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

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

Book cheap flights from Chicago to Boston Logan International

(Round-trip)
Depart: Tue Apr 21 2015 Return: Tue Apr 28 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Wed Apr 22 2015 Return: Tue Apr 28 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Wed Apr 29 2015 Return: Tue May 5 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Wed May 6 2015 Return: Wed May 13 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Tue May 12 2015 Return: Wed May 13 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Wed May 13 2015 Return: Wed May 20 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Sat May 2 2015 Return: Tue May 5 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Mon Apr 20 2015 Return: Tue May 5 2015 Trip spans 16 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Fri May 1 2015 Return: Tue May 5 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Mon May 4 2015 Return: Tue May 5 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Sat May 9 2015 Return: Tue May 12 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:36a
BOS
12:05p
2h 29m
nonstop
BOS
9:55a
ORD
12:44p
2h 49m
nonstop
Depart: Mon Apr 13 2015 Return: Wed Apr 15 2015 Trip spans 3 days
United
United
ORD
6:41a
BOS
8:59a
2h 18m
nonstop
BOS
6:26a
ORD
9:15a
2h 49m
nonstop
Depart: Thu Apr 23 2015 Return: Tue Apr 28 2015 Trip spans 6 days
American Airlines
American Airlines
ORD
5:40p
BOS
8:01p
2h 21m
nonstop
BOS
3:40a
ORD
6:37a
2h 57m
nonstop
Depart: Thu May 7 2015 Return: Sun May 10 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
7:05a
BOS
9:23a
2h 18m
nonstop
BOS
3:22a
ORD
6:05a
2h 43m
nonstop
Depart: Sun May 10 2015 Return: Wed May 13 2015 Trip spans 4 days
US Airways
US Airways
ORD
3:10a
BOS
5:31a
2h 21m
nonstop
BOS
1:00a
ORD
3:39a
2h 39m
nonstop
Depart: Fri Apr 10 2015 Return: Tue Apr 14 2015 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
3:00a
BOS
6:54a
3h 54m
1 stop
BOS
3:09a
ORD
6:04a
2h 55m
nonstop
Depart: Mon Jul 20 2015 Return: Wed Jul 29 2015 Trip spans 10 days
Delta
Delta
ORD
9:15a
BOS
1:10p
3h 55m
1 stop
BOS
6:40a
ORD
11:14a
4h 34m
1 stop
Depart: Mon Mar 2 2015 Return: Mon Mar 16 2015 Trip spans 14 days
Delta
Delta
MDW
10:37a
BOS
5:09p
6h 32m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Change your search
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1240 7:05 am 10:22 am Mar 29 - May 19
1240 7:05 am 10:22 am Mar 30 - May 20
1373 8:00 am 11:10 am Mar 8 - Mar 28
1373 8:00 am 11:10 am Mar 5 - Mar 7
1299 8:40 am 12:02 pm Mar 29 - May 20
1299 8:40 am 12:02 pm Apr 4 - May 2
1551 10:00 am 1:09 pm Mar 9 - Mar 27
1551 10:00 am 1:09 pm Mar 8 - Mar 8
1435 10:10 am 1:31 pm Mar 29 - May 20
186 11:40 am 2:51 pm Mar 7 - Mar 7
186 11:40 am 2:51 pm Mar 12 - Mar 26
186 11:40 am 2:51 pm Mar 14 - Mar 28
186 11:40 am 2:51 pm Mar 8 - Mar 27
186 11:50 am 3:13 pm Apr 4 - May 16
186 11:50 am 3:13 pm Mar 29 - May 20
1065 1:00 pm 4:13 pm Mar 5 - Mar 7
1065 1:05 pm 4:18 pm Mar 28 - Mar 28
1065 1:05 pm 4:18 pm Mar 8 - Mar 27
1065 1:05 pm 4:18 pm Mar 10 - Mar 26
1678 1:40 pm 5:05 pm Mar 29 - May 6
1678 1:40 pm 5:05 pm Apr 4 - May 2
1670 2:00 pm 5:13 pm Mar 5 - Mar 7
1670 2:00 pm 5:13 pm Mar 8 - Mar 28
26 3:15 pm 6:42 pm Mar 29 - May 6
1612 3:50 pm 7:02 pm Mar 8 - Mar 27
1265 4:50 pm 8:20 pm Mar 29 - May 6
1426 6:35 pm 9:49 pm Mar 8 - Mar 25
1426 6:35 pm 9:49 pm Mar 7 - Mar 7
1426 6:35 pm 9:49 pm Mar 28 - Mar 28
1426 6:35 pm 9:49 pm Mar 27 - Mar 27
1426 6:35 pm 9:49 pm Mar 10 - Mar 26
1557 6:37 pm 10:08 pm Mar 29 - May 6
1557 6:37 pm 10:08 pm Mar 31 - Apr 30
288 8:05 pm 11:14 pm Mar 8 - Mar 25
288 8:05 pm 11:14 pm Mar 28 - Mar 28
288 8:05 pm 11:14 pm Mar 14 - Mar 21
288 8:05 pm 11:14 pm Mar 10 - Mar 26
288 8:05 pm 11:14 pm Mar 27 - Mar 27
288 8:05 pm 11:14 pm Mar 7 - Mar 7
288 9:40 pm 1:01 am Apr 4 - Apr 4
288 9:40 pm 1:01 am Mar 29 - Apr 8
Airports
Origin

Chicago
only $127
only $254
Destination

Boston
$127