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

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

Book cheap flights from Chicago Midway to Boston Logan International

(Round-trip)
Depart: Mon Mar 16 2015 Return: Wed Mar 18 2015 Trip spans 3 days
Delta
Delta
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
BOS
6:30a
MDW
12:51p
6h 21m
1 stop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Wed Mar 18 2015 Return: Fri Mar 20 2015 Trip spans 3 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Thu Mar 19 2015 Return: Fri Mar 20 2015 Trip spans 2 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Fri Mar 20 2015 Return: Mon Mar 23 2015 Trip spans 4 days
Delta
Delta
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
BOS
10:50a
MDW
5:03p
6h 13m
1 stop
Depart: Tue Mar 24 2015 Return: Wed Mar 25 2015 Trip spans 2 days
Delta
Delta
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Wed Mar 25 2015 Return: Fri Mar 27 2015 Trip spans 3 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
6:30a
MDW
12:51p
6h 21m
1 stop
Depart: Thu Mar 26 2015 Return: Mon Mar 30 2015 Trip spans 5 days
Delta
Delta
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Sun Mar 29 2015 Return: Wed Apr 1 2015 Trip spans 4 days
Delta
Delta
MDW
7:07a
BOS
2:03p
6h 56m
1 stop
BOS
12:06p
MDW
6:57p
6h 51m
1 stop
Depart: Mon Mar 30 2015 Return: Thu Apr 2 2015 Trip spans 4 days
Delta
Delta
MDW
1:14p
BOS
6:02p
4h 48m
1 stop
BOS
2:00a
MDW
7:32a
5h 32m
1 stop
Depart: Tue Mar 31 2015 Return: Wed Apr 1 2015 Trip spans 2 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
4:45a
MDW
9:18a
4h 33m
1 stop
Depart: Wed Apr 1 2015 Return: Thu Apr 2 2015 Trip spans 2 days
Delta
Delta
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
BOS
4:45a
MDW
9:18a
4h 33m
1 stop
Depart: Thu Apr 2 2015 Return: Sun Apr 5 2015 Trip spans 4 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
4:10a
MDW
9:49a
5h 39m
1 stop
Depart: Fri Apr 3 2015 Return: Sun Apr 5 2015 Trip spans 3 days
Delta
Delta
MDW
8:56a
BOS
2:07p
5h 11m
1 stop
BOS
4:10a
MDW
9:49a
5h 39m
1 stop
Depart: Sat Apr 4 2015 Return: Thu Apr 9 2015 Trip spans 6 days
Delta
Delta
MDW
1:14p
BOS
6:28p
5h 14m
1 stop
BOS
6:00a
MDW
12:55p
6h 55m
1 stop
Depart: Mon Apr 6 2015 Return: Wed Apr 8 2015 Trip spans 3 days
Delta
Delta
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
BOS
2:50p
MDW
6:45p
3h 55m
1 stop
Depart: Tue Apr 7 2015 Return: Wed Apr 8 2015 Trip spans 2 days
Delta
Delta
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
BOS
2:50p
MDW
6:45p
3h 55m
1 stop
Depart: Wed Apr 8 2015 Return: Thu Apr 9 2015 Trip spans 2 days
Delta
Delta
MDW
5:20a
BOS
12:00p
6h 40m
1 stop
BOS
4:45a
MDW
9:20a
4h 35m
1 stop
Depart: Thu Apr 9 2015 Return: Fri Apr 10 2015 Trip spans 2 days
Delta
Delta
MDW
5:20a
BOS
12:00p
6h 40m
1 stop
BOS
3:00a
MDW
9:20a
6h 20m
1 stop
Depart: Fri Apr 10 2015 Return: Mon Apr 13 2015 Trip spans 4 days
Delta
Delta
MDW
1:57p
BOS
7:08p
5h 11m
1 stop
BOS
6:00a
MDW
12:55p
6h 55m
1 stop
Change your search
Select an airline:  Southwest
Direct flights MDW to BOS on Southwest
Flight # Depart MDW Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
2602 6:15 am 9:25 am Mar 14 - Apr 4
331 7:20 am 10:30 am Apr 8 - May 22
2871 8:05 am 11:15 am Apr 7 - Apr 7
1803 8:10 am 11:20 am Apr 5 - Apr 6
1803 8:10 am 11:20 am Mar 8 - Apr 3
313 1:15 pm 4:30 pm Apr 8 - May 22
810 1:45 pm 4:55 pm Mar 14 - Mar 21
810 1:45 pm 4:55 pm Mar 28 - Mar 28
810 1:45 pm 4:55 pm Apr 4 - Apr 4
2692 2:35 pm 5:40 pm Apr 5 - Apr 6
2692 2:35 pm 5:40 pm Mar 8 - Apr 3
3801 2:35 pm 5:40 pm Apr 7 - Apr 7
4923 5:10 pm 8:25 pm Apr 8 - May 22
3550 7:50 pm 11:00 pm Mar 14 - Apr 4
1183 9:15 pm 12:25 am Mar 8 - Apr 3
1183 9:15 pm 12:25 am Apr 5 - Apr 6
2160 9:15 pm 12:25 am Apr 7 - Apr 7
1014 9:40 pm 12:55 am Apr 8 - May 22
Airports
Origin

Chicago
$184
Destination

Boston
$184
Airlines