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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 Jun 10 2015 Return: Tue Jun 16 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 Aug 18 2015 Return: Mon Aug 24 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Wed Aug 19 2015 Return: Sat Aug 29 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Sat Sep 5 2015 Return: Tue Sep 8 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Sat Sep 12 2015 Return: Fri Sep 18 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:17a
ORD
12:08p
2h 51m
nonstop
Depart: Mon Sep 14 2015 Return: Fri Sep 18 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:17a
ORD
12:08p
2h 51m
nonstop
Depart: Tue Sep 15 2015 Return: Sat Sep 19 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:17a
ORD
12:08p
2h 51m
nonstop
Depart: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 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 Oct 24 2015 Return: Sat Oct 31 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
9:17a
ORD
12:08p
2h 51m
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: Tue Jun 9 2015 Return: Wed Jun 10 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: Tue Jun 16 2015 Return: Wed Jun 17 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: Tue Aug 4 2015 Return: Tue Aug 18 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Wed Aug 5 2015 Return: Tue Aug 18 2015 Trip spans 14 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Sun Jun 14 2015 Return: Mon Jun 15 2015 Trip spans 2 days
United
United
ORD
2:11a
BOS
4:30a
2h 19m
nonstop
BOS
4:46p
ORD
7:28p
2h 42m
nonstop
Depart: Wed Jul 8 2015 Return: Tue Jul 14 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
2:56a
BOS
5:17a
2h 21m
nonstop
BOS
2:00a
ORD
4:48a
2h 48m
nonstop
Depart: Sat Nov 21 2015 Return: Tue Dec 1 2015 Trip spans 11 days
JetBlue Airways
JetBlue Airways
ORD
1:50p
BOS
4:04p
2h 14m
nonstop
BOS
2:15a
ORD
5:10a
2h 55m
nonstop
Depart: Tue Nov 24 2015 Return: Sat Nov 28 2015 Trip spans 5 days
Delta
Delta
ORD
11:25a
BOS
5:32p
6h 07m
1 stop
BOS
1:45p
ORD
6:02p
4h 17m
1 stop
Depart: Fri Jul 24 2015 Return: Tue Jul 28 2015 Trip spans 5 days
US Airways
US Airways
ORD
2:50a
BOS
7:54a
5h 04m
1 stop
BOS
2:00a
ORD
4:48a
2h 48m
nonstop
Depart: Tue May 26 2015 Return: Wed Jun 10 2015 Trip spans 16 days
Delta
Delta
MDW
2:35p
BOS
6:24p
3h 49m
1 stop
BOS
7:00a
MDW
3:53p
8h 53m
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 6 - Jun 6
1240 7:00 am 10:24 am Jun 12 - Jul 3
1240 7:00 am 10:24 am Jun 15 - Jul 2
1240 7:00 am 10:24 am Jun 13 - Jun 27
1240 7:00 am 10:24 am Jun 4 - Jun 11
1240 7:05 am 10:22 am May 28 - Jun 2
1240 7:05 am 10:22 am Jun 1 - Jun 3
1299 8:40 am 12:02 pm May 28 - Jun 3
1299 8:40 am 12:05 pm Jun 4 - Jul 3
1299 8:40 am 12:02 pm May 30 - May 30
1435 10:05 am 1:25 pm Jun 4 - Sep 4
1435 10:10 am 1:31 pm May 28 - Jun 3
186 11:50 am 3:13 pm May 28 - Jun 3
186 11:50 am 3:13 pm May 30 - May 30
186 11:58 am 3:25 pm Jun 6 - Aug 1
186 11:58 am 3:25 pm Jun 4 - Aug 4
1678 1:28 pm 4:52 pm Jun 4 - Jul 2
1678 1:40 pm 5:05 pm May 28 - Jun 3
1678 1:40 pm 5:05 pm May 30 - May 30
26 3:17 pm 6:45 pm Jun 4 - Jun 10
26 3:17 pm 6:45 pm Jun 15 - Aug 19
26 3:17 pm 6:45 pm Jun 6 - Aug 22
26 3:17 pm 6:45 pm Jun 5 - Jul 2
26 3:20 pm 6:47 pm May 28 - Jun 2
26 3:20 pm 6:47 pm May 29 - Jun 3
1205 4:50 pm 8:20 pm May 29 - Jun 3
1205 5:05 pm 8:39 pm Jun 4 - Jul 5
288 6:38 pm 10:09 pm May 29 - Jun 1
288 6:38 pm 10:09 pm Jun 3 - Jun 3
288 6:38 pm 10:09 pm Jun 2 - Jun 2
288 6:45 pm 10:17 pm May 30 - May 30
366 6:45 pm 10:18 pm Jun 4 - Aug 18
366 6:45 pm 10:18 pm Jun 5 - Jul 1
1080 8:15 pm 11:40 pm May 30 - May 30
1080 8:15 pm 11:40 pm May 28 - Jun 3
288 8:35 pm 12:06 am Jun 4 - Jul 2
288 8:35 pm 12:06 am Jun 6 - Aug 29
1557 9:46 pm 1:08 am Jun 4 - Jul 2
1557 9:50 pm 1:15 am Jun 3 - Jun 3
1557 9:50 pm 1:15 am May 29 - Jun 2
Airports
Origin

Chicago
only $162
only $271
Destination

Boston
$162