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: Sat Apr 29 2017 Return: Mon May 1 2017 Trip spans 3 days
Delta
Delta
BOS
12:00p
MDW
7:23p
7h 23m
1 stop
MDW
1:00p
BOS
6:57p
5h 57m
1 stop
Depart: Mon May 1 2017 Return: Mon May 8 2017 Trip spans 8 days
Delta
Delta
BOS
12:47p
MDW
5:35p
4h 48m
1 stop
MDW
2:40p
BOS
6:57p
4h 17m
1 stop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Delta
Delta
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
MDW
2:40p
BOS
7:02p
4h 22m
1 stop
Depart: Wed May 3 2017 Return: Thu May 4 2017 Trip spans 2 days
Delta
Delta
BOS
10:55a
MDW
5:00p
6h 05m
1 stop
MDW
5:16a
BOS
10:53a
5h 37m
1 stop
Depart: Thu May 4 2017 Return: Fri May 5 2017 Trip spans 2 days
Delta
Delta
BOS
3:00a
MDW
9:23a
6h 23m
1 stop
MDW
1:32p
BOS
6:41p
5h 09m
1 stop
Depart: Sat May 6 2017 Return: Mon May 8 2017 Trip spans 3 days
Delta
Delta
BOS
10:55a
MDW
4:58p
6h 03m
1 stop
MDW
2:40p
BOS
6:57p
4h 17m
1 stop
Depart: Mon May 8 2017 Return: Tue May 9 2017 Trip spans 2 days
Delta
Delta
BOS
1:20p
MDW
7:20p
6h 00m
1 stop
MDW
8:05a
BOS
2:08p
6h 03m
1 stop
Depart: Tue May 9 2017 Return: Wed May 10 2017 Trip spans 2 days
Delta
Delta
BOS
8:39a
MDW
2:59p
6h 20m
1 stop
MDW
2:55a
BOS
6:59a
4h 04m
1 stop
Depart: Wed May 10 2017 Return: Tue May 16 2017 Trip spans 7 days
Delta
Delta
BOS
10:55a
MDW
5:00p
6h 05m
1 stop
MDW
1:00p
BOS
4:59p
3h 59m
1 stop
Depart: Thu May 11 2017 Return: Tue May 16 2017 Trip spans 6 days
Delta
Delta
BOS
7:10a
MDW
1:19p
6h 09m
1 stop
MDW
1:00p
BOS
6:57p
5h 57m
1 stop
Depart: Fri May 12 2017 Return: Tue May 16 2017 Trip spans 5 days
Delta
Delta
BOS
2:00a
MDW
7:29a
5h 29m
1 stop
MDW
2:40p
BOS
6:57p
4h 17m
1 stop
Depart: Tue May 16 2017 Return: Wed May 17 2017 Trip spans 2 days
Delta
Delta
BOS
2:00a
MDW
7:29a
5h 29m
1 stop
MDW
2:55a
BOS
6:59a
4h 04m
1 stop
Depart: Tue May 23 2017 Return: Wed May 31 2017 Trip spans 9 days
Delta
Delta
BOS
1:20p
MDW
7:20p
6h 00m
1 stop
MDW
1:00p
BOS
7:02p
6h 02m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
BOS
4:25a
MDW
10:33a
6h 08m
1 stop
MDW
8:15a
BOS
2:02p
5h 47m
1 stop
Depart: Wed May 31 2017 Return: Sat Jun 3 2017 Trip spans 4 days
Delta
Delta
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
MDW
11:55a
BOS
7:56p
8h 01m
1 stop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
MDW
1:52p
BOS
7:56p
6h 04m
1 stop
Depart: Fri Jun 2 2017 Return: Sat Jun 3 2017 Trip spans 2 days
Delta
Delta
BOS
8:15a
MDW
2:17p
6h 02m
1 stop
MDW
11:55a
BOS
7:56p
8h 01m
1 stop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
BOS
1:20p
MDW
7:19p
5h 59m
1 stop
MDW
1:52p
BOS
7:59p
6h 07m
1 stop
Depart: Thu Jun 8 2017 Return: Tue Jun 13 2017 Trip spans 6 days
Delta
Delta
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
MDW
8:16a
BOS
2:38p
6h 22m
1 stop
Depart: Tue Jun 13 2017 Return: Fri Jun 16 2017 Trip spans 4 days
Delta
Delta
BOS
3:10a
MDW
9:19a
6h 09m
1 stop
MDW
1:59p
BOS
7:59p
6h 00m
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
4409 5:25 am 7:05 am Apr 29 - Jun 3
2230 5:45 am 7:25 am Apr 25 - May 26
2230 5:45 am 7:25 am May 30 - Jun 2
2623 6:00 am 7:40 am Apr 30 - May 21
968 7:05 am 8:50 am May 29 - May 29
2566 7:50 am 9:30 am Apr 29 - May 6
2566 7:50 am 9:30 am May 13 - Jun 3
2622 8:30 am 10:15 am Apr 30 - May 28
1670 8:55 am 10:40 am May 30 - Jun 2
1670 8:55 am 10:40 am Apr 25 - May 26
1501 9:20 am 11:05 am May 29 - May 29
3238 1:55 pm 3:35 pm May 8 - May 8
3238 1:55 pm 3:35 pm May 3 - May 12
3238 1:55 pm 3:35 pm Apr 25 - May 2
3238 1:55 pm 3:35 pm May 15 - Jun 2
5316 2:00 pm 3:40 pm Apr 29 - Jun 3
3396 3:55 pm 5:35 pm Apr 29 - Jun 3
3075 4:35 pm 6:15 pm Apr 30 - May 28
776 4:35 pm 6:15 pm May 9 - Jun 2
776 4:35 pm 6:15 pm Apr 26 - May 8
4244 8:10 pm 9:55 pm Apr 30 - May 7
4244 8:10 pm 9:55 pm May 14 - May 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Boston
$204
Destination

Chicago
$204
Airlines