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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
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: Wed Aug 2 2017 Return: Tue Aug 8 2017 Trip spans 7 days
Delta
Delta
BOS
12:00a
MDW
5:29a
5h 29m
1 stop
MDW
12:00a
BOS
5:39a
5h 39m
1 stop
Depart: Tue Aug 29 2017 Return: Tue Sep 5 2017 Trip spans 8 days
Delta
Delta
BOS
12:00a
MDW
5:40a
5h 40m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
Delta
Delta
BOS
12:00a
MDW
4:05a
4h 05m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Thu Aug 31 2017 Return: Tue Sep 5 2017 Trip spans 6 days
Delta
Delta
BOS
12:00a
MDW
3:48a
3h 48m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
5:34a
5h 34m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Sun Sep 3 2017 Return: Tue Sep 5 2017 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
3:48a
3h 48m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Wed Sep 6 2017 Return: Sat Sep 9 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
7:05a
7h 05m
1 stop
MDW
12:00a
BOS
7:14a
7h 14m
1 stop
Depart: Sun Sep 10 2017 Return: Mon Sep 11 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
5:32a
5h 32m
1 stop
MDW
12:00a
BOS
5:45a
5h 45m
1 stop
Depart: Mon Sep 11 2017 Return: Tue Sep 12 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
4:51a
4h 51m
1 stop
MDW
12:00a
BOS
3:58a
3h 58m
1 stop
Depart: Tue Sep 12 2017 Return: Wed Sep 13 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
4:19a
4h 19m
1 stop
MDW
12:00a
BOS
4:34a
4h 34m
1 stop
Depart: Wed Sep 13 2017 Return: Thu Sep 14 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
6:25a
6h 25m
1 stop
MDW
12:00a
BOS
3:58a
3h 58m
1 stop
Depart: Mon Sep 18 2017 Return: Wed Sep 20 2017 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
7:40a
7h 40m
1 stop
MDW
12:00a
BOS
5:52a
5h 52m
1 stop
Depart: Tue Sep 19 2017 Return: Wed Sep 20 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
4:19a
4h 19m
1 stop
MDW
12:00a
BOS
3:59a
3h 59m
1 stop
Depart: Wed Sep 20 2017 Return: Sat Sep 23 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:51a
4h 51m
1 stop
MDW
12:00a
BOS
5:39a
5h 39m
1 stop
Depart: Sat Sep 23 2017 Return: Mon Sep 25 2017 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
8:36a
8h 36m
1 stop
MDW
12:00a
BOS
5:24a
5h 24m
1 stop
Depart: Sun Sep 24 2017 Return: Mon Sep 25 2017 Trip spans 2 days
Delta
Delta
BOS
12:00a
MDW
5:32a
5h 32m
1 stop
MDW
12:00a
BOS
4:20a
4h 20m
1 stop
Depart: Tue Sep 26 2017 Return: Wed Oct 11 2017 Trip spans 16 days
Delta
Delta
BOS
12:00a
MDW
4:05a
4h 05m
1 stop
MDW
12:00a
BOS
3:45a
3h 45m
1 stop
Depart: Wed Sep 27 2017 Return: Sat Sep 30 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
3:48a
3h 48m
1 stop
MDW
12:00a
BOS
4:19a
4h 19m
1 stop
Depart: Thu Sep 28 2017 Return: Mon Oct 2 2017 Trip spans 5 days
Delta
Delta
BOS
12:00a
MDW
3:48a
3h 48m
1 stop
MDW
12:00a
BOS
6:35a
6h 35m
1 stop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
5:32a
5h 32m
1 stop
MDW
12:00a
BOS
5:44a
5h 44m
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
392 5:30 am 7:05 am Aug 15 - Sep 29
2832 5:40 am 7:15 am Jul 23 - Aug 13
692 5:50 am 7:25 am Jul 24 - Aug 14
1727 5:55 am 7:45 am Jul 22 - Aug 12
3532 6:00 am 7:35 am Aug 20 - Aug 27
2851 6:10 am 7:50 am Aug 19 - Aug 26
1557 7:30 am 9:10 am Aug 15 - Sep 29
2092 7:40 am 9:20 am Aug 19 - Sep 23
5215 7:40 am 9:25 am Jul 23 - Aug 13
3127 7:55 am 9:35 am Aug 20 - Aug 27
2660 9:45 am 11:30 am Jul 22 - Aug 12
1030 11:20 am 1:05 pm Jul 24 - Aug 14
4454 11:35 am 1:15 pm Jul 22 - Aug 12
2438 11:55 am 1:30 pm Aug 19 - Sep 23
2892 12:05 pm 1:50 pm Jul 23 - Aug 13
4755 12:15 pm 1:55 pm Aug 20 - Aug 27
6159 1:15 pm 2:55 pm Aug 15 - Sep 29
3260 1:50 pm 3:30 pm Jul 24 - Aug 14
3158 2:20 pm 4:00 pm Aug 19 - Aug 26
5474 2:35 pm 4:15 pm Jul 22 - Aug 12
494 3:15 pm 4:55 pm Jul 24 - Aug 14
2257 3:35 pm 5:15 pm Aug 19 - Aug 26
3856 3:50 pm 5:30 pm Aug 20 - Aug 27
4920 4:20 pm 6:05 pm Jul 23 - Aug 13
5386 4:30 pm 6:15 pm Jul 22 - Aug 12
734 4:40 pm 6:20 pm Aug 15 - Sep 29
878 5:05 pm 6:50 pm Jul 24 - Aug 14
387 7:05 pm 9:00 pm Jul 24 - Aug 14
5388 8:05 pm 9:50 pm Jul 23 - Aug 13
3599 8:50 pm 10:30 pm Aug 20 - Aug 27
1552 9:00 pm 10:45 pm Jul 22 - Aug 12
1915 9:05 pm 10:45 pm Aug 15 - Sep 29
3067 9:35 pm 11:15 pm Jul 23 - Aug 13
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Boston
$184
Destination

Chicago
$184
Airlines