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Find Deals on Flights from Chicago Midway to Boston Logan International (MDW - BOS)

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

Book cheap flights from Chicago Midway to Boston Logan International

(Round-trip)
Depart: Tue Jul 14 2015 Return: Tue Sep 1 2015 Trip spans 50 days
Delta
Delta
MDW
8:25a
BOS
12:19p
3h 54m
1 stop
BOS
12:40p
MDW
5:27p
4h 47m
1 stop
Depart: Tue Jul 28 2015 Return: Tue Aug 4 2015 Trip spans 8 days
Delta
Delta
MDW
9:53a
BOS
3:28p
5h 35m
1 stop
BOS
12:32p
MDW
5:28p
4h 56m
1 stop
Depart: Tue Aug 11 2015 Return: Wed Aug 19 2015 Trip spans 9 days
Delta
Delta
MDW
9:53a
BOS
3:28p
5h 35m
1 stop
BOS
3:10a
MDW
9:23a
6h 13m
1 stop
Depart: Wed Aug 12 2015 Return: Wed Aug 19 2015 Trip spans 8 days
Delta
Delta
MDW
2:00a
BOS
8:58a
6h 58m
1 stop
BOS
3:10a
MDW
9:23a
6h 13m
1 stop
Depart: Mon Aug 17 2015 Return: Mon Aug 24 2015 Trip spans 8 days
Delta
Delta
MDW
9:53a
BOS
4:17p
6h 24m
1 stop
BOS
5:06a
MDW
9:23a
4h 17m
1 stop
Depart: Tue Aug 18 2015 Return: Mon Aug 24 2015 Trip spans 7 days
Delta
Delta
MDW
8:31a
BOS
12:20p
3h 49m
1 stop
BOS
5:06a
MDW
9:23a
4h 17m
1 stop
Depart: Sat Aug 22 2015 Return: Thu Aug 27 2015 Trip spans 6 days
Delta
Delta
MDW
11:28a
BOS
4:44p
5h 16m
1 stop
BOS
8:05a
MDW
2:22p
6h 17m
1 stop
Depart: Mon Aug 24 2015 Return: Wed Aug 26 2015 Trip spans 3 days
Delta
Delta
MDW
1:57p
BOS
7:31p
5h 34m
1 stop
BOS
5:45a
MDW
2:22p
8h 37m
1 stop
Depart: Tue Aug 25 2015 Return: Wed Sep 2 2015 Trip spans 9 days
Delta
Delta
MDW
5:00a
BOS
10:53a
5h 53m
1 stop
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Delta
Delta
MDW
2:00a
BOS
8:58a
6h 58m
1 stop
BOS
12:00p
MDW
7:12p
7h 12m
1 stop
Depart: Tue Sep 1 2015 Return: Sat Sep 5 2015 Trip spans 5 days
Delta
Delta
MDW
8:26a
BOS
12:20p
3h 54m
1 stop
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
Depart: Wed Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Delta
Delta
MDW
3:00a
BOS
6:54a
3h 54m
1 stop
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
Depart: Tue Sep 8 2015 Return: Sat Sep 12 2015 Trip spans 5 days
Delta
Delta
MDW
11:11a
BOS
6:10p
6h 59m
1 stop
BOS
8:15a
MDW
2:22p
6h 07m
1 stop
Depart: Wed Sep 9 2015 Return: Sat Sep 12 2015 Trip spans 4 days
Delta
Delta
MDW
5:17a
BOS
9:34a
4h 17m
1 stop
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:59p
4h 24m
1 stop
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
Depart: Mon Sep 14 2015 Return: Wed Sep 16 2015 Trip spans 3 days
Delta
Delta
MDW
9:50a
BOS
3:22p
5h 32m
1 stop
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 days
Delta
Delta
MDW
2:35p
BOS
6:43p
4h 08m
1 stop
BOS
12:40p
MDW
5:27p
4h 47m
1 stop
Depart: Wed Sep 16 2015 Return: Thu Sep 17 2015 Trip spans 2 days
Delta
Delta
MDW
5:17a
BOS
10:54a
5h 37m
1 stop
BOS
6:55a
MDW
12:59p
6h 04m
1 stop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Delta
Delta
MDW
1:59p
BOS
7:25p
5h 26m
1 stop
BOS
8:34a
MDW
12:59p
4h 25m
1 stop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
Select an airline:  Southwest
Direct flights MDW to BOS on Southwest
Flight # Depart MDW Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1809 5:30 am 8:40 am Jul 11 - Aug 8
4171 6:55 am 10:05 am Jun 28 - Aug 2
4821 7:25 am 10:35 am Jun 29 - Jul 9
4821 7:25 am 10:35 am Jul 10 - Aug 7
1851 7:55 am 11:05 am Jul 11 - Aug 1
2960 11:40 am 2:55 pm Jul 10 - Aug 7
2960 11:40 am 2:55 pm Jun 28 - Jul 9
1365 1:20 pm 4:40 pm Jul 11 - Aug 8
5366 1:40 pm 5:00 pm Jun 28 - Jul 9
5366 1:40 pm 5:00 pm Jul 10 - Aug 7
1406 4:45 pm 8:00 pm Jul 5 - Aug 8
277 6:10 pm 9:25 pm Jun 28 - Jul 9
277 6:10 pm 9:25 pm Jul 10 - Aug 7
1222 6:30 pm 9:45 pm Jul 11 - Aug 1
2483 9:00 pm 12:10 am Jul 11 - Aug 8
3299 10:00 pm 1:10 am Jul 10 - Aug 7
3299 10:00 pm 1:10 am Jun 28 - Jul 9
Airports
Origin

Chicago
$200
Destination

Boston
$200
Airlines