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Find Deals on Flights 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 Oct 6 2015 Return: Wed Oct 7 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
5:45p
BOS
8:07p
2h 22m
nonstop
BOS
1:00a
ORD
3:47a
2h 47m
nonstop
Depart: Wed Aug 12 2015 Return: Tue Aug 25 2015 Trip spans 14 days
United
United
ORD
4:59p
BOS
7:30p
2h 31m
nonstop
BOS
2:32p
ORD
5:20p
2h 48m
nonstop
Depart: Tue Aug 18 2015 Return: Wed Aug 19 2015 Trip spans 2 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 Oct 7 2015 Return: Tue Dec 1 2015 Trip spans 56 days
JetBlue Airways
JetBlue Airways
ORD
5:59a
BOS
8:14a
2h 15m
nonstop
BOS
2:15a
ORD
5:08a
2h 53m
nonstop
Depart: Tue Jul 28 2015 Return: Wed Jul 29 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
4:35p
BOS
7:06p
2h 31m
nonstop
BOS
1:00a
ORD
3:44a
2h 44m
nonstop
Depart: Tue Aug 4 2015 Return: Wed Aug 5 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
9:28a
BOS
11:52a
2h 24m
nonstop
BOS
1:35p
ORD
4:35p
3h 00m
nonstop
Depart: Wed Aug 5 2015 Return: Wed Aug 26 2015 Trip spans 22 days
American Airlines
American Airlines
ORD
2:45p
BOS
5:18p
2h 33m
nonstop
BOS
1:00a
ORD
3:44a
2h 44m
nonstop
Depart: Wed Aug 19 2015 Return: Tue Aug 25 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: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 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 26 2015 Return: Tue Sep 1 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 Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
Depart: Tue Sep 8 2015 Return: Tue Sep 15 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Wed Sep 9 2015 Return: Wed Sep 16 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Sat Sep 12 2015 Return: Tue Sep 22 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Sep 15 2015 Return: Wed Sep 23 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Dec 1 2015 Return: Wed Dec 30 2015 Trip spans 30 days
US Airways
US Airways
ORD
10:27a
BOS
4:08p
5h 41m
1 stop
BOS
1:00a
ORD
6:05a
5h 05m
1 stop
Depart: Sat Dec 19 2015 Return: Sat Jan 2 2016 Trip spans 15 days
Delta
Delta
MDW
4:15a
BOS
8:06a
3h 51m
1 stop
BOS
6:25a
MDW
12:41p
6h 16m
1 stop
Depart: Sat Nov 28 2015 Return: Mon Nov 30 2015 Trip spans 3 days
Delta
Delta
ORD
9:35a
BOS
1:30p
3h 55m
1 stop
BOS
4:00a
ORD
11:43a
7h 43m
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 6:56 am 10:17 am Jul 10 - Aug 2
1240 6:56 am 10:17 am Jul 6 - Jul 27
1240 6:56 am 10:17 am Jul 7 - Jul 30
1240 6:56 am 10:17 am Aug 3 - Aug 4
1240 6:56 am 10:17 am Jul 11 - Aug 1
1240 7:00 am 10:24 am Aug 5 - Aug 17
1240 7:00 am 10:24 am Aug 7 - Aug 16
1240 7:00 am 10:24 am Aug 8 - Aug 15
1299 8:40 am 12:05 pm Jul 11 - Sep 8
1435 10:05 am 1:25 pm Jul 2 - Sep 8
186 11:55 am 3:22 pm Aug 5 - Sep 8
186 11:55 am 3:22 pm Aug 8 - Sep 5
186 11:58 am 3:25 pm Jul 2 - Aug 4
186 11:58 am 3:25 pm Jul 4 - Aug 1
2503 1:28 pm 4:52 pm Jul 6 - Aug 17
26 3:17 pm 6:45 pm Jul 4 - Aug 22
26 3:17 pm 6:45 pm Jul 6 - Aug 19
26 3:17 pm 6:45 pm Jul 10 - Aug 21
1205 5:00 pm 8:34 pm Jul 6 - Aug 22
366 6:45 pm 10:18 pm Jul 4 - Aug 19
366 6:45 pm 10:18 pm Jul 2 - Aug 18
288 8:35 pm 12:06 am Jul 10 - Sep 1
288 8:35 pm 12:06 am Jul 4 - Sep 5
1557 9:46 pm 1:08 am Jul 10 - Sep 11
Airports
Origin

Chicago
only $141
only $206
Destination

Boston
$141