Browse Origins:
Browse Destinations:

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 Feb 2 2015 Return: Tue Feb 3 2015 Trip spans 2 days
Delta
Delta
MDW
1:35p
BOS
5:34p
3h 59m
1 stop
BOS
9:28a
MDW
1:57p
4h 29m
1 stop
Depart: Tue Feb 3 2015 Return: Fri Feb 6 2015 Trip spans 4 days
Delta
Delta
MDW
4:00a
BOS
9:53a
5h 53m
1 stop
BOS
6:25a
MDW
12:52p
6h 27m
1 stop
Depart: Wed Feb 4 2015 Return: Thu Feb 5 2015 Trip spans 2 days
Delta
Delta
MDW
1:35p
BOS
5:34p
3h 59m
1 stop
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
Depart: Thu Feb 5 2015 Return: Fri Feb 6 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
5:56a
3h 56m
1 stop
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
Depart: Fri Feb 6 2015 Return: Sun Feb 8 2015 Trip spans 3 days
Delta
Delta
MDW
1:35p
BOS
5:34p
3h 59m
1 stop
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
Depart: Sat Feb 7 2015 Return: Sun Feb 8 2015 Trip spans 2 days
Delta
Delta
MDW
7:05a
BOS
2:18p
7h 13m
1 stop
BOS
9:28a
MDW
1:57p
4h 29m
1 stop
Depart: Sun Feb 8 2015 Return: Mon Feb 9 2015 Trip spans 2 days
Delta
Delta
MDW
2:10a
BOS
9:06a
6h 56m
1 stop
BOS
9:28a
MDW
1:57p
4h 29m
1 stop
Depart: Mon Feb 9 2015 Return: Tue Feb 10 2015 Trip spans 2 days
Delta
Delta
MDW
1:35p
BOS
5:34p
3h 59m
1 stop
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
Depart: Tue Feb 10 2015 Return: Wed Feb 11 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
5:56a
3h 56m
1 stop
BOS
7:31a
MDW
11:56a
4h 25m
1 stop
Depart: Wed Feb 11 2015 Return: Tue Feb 17 2015 Trip spans 7 days
Delta
Delta
MDW
2:00a
BOS
5:56a
3h 56m
1 stop
BOS
1:42p
MDW
6:03p
4h 21m
1 stop
Depart: Tue Feb 17 2015 Return: Sat Feb 21 2015 Trip spans 5 days
Delta
Delta
MDW
7:28a
BOS
1:11p
5h 43m
1 stop
BOS
1:05a
MDW
6:39a
5h 34m
1 stop
Depart: Wed Feb 18 2015 Return: Sat Feb 21 2015 Trip spans 4 days
Delta
Delta
MDW
2:05a
BOS
8:03a
5h 58m
1 stop
BOS
1:05a
MDW
9:08a
8h 03m
1 stop
Depart: Tue Feb 24 2015 Return: Sat Feb 28 2015 Trip spans 5 days
Delta
Delta
MDW
1:35p
BOS
5:36p
4h 01m
1 stop
BOS
12:45a
MDW
5:25a
4h 40m
1 stop
Depart: Wed Feb 25 2015 Return: Sat Feb 28 2015 Trip spans 4 days
Delta
Delta
MDW
7:56a
BOS
1:12p
5h 16m
1 stop
BOS
1:05a
MDW
9:08a
8h 03m
1 stop
Depart: Tue Mar 3 2015 Return: Wed Mar 4 2015 Trip spans 2 days
Delta
Delta
MDW
1:35p
BOS
5:32p
3h 57m
1 stop
BOS
1:50p
MDW
5:55p
4h 05m
1 stop
Depart: Wed Mar 4 2015 Return: Tue Mar 10 2015 Trip spans 6 days
Delta
Delta
MDW
4:20a
BOS
8:00a
3h 40m
1 stop
BOS
8:30a
MDW
12:51p
4h 21m
1 stop
Depart: Tue Mar 10 2015 Return: Wed Mar 11 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 11 2015 Return: Tue Mar 24 2015 Trip spans 14 days
Delta
Delta
MDW
3:00a
BOS
6:53a
3h 53m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Delta
Delta
MDW
3:00a
BOS
6:55a
3h 55m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
1 stop
Depart: Wed Mar 18 2015 Return: Tue Mar 24 2015 Trip spans 7 days
Delta
Delta
MDW
5:20a
BOS
9:00a
3h 40m
1 stop
BOS
2:50p
MDW
6:55p
4h 05m
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
384 6:15 am 9:25 am Mar 7 - Mar 7
2494 7:30 am 10:45 am Jan 27 - Feb 23
2494 7:30 am 10:45 am Feb 27 - Mar 6
3042 7:35 am 10:45 am Jan 31 - Feb 28
749 1:20 pm 4:35 pm Feb 8 - Mar 6
749 1:20 pm 4:35 pm Jan 27 - Feb 6
3492 1:40 pm 4:55 pm Feb 7 - Feb 7
3492 1:40 pm 4:55 pm Feb 14 - Feb 28
810 1:45 pm 4:55 pm Mar 7 - Mar 7
3550 7:50 pm 11:00 pm Mar 7 - Mar 7
3920 8:20 pm 11:30 pm Feb 21 - Feb 28
3920 8:20 pm 11:30 pm Feb 14 - Feb 14
3920 8:20 pm 11:30 pm Jan 31 - Feb 7
972 9:05 pm 12:20 am Jan 27 - Mar 6
Airports
Origin

Chicago
$184
Destination

Boston
$184
Airlines