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

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 Chicago Midway to Boston Logan International

(Round-trip)
Depart: Wed Apr 5 2017 Return: Wed Apr 12 2017 Trip spans 8 days
Delta
Delta
MDW
2:45a
BOS
6:58a
4h 13m
1 stop
BOS
3:00a
MDW
9:24a
6h 24m
1 stop
Depart: Thu Apr 6 2017 Return: Tue Apr 11 2017 Trip spans 6 days
Delta
Delta
MDW
8:59a
BOS
2:02p
5h 03m
1 stop
BOS
7:07a
MDW
1:11p
6h 04m
1 stop
Depart: Mon Apr 10 2017 Return: Tue Apr 11 2017 Trip spans 2 days
Delta
Delta
MDW
1:27p
BOS
6:49p
5h 22m
1 stop
BOS
8:15a
MDW
2:18p
6h 03m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
MDW
8:29a
BOS
12:48p
4h 19m
1 stop
BOS
3:00a
MDW
9:24a
6h 24m
1 stop
Depart: Tue Apr 18 2017 Return: Mon Apr 24 2017 Trip spans 7 days
Delta
Delta
MDW
2:45p
BOS
6:47p
4h 02m
1 stop
BOS
1:15p
MDW
7:25p
6h 10m
1 stop
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Delta
Delta
MDW
11:10a
BOS
4:44p
5h 34m
1 stop
BOS
3:00a
MDW
9:24a
6h 24m
1 stop
Depart: Tue May 2 2017 Return: Thu May 4 2017 Trip spans 3 days
Delta
Delta
MDW
11:20a
BOS
4:28p
5h 08m
1 stop
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Wed May 3 2017 Return: Sat May 6 2017 Trip spans 4 days
Delta
Delta
MDW
5:16a
BOS
10:53a
5h 37m
1 stop
BOS
10:55a
MDW
4:58p
6h 03m
1 stop
Depart: Fri May 5 2017 Return: Sat May 6 2017 Trip spans 2 days
Delta
Delta
MDW
2:40p
BOS
6:57p
4h 17m
1 stop
BOS
8:21a
MDW
1:55p
5h 34m
1 stop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Delta
Delta
MDW
7:04a
BOS
2:04p
7h 00m
1 stop
BOS
12:47p
MDW
5:35p
4h 48m
1 stop
Depart: Tue May 9 2017 Return: Thu May 11 2017 Trip spans 3 days
Delta
Delta
MDW
5:16a
BOS
10:53a
5h 37m
1 stop
BOS
3:00a
MDW
9:23a
6h 23m
1 stop
Depart: Wed May 10 2017 Return: Tue May 16 2017 Trip spans 7 days
Delta
Delta
MDW
1:00p
BOS
7:02p
6h 02m
1 stop
BOS
7:42a
MDW
1:57p
6h 15m
1 stop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Delta
Delta
MDW
2:40p
BOS
6:57p
4h 17m
1 stop
BOS
10:55a
MDW
7:19p
8h 24m
1 stop
Depart: Wed May 17 2017 Return: Sat May 20 2017 Trip spans 4 days
Delta
Delta
MDW
5:16a
BOS
10:53a
5h 37m
1 stop
BOS
10:55a
MDW
7:19p
8h 24m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
MDW
5:15a
BOS
8:55a
3h 40m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Sat Sep 2 2017 Return: Sat Sep 9 2017 Trip spans 8 days
Delta
Delta
MDW
1:10p
BOS
7:09p
5h 59m
1 stop
BOS
1:35a
MDW
5:48a
4h 13m
1 stop
Depart: Sat Sep 9 2017 Return: Sat Sep 16 2017 Trip spans 8 days
Delta
Delta
MDW
1:59p
BOS
7:40p
5h 41m
1 stop
BOS
1:35a
MDW
6:18a
4h 43m
1 stop
Depart: Wed Sep 20 2017 Return: Tue Sep 26 2017 Trip spans 7 days
Delta
Delta
MDW
5:15a
BOS
8:55a
3h 40m
1 stop
BOS
7:00a
MDW
12:59p
5h 59m
1 stop
Depart: Mon May 15 2017 Return: Thu May 18 2017 Trip spans 4 days
Delta
Delta
MDW
1:00p
BOS
6:57p
5h 57m
1 stop
BOS
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Delta
Delta
MDW
5:16a
BOS
10:53a
5h 37m
1 stop
BOS
12:00p
MDW
5:43p
5h 43m
1 stop
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
349 6:15 am 9:30 am Mar 29 - Apr 24
2633 6:45 am 10:00 am Apr 30 - May 21
2581 7:05 am 10:20 am Apr 29 - Jun 3
735 7:05 am 10:20 am Apr 1 - Apr 22
429 7:15 am 10:35 am Apr 25 - May 8
3735 8:00 am 11:10 am Apr 2 - Apr 23
4450 10:05 am 1:20 pm Apr 29 - Jun 3
1587 1:45 pm 5:05 pm Apr 26 - Apr 26
1587 1:45 pm 5:05 pm Apr 27 - May 8
1587 1:45 pm 5:05 pm Apr 25 - Apr 25
4074 1:45 pm 5:00 pm Apr 1 - Apr 22
5023 1:50 pm 5:10 pm Apr 29 - May 6
1501 2:20 pm 5:35 pm Mar 29 - Apr 24
2368 2:40 pm 5:55 pm Apr 30 - May 21
4318 2:50 pm 6:00 pm Apr 2 - Apr 16
4318 2:50 pm 6:00 pm Apr 23 - Apr 23
220 6:50 pm 10:05 pm Apr 26 - May 26
220 6:55 pm 10:10 pm Apr 25 - Apr 25
10 7:00 pm 10:15 pm Apr 30 - May 21
1146 9:00 pm 12:10 am Apr 1 - Apr 22
4393 9:25 pm 12:40 am Apr 29 - May 27
1443 9:45 pm 12:55 am Mar 29 - Apr 24
595 9:50 pm 1:05 am Apr 25 - Jun 2
4183 9:55 pm 1:10 am Apr 30 - May 28
4177 10:15 pm 1:25 am Apr 2 - Apr 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$194
Destination

Boston
$194
Airlines