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Find Flight Deals 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 May 19 2015 Return: Thu May 21 2015 Trip spans 3 days
Delta
Delta
MDW
5:25a
BOS
12:21p
6h 56m
1 stop
BOS
6:05a
MDW
12:56p
6h 51m
1 stop
Depart: Wed May 20 2015 Return: Wed May 27 2015 Trip spans 8 days
Delta
Delta
MDW
3:10a
BOS
8:58a
5h 48m
1 stop
BOS
8:15a
MDW
2:24p
6h 09m
1 stop
Depart: Sun May 24 2015 Return: Wed May 27 2015 Trip spans 4 days
Delta
Delta
MDW
2:45a
BOS
8:13a
5h 28m
1 stop
BOS
9:30a
MDW
4:59p
7h 29m
1 stop
Depart: Mon Jun 1 2015 Return: Sat Jun 6 2015 Trip spans 6 days
Delta
Delta
MDW
2:35p
BOS
6:24p
3h 49m
1 stop
BOS
3:15a
MDW
11:49a
8h 34m
1 stop
Depart: Tue Jun 2 2015 Return: Sat Jun 6 2015 Trip spans 5 days
Delta
Delta
MDW
2:00p
BOS
7:18p
5h 18m
1 stop
BOS
3:15a
MDW
11:49a
8h 34m
1 stop
Depart: Mon Jun 8 2015 Return: Tue Jun 16 2015 Trip spans 9 days
Delta
Delta
MDW
2:05p
BOS
7:33p
5h 28m
1 stop
BOS
3:09a
MDW
9:25a
6h 16m
1 stop
Depart: Tue Jun 9 2015 Return: Tue Jun 16 2015 Trip spans 8 days
Delta
Delta
MDW
5:10a
BOS
12:15p
7h 05m
1 stop
BOS
3:09a
MDW
9:25a
6h 16m
1 stop
Depart: Wed Jun 24 2015 Return: Wed Jul 8 2015 Trip spans 15 days
Delta
Delta
MDW
5:10a
BOS
12:15p
7h 05m
1 stop
BOS
3:10a
MDW
9:18a
6h 08m
1 stop
Depart: Tue Aug 11 2015 Return: Wed Sep 30 2015 Trip spans 51 days
Delta
Delta
MDW
5:10a
BOS
10:52a
5h 42m
1 stop
BOS
10:43a
MDW
2:50p
4h 07m
1 stop
Depart: Tue Aug 18 2015 Return: Wed Aug 26 2015 Trip spans 9 days
Delta
Delta
MDW
8:40a
BOS
12:36p
3h 56m
1 stop
BOS
8:30a
MDW
1:10p
4h 40m
1 stop
Depart: Tue Sep 1 2015 Return: Sat Sep 5 2015 Trip spans 5 days
Delta
Delta
MDW
3:00a
BOS
7:00a
4h 00m
1 stop
BOS
8:30a
MDW
1:10p
4h 40m
1 stop
Depart: Mon Sep 14 2015 Return: Tue Sep 29 2015 Trip spans 16 days
Delta
Delta
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
BOS
5:00a
MDW
9:15a
4h 15m
1 stop
Depart: Tue Sep 15 2015 Return: Tue Sep 29 2015 Trip spans 15 days
Delta
Delta
MDW
3:00a
BOS
7:00a
4h 00m
1 stop
BOS
10:43a
MDW
2:50p
4h 07m
1 stop
Depart: Wed Sep 16 2015 Return: Tue Sep 29 2015 Trip spans 14 days
Delta
Delta
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
BOS
10:43a
MDW
2:50p
4h 07m
1 stop
Depart: Thu Oct 1 2015 Return: Tue Oct 6 2015 Trip spans 6 days
Delta
Delta
MDW
5:15a
BOS
12:36p
7h 21m
1 stop
BOS
3:15a
MDW
11:42a
8h 27m
1 stop
Depart: Sat Oct 3 2015 Return: Wed Oct 7 2015 Trip spans 5 days
Delta
Delta
MDW
12:45p
BOS
4:55p
4h 10m
1 stop
BOS
5:00a
MDW
9:15a
4h 15m
1 stop
Depart: Wed Oct 7 2015 Return: Wed Oct 14 2015 Trip spans 8 days
Delta
Delta
MDW
2:30p
BOS
6:32p
4h 02m
1 stop
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
Depart: Wed Oct 28 2015 Return: Wed Nov 4 2015 Trip spans 8 days
Delta
Delta
MDW
9:50a
BOS
3:25p
5h 35m
1 stop
BOS
1:10a
MDW
6:30a
5h 20m
1 stop
Depart: Thu Oct 29 2015 Return: Mon Nov 2 2015 Trip spans 5 days
Delta
Delta
MDW
5:15a
BOS
10:53a
5h 38m
1 stop
BOS
5:30a
MDW
12:10p
6h 40m
1 stop
Depart: Sun Jun 7 2015 Return: Tue Jun 9 2015 Trip spans 3 days
Sun Country Air
Sun Country Air
MDW
4:00a
BOS
3:05p
11h 05m
1 stop
BOS
3:20a
MDW
5:45p
14h 25m
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
331 7:20 am 10:30 am Apr 26 - May 22
331 7:20 am 10:30 am May 26 - Jun 5
3794 7:20 am 10:30 am May 25 - May 25
1659 7:35 am 10:50 am May 30 - Jun 6
1659 7:35 am 10:50 am Apr 25 - May 16
4456 8:00 am 11:15 am May 23 - May 23
2013 10:00 am 1:10 pm May 24 - May 24
313 1:15 pm 4:30 pm Apr 26 - May 22
313 1:15 pm 4:30 pm May 26 - Jun 5
806 1:15 pm 4:30 pm May 24 - May 25
37 1:20 pm 4:35 pm May 23 - May 23
3944 1:20 pm 4:35 pm Apr 25 - May 16
3944 1:20 pm 4:35 pm May 30 - May 30
1512 3:20 pm 6:35 pm May 30 - May 30
1512 3:20 pm 6:35 pm Apr 25 - May 16
1524 3:20 pm 6:35 pm May 23 - May 23
2646 3:30 pm 6:45 pm May 24 - May 24
225 5:10 pm 8:25 pm May 25 - May 25
3796 5:10 pm 8:25 pm May 10 - May 17
3796 5:10 pm 8:25 pm May 31 - May 31
4923 5:10 pm 8:25 pm May 26 - Jun 5
4923 5:10 pm 8:25 pm Apr 27 - May 22
1276 8:40 pm 11:55 pm Apr 25 - May 16
1276 8:40 pm 11:55 pm May 30 - May 30
4922 8:40 pm 11:55 pm May 23 - May 23
1014 9:40 pm 12:55 am May 26 - Jun 5
1014 9:40 pm 12:55 am Apr 26 - May 22
3004 9:40 pm 12:55 am May 24 - May 25
Airports
Origin

Chicago
$184
Destination

Boston
$184