Find Deals on 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: Thu May 5 2016 Return: Sun May 8 2016 Trip spans 4 days
Southwest
Southwest
BOS
5:10p
MDW
7:50p
2h 40m
nonstop
MDW
2:10a
BOS
4:20a
2h 10m
nonstop
Depart: Sat Feb 27 2016 Return: Tue Mar 8 2016 Trip spans 11 days
Delta
Delta
BOS
11:39a
MDW
4:46p
5h 07m
1 stop
MDW
1:00a
BOS
9:07a
8h 07m
1 stop
Depart: Sun Feb 28 2016 Return: Mon Feb 29 2016 Trip spans 2 days
Delta
Delta
BOS
2:20a
MDW
10:58a
8h 38m
1 stop
MDW
6:17a
BOS
1:21p
7h 04m
1 stop
Depart: Mon Feb 29 2016 Return: Tue Mar 1 2016 Trip spans 2 days
Delta
Delta
BOS
3:55a
MDW
8:23a
4h 28m
1 stop
MDW
2:00a
BOS
5:52a
3h 52m
1 stop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
BOS
7:27a
MDW
12:05p
4h 38m
1 stop
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
Depart: Wed Mar 2 2016 Return: Thu Mar 3 2016 Trip spans 2 days
Delta
Delta
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
Depart: Thu Mar 3 2016 Return: Fri Mar 4 2016 Trip spans 2 days
Delta
Delta
BOS
5:57a
MDW
11:58a
6h 01m
1 stop
MDW
7:57a
BOS
11:44a
3h 47m
1 stop
Depart: Fri Mar 4 2016 Return: Wed Mar 9 2016 Trip spans 6 days
Delta
Delta
BOS
6:25a
MDW
3:05p
8h 40m
1 stop
MDW
7:57a
BOS
11:44a
3h 47m
1 stop
Depart: Sun Mar 6 2016 Return: Mon Mar 7 2016 Trip spans 2 days
Delta
Delta
BOS
1:00a
MDW
7:39a
6h 39m
1 stop
MDW
11:35a
BOS
3:45p
4h 10m
1 stop
Depart: Mon Mar 7 2016 Return: Tue Mar 8 2016 Trip spans 2 days
Delta
Delta
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
Delta
Delta
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
Depart: Wed Mar 9 2016 Return: Thu Mar 10 2016 Trip spans 2 days
Delta
Delta
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
Depart: Thu Mar 10 2016 Return: Fri Mar 11 2016 Trip spans 2 days
Delta
Delta
BOS
7:35a
MDW
11:58a
4h 23m
1 stop
MDW
4:23a
BOS
9:40a
5h 17m
1 stop
Depart: Mon Mar 14 2016 Return: Tue Mar 15 2016 Trip spans 2 days
Delta
Delta
BOS
10:40a
MDW
2:55p
4h 15m
1 stop
MDW
5:23a
BOS
9:00a
3h 37m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 16 2016 Trip spans 2 days
Delta
Delta
BOS
8:35a
MDW
12:58p
4h 23m
1 stop
MDW
3:00a
BOS
6:55a
3h 55m
1 stop
Depart: Wed Mar 16 2016 Return: Mon Mar 21 2016 Trip spans 6 days
Delta
Delta
BOS
12:29p
MDW
6:33p
6h 04m
1 stop
MDW
8:57a
BOS
12:44p
3h 47m
1 stop
Depart: Thu Mar 17 2016 Return: Mon Mar 21 2016 Trip spans 5 days
Delta
Delta
BOS
5:00a
MDW
9:22a
4h 22m
1 stop
MDW
2:30p
BOS
6:54p
4h 24m
1 stop
Depart: Fri Mar 18 2016 Return: Mon Mar 21 2016 Trip spans 4 days
Delta
Delta
BOS
6:57a
MDW
12:58p
6h 01m
1 stop
MDW
8:57a
BOS
2:31p
5h 34m
1 stop
Depart: Sat Mar 19 2016 Return: Tue Mar 22 2016 Trip spans 4 days
Delta
Delta
BOS
1:30a
MDW
6:17a
4h 47m
1 stop
MDW
5:09a
BOS
12:15p
7h 06m
1 stop
Depart: Sun Mar 20 2016 Return: Mon Mar 21 2016 Trip spans 2 days
Delta
Delta
BOS
3:07a
MDW
9:22a
6h 15m
1 stop
MDW
2:30p
BOS
6:54p
4h 24m
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
6581 5:30 am 7:15 am Mar 13 - Apr 10
938 5:30 am 7:15 am Mar 14 - Apr 11
938 5:30 am 7:15 am Mar 10 - Mar 11
1320 5:45 am 7:40 am Feb 1 - Mar 8
3847 5:45 am 7:40 am Mar 9 - Mar 9
4135 6:00 am 7:50 am Mar 12 - Mar 12
3241 6:05 am 8:05 am Jan 30 - Mar 5
413 6:25 am 8:25 am Feb 14 - Mar 6
4293 8:40 am 10:20 am Mar 12 - Mar 12
3696 10:50 am 12:45 pm Jan 30 - Mar 5
297 11:05 am 1:00 pm Feb 1 - Mar 8
297 11:05 am 1:00 pm Feb 14 - Mar 6
322 11:05 am 1:00 pm Mar 9 - Mar 9
3450 11:10 am 12:55 pm Mar 13 - Apr 11
3450 11:10 am 12:55 pm Mar 10 - Mar 11
1348 1:20 pm 3:15 pm Jan 30 - Mar 5
3088 3:30 pm 5:30 pm Jan 30 - Mar 5
1579 4:05 pm 6:10 pm Mar 9 - Mar 9
2411 4:05 pm 5:50 pm Mar 12 - Mar 12
448 4:05 pm 6:10 pm Feb 14 - Mar 6
448 4:05 pm 6:10 pm Feb 1 - Mar 8
6566 4:55 pm 6:45 pm Mar 13 - Apr 11
6566 4:55 pm 6:45 pm Mar 10 - Mar 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Boston
$177
Destination

Chicago
$177