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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 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: Wed May 20 2015 Return: Wed May 27 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 Jun 2 2015 Return: Wed Jun 3 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 Jun 3 2015 Return: Wed Jun 10 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 12 2015 Trip spans 11 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: Tue May 12 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: Thu May 7 2015 Return: Tue May 12 2015 Trip spans 6 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 8 2015 Return: Tue May 12 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: 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: Tue May 19 2015 Return: Wed May 20 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 27 2015 Return: Tue Jun 2 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: Sat May 30 2015 Return: Tue Jun 2 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: Sat Jun 6 2015 Return: Tue Jun 9 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: Sat Jun 13 2015 Return: Tue Jun 16 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
5:46p
BOS
8:08p
2h 22m
nonstop
BOS
2:15a
ORD
5:03a
2h 48m
nonstop
Depart: Tue Jun 30 2015 Return: Tue Jul 7 2015 Trip spans 8 days
United
United
ORD
2:18a
BOS
4:37a
2h 19m
nonstop
BOS
5:12p
ORD
7:52p
2h 40m
nonstop
Depart: Wed Jun 24 2015 Return: Tue Jun 30 2015 Trip spans 7 days
US Airways
US Airways
ORD
12:40p
BOS
5:41p
5h 01m
1 stop
BOS
2:15a
ORD
5:03a
2h 48m
nonstop
Depart: Sun May 24 2015 Return: Tue May 26 2015 Trip spans 3 days
Delta
Delta
MDW
2:45a
BOS
8:13a
5h 28m
1 stop
BOS
1:20p
MDW
7:10p
5h 50m
1 stop
Depart: Fri May 29 2015 Return: Mon Jun 1 2015 Trip spans 4 days
Delta
Delta
ORD
9:08a
BOS
1:10p
4h 02m
1 stop
BOS
1:12p
ORD
5:26p
4h 14m
1 stop
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 Apr 9 - May 23
1240 7:05 am 10:22 am May 26 - Jun 2
1240 7:05 am 10:22 am Apr 13 - May 20
1240 7:05 am 10:22 am May 27 - Jun 3
1299 8:40 am 12:02 pm Apr 9 - Jun 3
1299 8:40 am 12:02 pm Apr 11 - May 2
1299 8:40 am 12:02 pm May 9 - May 30
1435 10:10 am 1:31 pm Apr 9 - Jun 3
186 11:50 am 3:13 pm Apr 9 - Jun 3
186 11:50 am 3:13 pm Apr 11 - May 30
1678 1:40 pm 5:05 pm May 9 - May 23
1678 1:40 pm 5:05 pm May 24 - May 30
1678 1:40 pm 5:05 pm May 25 - Jun 3
1678 1:40 pm 5:05 pm May 7 - May 22
1678 1:40 pm 5:05 pm Apr 11 - May 2
1678 1:40 pm 5:05 pm Apr 9 - May 6
26 3:15 pm 6:42 pm Apr 9 - May 6
26 3:20 pm 6:47 pm May 7 - May 27
1205 4:50 pm 8:20 pm May 7 - May 27
1265 4:50 pm 8:20 pm Apr 9 - May 6
1557 6:37 pm 10:08 pm May 5 - May 5
1557 6:37 pm 10:08 pm Apr 9 - Apr 30
1557 6:37 pm 10:08 pm Apr 10 - May 6
288 6:38 pm 10:09 pm May 7 - May 28
288 6:38 pm 10:09 pm May 12 - Jun 2
288 6:38 pm 10:09 pm May 8 - Jun 3
288 6:45 pm 10:17 pm May 9 - May 30
1080 8:15 pm 11:40 pm May 7 - Jun 3
1080 8:15 pm 11:40 pm May 9 - May 16
1080 8:15 pm 11:40 pm May 23 - May 23
288 9:40 pm 1:01 am May 3 - May 6
288 9:40 pm 1:01 am Apr 25 - May 2
288 9:40 pm 1:01 am Apr 23 - May 1
1557 9:50 pm 1:15 am May 7 - May 22
1557 9:50 pm 1:15 am May 24 - May 24
1557 9:50 pm 1:15 am May 25 - Jun 3
Airports
Origin

Chicago
only $137
only $184
Destination

Boston
$137