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

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

Book cheap flights from Boston Logan International to Chicago Midway

(Round-trip)
Depart: Sun May 10 2015 Return: Tue May 19 2015 Trip spans 10 days
Delta
Delta
BOS
3:09a
MDW
9:15a
6h 06m
1 stop
MDW
5:25a
BOS
12:21p
6h 56m
1 stop
Depart: Mon May 11 2015 Return: Tue May 19 2015 Trip spans 9 days
Delta
Delta
BOS
2:50p
MDW
6:53p
4h 03m
1 stop
MDW
5:25a
BOS
12:21p
6h 56m
1 stop
Depart: Tue May 12 2015 Return: Tue May 19 2015 Trip spans 8 days
Delta
Delta
BOS
12:36p
MDW
6:06p
5h 30m
1 stop
MDW
5:25a
BOS
12:21p
6h 56m
1 stop
Depart: Wed May 13 2015 Return: Tue May 19 2015 Trip spans 7 days
Delta
Delta
BOS
1:55a
MDW
9:00a
7h 05m
1 stop
MDW
5:25a
BOS
12:21p
6h 56m
1 stop
Depart: Tue May 19 2015 Return: Wed May 20 2015 Trip spans 2 days
Delta
Delta
BOS
1:40a
MDW
5:50a
4h 10m
1 stop
MDW
8:35a
BOS
12:21p
3h 46m
1 stop
Depart: Wed May 20 2015 Return: Sun May 24 2015 Trip spans 5 days
Delta
Delta
BOS
1:55a
MDW
7:27a
5h 32m
1 stop
MDW
2:45a
BOS
8:13a
5h 28m
1 stop
Depart: Thu May 21 2015 Return: Mon Jun 1 2015 Trip spans 12 days
Delta
Delta
BOS
6:05a
MDW
12:56p
6h 51m
1 stop
MDW
2:35p
BOS
6:24p
3h 49m
1 stop
Depart: Wed May 27 2015 Return: Mon Jun 1 2015 Trip spans 6 days
Delta
Delta
BOS
6:05a
MDW
12:56p
6h 51m
1 stop
MDW
2:35p
BOS
6:24p
3h 49m
1 stop
Depart: Thu May 28 2015 Return: Mon Jun 1 2015 Trip spans 5 days
Delta
Delta
BOS
1:40a
MDW
5:50a
4h 10m
1 stop
MDW
2:35p
BOS
6:24p
3h 49m
1 stop
Depart: Tue Jun 2 2015 Return: Mon Jun 8 2015 Trip spans 7 days
Delta
Delta
BOS
1:40a
MDW
5:50a
4h 10m
1 stop
MDW
8:30a
BOS
12:15p
3h 45m
1 stop
Depart: Wed Jun 3 2015 Return: Mon Jun 8 2015 Trip spans 6 days
Delta
Delta
BOS
5:00a
MDW
9:15a
4h 15m
1 stop
MDW
8:30a
BOS
12:15p
3h 45m
1 stop
Depart: Sat Jun 6 2015 Return: Mon Jun 8 2015 Trip spans 3 days
Delta
Delta
BOS
3:15a
MDW
11:49a
8h 34m
1 stop
MDW
11:45a
BOS
7:33p
7h 48m
1 stop
Depart: Tue Jun 16 2015 Return: Tue Jun 23 2015 Trip spans 8 days
Delta
Delta
BOS
3:09a
MDW
9:25a
6h 16m
1 stop
MDW
8:30a
BOS
12:15p
3h 45m
1 stop
Depart: Wed Aug 19 2015 Return: Tue Sep 1 2015 Trip spans 14 days
Delta
Delta
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
MDW
3:00a
BOS
7:00a
4h 00m
1 stop
Depart: Wed Aug 26 2015 Return: Tue Sep 1 2015 Trip spans 7 days
Delta
Delta
BOS
8:30a
MDW
2:50p
6h 20m
1 stop
MDW
3:00a
BOS
7:00a
4h 00m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Delta
Delta
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
MDW
1:10p
BOS
6:01p
4h 51m
1 stop
Depart: Thu Sep 3 2015 Return: Tue Sep 8 2015 Trip spans 6 days
Delta
Delta
BOS
5:45a
MDW
11:42a
5h 57m
1 stop
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
Depart: Fri Sep 4 2015 Return: Tue Sep 8 2015 Trip spans 5 days
Delta
Delta
BOS
9:30a
MDW
3:33p
6h 03m
1 stop
MDW
3:00a
BOS
9:02a
6h 02m
1 stop
Depart: Sat Sep 5 2015 Return: Tue Sep 8 2015 Trip spans 4 days
Delta
Delta
BOS
8:30a
MDW
1:10p
4h 40m
1 stop
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
Depart: Sun Sep 6 2015 Return: Tue Sep 8 2015 Trip spans 3 days
Delta
Delta
BOS
2:00a
MDW
6:00a
4h 00m
1 stop
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
Select an airline:  Southwest
Direct flights BOS to MDW on Southwest
Flight # Depart BOS Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
604 5:40 am 7:30 am May 17 - May 22
604 5:40 am 7:30 am May 26 - Jun 5
604 5:40 am 7:30 am Apr 12 - May 15
1895 5:45 am 7:35 am May 25 - May 25
643 5:55 am 7:55 am Apr 11 - May 16
643 5:55 am 7:55 am May 30 - Jun 6
709 6:05 am 7:55 am May 23 - May 23
2093 9:05 am 10:45 am May 30 - Jun 6
2093 9:05 am 10:45 am Apr 11 - May 16
2734 9:05 am 10:45 am May 23 - May 23
2229 11:10 am 12:50 pm Apr 8 - May 20
2229 11:10 am 12:50 pm May 22 - May 22
2229 11:10 am 12:50 pm May 26 - Jun 5
3362 11:10 am 12:50 pm May 24 - May 24
3362 11:10 am 12:50 pm May 25 - May 25
463 11:10 am 12:50 pm May 21 - May 21
2669 11:45 am 1:25 pm May 30 - Jun 6
2669 11:45 am 1:25 pm Apr 11 - May 16
1697 12:00 pm 1:40 pm May 23 - May 23
1420 3:50 pm 5:35 pm May 23 - May 23
2506 3:50 pm 5:35 pm May 30 - Jun 6
2506 3:50 pm 5:35 pm Apr 11 - May 16
3967 5:00 pm 6:45 pm May 25 - May 25
4207 5:05 pm 6:50 pm May 24 - May 24
4207 5:05 pm 6:50 pm Apr 8 - May 22
4207 5:05 pm 6:50 pm May 26 - Jun 5
585 7:55 pm 9:35 pm May 25 - May 25
585 7:55 pm 9:35 pm May 24 - May 24
585 8:10 pm 9:50 pm May 26 - Jun 5
585 8:10 pm 9:50 pm Apr 12 - May 22
Airports
Origin

Boston
$184
Destination

Chicago
$184
Airlines