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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Boston Logan International to Chicago Midway

(Round-trip)
Depart: Tue Nov 17 2015 Return: Thu Nov 19 2015 Trip spans 3 days
Delta
Delta
BOS
7:33a
MDW
11:53a
4h 20m
1 stop
MDW
7:31a
BOS
11:49a
4h 18m
1 stop
Depart: Wed Nov 18 2015 Return: Thu Nov 19 2015 Trip spans 2 days
Delta
Delta
BOS
3:40a
MDW
8:15a
4h 35m
1 stop
MDW
7:31a
BOS
11:49a
4h 18m
1 stop
Depart: Tue Sep 22 2015 Return: Mon Sep 28 2015 Trip spans 7 days
Delta
Delta
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
MDW
8:26a
BOS
12:20p
3h 54m
1 stop
Depart: Wed Sep 23 2015 Return: Mon Sep 28 2015 Trip spans 6 days
Delta
Delta
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
MDW
8:26a
BOS
12:20p
3h 54m
1 stop
Depart: Thu Sep 24 2015 Return: Tue Sep 29 2015 Trip spans 6 days
Delta
Delta
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
MDW
8:26a
BOS
12:20p
3h 54m
1 stop
Depart: Sat Sep 26 2015 Return: Wed Sep 30 2015 Trip spans 5 days
Delta
Delta
BOS
8:34a
MDW
12:53p
4h 19m
1 stop
MDW
3:00a
BOS
6:54a
3h 54m
1 stop
Depart: Sat Sep 12 2015 Return: Sat Sep 26 2015 Trip spans 15 days
Delta
Delta
BOS
8:15a
MDW
2:22p
6h 07m
1 stop
MDW
1:59p
BOS
7:25p
5h 26m
1 stop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Delta
Delta
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Delta
Delta
BOS
5:45a
MDW
2:23p
8h 38m
1 stop
MDW
8:15a
BOS
12:37p
4h 22m
1 stop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
MDW
2:35p
BOS
6:43p
4h 08m
1 stop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Delta
Delta
BOS
9:30a
MDW
3:40p
6h 10m
1 stop
MDW
8:26a
BOS
2:23p
5h 57m
1 stop
Depart: Tue Sep 29 2015 Return: Tue Oct 6 2015 Trip spans 8 days
Delta
Delta
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
MDW
3:00a
BOS
6:52a
3h 52m
1 stop
Depart: Wed Sep 30 2015 Return: Fri Oct 2 2015 Trip spans 3 days
Delta
Delta
BOS
2:20a
MDW
7:36a
5h 16m
1 stop
MDW
8:38a
BOS
2:23p
5h 45m
1 stop
Depart: Thu Oct 1 2015 Return: Fri Oct 2 2015 Trip spans 2 days
Delta
Delta
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
MDW
8:38a
BOS
2:23p
5h 45m
1 stop
Depart: Fri Oct 2 2015 Return: Mon Oct 5 2015 Trip spans 4 days
Delta
Delta
BOS
3:10a
MDW
9:15a
6h 05m
1 stop
MDW
2:35p
BOS
6:44p
4h 09m
1 stop
Depart: Sat Oct 3 2015 Return: Mon Oct 5 2015 Trip spans 3 days
Delta
Delta
BOS
11:00a
MDW
7:03p
8h 03m
1 stop
MDW
5:18a
BOS
9:05a
3h 47m
1 stop
Depart: Mon Oct 5 2015 Return: Wed Oct 7 2015 Trip spans 3 days
Delta
Delta
BOS
10:45a
MDW
7:05p
8h 20m
1 stop
MDW
6:29a
BOS
1:18p
6h 49m
1 stop
Depart: Tue Oct 6 2015 Return: Sat Oct 10 2015 Trip spans 5 days
Delta
Delta
BOS
9:30a
MDW
3:39p
6h 09m
1 stop
MDW
11:20a
BOS
7:29p
8h 09m
1 stop
Depart: Wed Oct 7 2015 Return: Sat Oct 10 2015 Trip spans 4 days
Delta
Delta
BOS
8:32a
MDW
12:52p
4h 20m
1 stop
MDW
11:20a
BOS
7:29p
8h 09m
1 stop
Depart: Tue Oct 13 2015 Return: Wed Oct 14 2015 Trip spans 2 days
Delta
Delta
BOS
1:45a
MDW
5:43a
3h 58m
1 stop
MDW
8:38a
BOS
12:21p
3h 43m
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
1477 5:30 am 7:30 am Sep 27 - Oct 25
1554 5:30 am 7:20 am Sep 13 - Sep 20
3093 5:30 am 7:30 am Sep 28 - Oct 30
6526 5:30 am 7:20 am Sep 8 - Sep 25
3114 6:20 am 8:15 am Oct 3 - Oct 24
3114 6:25 am 8:15 am Sep 12 - Sep 26
1613 8:00 am 9:55 am Oct 3 - Oct 24
2117 8:00 am 9:50 am Sep 12 - Sep 26
669 9:15 am 11:00 am Sep 8 - Oct 30
1349 9:45 am 11:30 am Sep 7 - Sep 7
618 9:45 am 11:30 am Oct 3 - Oct 24
804 9:45 am 11:30 am Sep 12 - Sep 26
1025 11:55 am 1:40 pm Sep 8 - Sep 10
1105 11:55 am 1:40 pm Sep 7 - Sep 7
4903 11:55 am 1:40 pm Oct 3 - Oct 3
4903 11:55 am 1:40 pm Sep 12 - Sep 26
3590 12:45 pm 2:30 pm Sep 27 - Oct 23
3594 12:45 pm 2:30 pm Sep 11 - Sep 25
1426 4:00 pm 5:50 pm Oct 3 - Oct 24
1426 4:00 pm 5:45 pm Sep 12 - Sep 26
514 4:25 pm 6:15 pm Sep 27 - Oct 30
1710 4:30 pm 6:20 pm Sep 7 - Sep 10
514 4:30 pm 6:20 pm Sep 11 - Sep 25
1862 8:55 pm 10:40 pm Sep 6 - Sep 10
2581 8:55 pm 10:40 pm Sep 11 - Oct 30
Airports
Origin

Boston
$182
Destination

Chicago
$182
Airlines