
Depart: Wed Jul 22 2015 Return: Tue Jul 28 2015 Trip spans 7 days
Delta
Delta
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
MDW
5:15a
BOS
12:36p
7h 21m
1 stop
Depart: Thu Jun 11 2015 Return: Mon Jun 15 2015 Trip spans 5 days
Delta
Delta
BOS
4:30a
ORD
11:49a
7h 19m
1 stop
ORD
9:08a
BOS
1:15p
4h 07m
1 stop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1678 5:00 am 6:50 am Apr 2 - May 6
1678 5:00 am 6:50 am Apr 4 - May 2
289 7:40 am 9:37 am Apr 2 - May 6
160 9:05 am 10:56 am Apr 2 - Jun 3
1240 11:09 am 12:59 pm Apr 2 - May 23
1240 11:09 am 12:59 pm Apr 6 - May 20
1299 12:48 pm 2:30 pm Apr 2 - Jun 3
1299 12:48 pm 2:30 pm Apr 4 - May 2
187 2:17 pm 4:08 pm May 3 - Jun 3
187 2:17 pm 4:08 pm Apr 2 - May 1
1415 3:45 pm 5:42 pm Apr 3 - May 2
1415 3:45 pm 5:42 pm May 3 - May 6
1415 3:45 pm 5:42 pm Apr 2 - Apr 30
1119 5:55 pm 7:55 pm Apr 2 - May 6
1119 5:55 pm 7:55 pm Apr 4 - May 2
40 7:20 pm 9:10 pm Apr 2 - May 8
Airports
Origin

Boston
$127
Destination

Chicago
only $127
only $184