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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: 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: Wed Jun 3 2015 Return: Tue Jun 9 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 Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
5:50p
BOS
8:15p
2h 25m
nonstop
BOS
1:00a
ORD
3:50a
2h 50m
nonstop
Depart: Tue Jun 30 2015 Return: Wed Jul 1 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
5:46p
BOS
8:08p
2h 22m
nonstop
BOS
1:00a
ORD
3:44a
2h 44m
nonstop
Depart: Wed May 13 2015 Return: Wed May 27 2015 Trip spans 15 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: Mon Sep 21 2015 Return: Thu Sep 24 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Tue Sep 22 2015 Return: Thu Sep 24 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Thu Sep 24 2015 Return: Fri Sep 25 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Fri Sep 25 2015 Return: Sat Sep 26 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Sat Sep 26 2015 Return: Mon Sep 28 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Thu Oct 1 2015 Return: Mon Oct 5 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Thu Oct 8 2015 Return: Mon Oct 12 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:20a
ORD
12:08p
2h 48m
nonstop
Depart: Tue May 26 2015 Return: Tue Jun 2 2015 Trip spans 8 days
United
United
ORD
11:50a
BOS
2:13p
2h 23m
nonstop
BOS
2:10a
ORD
4:57a
2h 47m
nonstop
Depart: Wed Jul 22 2015 Return: Tue Jul 28 2015 Trip spans 7 days
US Airways
US Airways
ORD
5:46p
BOS
8:08p
2h 22m
nonstop
BOS
2:00a
ORD
4:48a
2h 48m
nonstop
Depart: Wed Oct 21 2015 Return: Sat Oct 24 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
5:59a
BOS
8:14a
2h 15m
nonstop
BOS
3:30a
ORD
6:14a
2h 44m
nonstop
Depart: Thu Jun 4 2015 Return: Sat Jun 6 2015 Trip spans 3 days
Delta
Delta
ORD
2:00a
BOS
7:09a
5h 09m
1 stop
BOS
3:15a
ORD
11:51a
8h 36m
1 stop
Depart: Tue Apr 28 2015 Return: Sat May 9 2015 Trip spans 12 days
Delta
Delta
MDW
8:55a
BOS
2:02p
5h 07m
1 stop
BOS
1:40a
MDW
6:22a
4h 42m
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 7:00 am 10:24 am Jun 4 - Jun 11
1240 7:05 am 10:22 am Apr 9 - May 23
1240 7:05 am 10:22 am May 27 - Jun 3
1240 7:05 am 10:22 am Apr 13 - May 20
1240 7:05 am 10:22 am May 26 - Jun 2
1299 8:40 am 12:05 pm Jun 4 - Aug 17
1299 8:40 am 12:02 pm May 9 - May 30
1299 8:40 am 12:02 pm Apr 9 - Jun 3
1435 10:05 am 1:25 pm Jun 4 - Aug 17
1435 10:10 am 1:31 pm Apr 9 - Jun 3
186 11:50 am 3:13 pm Apr 11 - May 30
186 11:50 am 3:13 pm Apr 9 - Jun 3
186 11:58 am 3:25 pm Jun 4 - Aug 17
1678 1:28 pm 4:52 pm Jun 4 - Jul 2
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 9 - May 6
26 3:15 pm 6:42 pm Apr 9 - May 6
26 3:17 pm 6:45 pm Jun 4 - Jun 10
26 3:20 pm 6:47 pm May 28 - Jun 2
26 3:20 pm 6:47 pm May 29 - Jun 3
26 3:20 pm 6:47 pm May 7 - May 27
8864 4:00 pm 7:30 pm May 28 - May 28
1205 4:50 pm 8:20 pm May 29 - Jun 3
1205 4:50 pm 8:20 pm May 7 - May 27
1205 4:50 pm 8:20 pm May 28 - May 28
1265 4:50 pm 8:20 pm Apr 9 - May 6
1205 5:05 pm 8:39 pm Jun 4 - Aug 17
1557 6:37 pm 10:08 pm Apr 10 - May 6
1557 6:37 pm 10:08 pm May 5 - May 5
288 6:38 pm 10:09 pm May 8 - Jun 3
288 6:38 pm 10:09 pm May 7 - May 28
288 6:38 pm 10:09 pm May 12 - Jun 2
288 6:45 pm 10:17 pm May 9 - May 30
366 6:45 pm 10:18 pm Jun 4 - Aug 13
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
1080 8:15 pm 11:40 pm May 30 - May 30
288 8:35 pm 12:06 am Jun 4 - Aug 17
288 9:40 pm 1:01 am May 3 - May 6
1557 9:46 pm 1:08 am Jun 4 - Jul 2
1557 9:50 pm 1:15 am May 25 - Jun 3
1557 9:50 pm 1:15 am May 7 - May 22
1557 9:50 pm 1:15 am May 28 - May 28
1557 9:50 pm 1:15 am May 24 - May 24
Airports
Origin

Chicago
only $147
only $401
Destination

Boston
$147