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

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

Book cheap flights from Boston Logan International to Chicago Midway

(Round-trip)
Depart: Sat Feb 7 2015 Return: Sun Feb 8 2015 Trip spans 2 days
Delta
Delta
BOS
8:30a
MDW
5:33p
9h 03m
1 stop
MDW
7:59a
BOS
3:05p
7h 06m
1 stop
Depart: Sun Feb 8 2015 Return: Mon Feb 9 2015 Trip spans 2 days
Delta
Delta
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
MDW
7:30a
BOS
11:38a
4h 08m
1 stop
Depart: Mon Feb 9 2015 Return: Tue Feb 10 2015 Trip spans 2 days
Delta
Delta
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
MDW
2:00a
BOS
5:56a
3h 56m
1 stop
Depart: Tue Feb 10 2015 Return: Wed Feb 11 2015 Trip spans 2 days
Delta
Delta
BOS
11:38a
MDW
4:30p
4h 52m
1 stop
MDW
2:00a
BOS
5:56a
3h 56m
1 stop
Depart: Wed Feb 11 2015 Return: Tue Feb 24 2015 Trip spans 14 days
Delta
Delta
BOS
9:28a
MDW
4:30p
7h 02m
1 stop
MDW
7:40a
BOS
1:27p
5h 47m
1 stop
Depart: Tue Feb 24 2015 Return: Tue Mar 3 2015 Trip spans 8 days
Delta
Delta
BOS
2:00a
MDW
7:50a
5h 50m
1 stop
MDW
6:07a
BOS
10:56a
4h 49m
1 stop
Depart: Wed Feb 25 2015 Return: Tue Mar 3 2015 Trip spans 7 days
Delta
Delta
BOS
1:42p
MDW
6:03p
4h 21m
1 stop
MDW
7:40a
BOS
1:15p
5h 35m
1 stop
Depart: Sat Feb 28 2015 Return: Tue Mar 3 2015 Trip spans 4 days
Delta
Delta
BOS
1:05a
MDW
6:39a
5h 34m
1 stop
MDW
2:00a
BOS
5:55a
3h 55m
1 stop
Depart: Tue Mar 3 2015 Return: Tue Mar 10 2015 Trip spans 7 days
Delta
Delta
BOS
3:45a
MDW
8:18a
4h 33m
1 stop
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
Depart: Wed Mar 4 2015 Return: Tue Mar 10 2015 Trip spans 6 days
Delta
Delta
BOS
2:00a
MDW
8:18a
6h 18m
1 stop
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
Depart: Tue Mar 10 2015 Return: Wed Mar 11 2015 Trip spans 2 days
Delta
Delta
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
Depart: Wed Mar 11 2015 Return: Tue Mar 17 2015 Trip spans 7 days
Delta
Delta
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
MDW
3:00a
BOS
6:55a
3h 55m
1 stop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Delta
Delta
BOS
10:27a
MDW
2:58p
4h 31m
1 stop
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
Depart: Wed Mar 18 2015 Return: Tue Mar 24 2015 Trip spans 7 days
Delta
Delta
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
MDW
3:00a
BOS
6:55a
3h 55m
1 stop
Depart: Sat Mar 21 2015 Return: Wed Mar 25 2015 Trip spans 5 days
Delta
Delta
BOS
9:30a
MDW
5:43p
8h 13m
1 stop
MDW
8:56a
BOS
2:03p
5h 07m
1 stop
Depart: Tue Mar 24 2015 Return: Tue Mar 31 2015 Trip spans 8 days
Delta
Delta
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
Depart: Wed Mar 25 2015 Return: Tue Mar 31 2015 Trip spans 7 days
Delta
Delta
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
Depart: Tue Mar 31 2015 Return: Wed Apr 1 2015 Trip spans 2 days
Delta
Delta
BOS
8:30a
MDW
12:51p
4h 21m
1 stop
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
Depart: Wed Apr 1 2015 Return: Tue Apr 7 2015 Trip spans 7 days
Delta
Delta
BOS
8:35a
MDW
12:51p
4h 16m
1 stop
MDW
5:15a
BOS
9:02a
3h 47m
1 stop
Depart: Wed Apr 8 2015 Return: Tue Apr 14 2015 Trip spans 7 days
Delta
Delta
BOS
8:35a
MDW
12:55p
4h 20m
1 stop
MDW
2:35p
BOS
6:32p
3h 57m
1 stop
Change your search
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
142 5:40 am 7:35 am Mar 9 - Apr 6
1023 5:50 am 7:50 am Feb 27 - Mar 6
1023 5:50 am 7:50 am Jan 29 - Feb 23
1561 6:00 am 7:55 am Mar 7 - Mar 7
2725 6:35 am 8:30 am Jan 31 - Feb 28
4105 7:05 am 9:00 am Mar 8 - Apr 5
690 11:30 am 1:10 pm Mar 8 - Apr 6
264 11:35 am 1:15 pm Mar 7 - Mar 7
4199 12:30 pm 2:30 pm Feb 8 - Mar 1
3925 12:35 pm 2:35 pm Jan 29 - Mar 6
3792 2:20 pm 4:20 pm Jan 31 - Feb 28
169 2:40 pm 4:25 pm Mar 7 - Mar 7
1425 4:05 pm 6:05 pm Feb 8 - Mar 6
4813 4:40 pm 6:25 pm Mar 8 - Apr 6
2991 5:00 pm 6:55 pm Jan 31 - Feb 28
Airports
Origin

Boston
$184
Destination

Chicago
$184
Airlines