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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
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: Fri Aug 28 2015 Return: Mon Aug 31 2015 Trip spans 4 days
Southwest
Southwest
MDW
1:30a
BOS
3:40a
2h 10m
nonstop
BOS
1:30a
MDW
4:20a
2h 50m
nonstop
Depart: Wed Aug 26 2015 Return: Tue Sep 1 2015 Trip spans 7 days
Delta
Delta
MDW
8:31a
BOS
12:20p
3h 49m
1 stop
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
Depart: Tue Sep 1 2015 Return: Wed Sep 2 2015 Trip spans 2 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
10:32a
MDW
3:55p
5h 23m
1 stop
Depart: Wed Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Delta
Delta
MDW
2:35p
BOS
6:43p
4h 08m
1 stop
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
Depart: Sat Sep 5 2015 Return: Tue Sep 8 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:59p
4h 24m
1 stop
BOS
3:10a
MDW
9:23a
6h 13m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:59p
4h 24m
1 stop
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Delta
Delta
MDW
3:00a
BOS
6:54a
3h 54m
1 stop
BOS
5:16a
MDW
9:23a
4h 07m
1 stop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Delta
Delta
MDW
8:26a
BOS
12:20p
3h 54m
1 stop
BOS
1:55a
MDW
6:20a
4h 25m
1 stop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:59p
4h 24m
1 stop
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
8:34a
MDW
12:59p
4h 25m
1 stop
Depart: Wed Sep 23 2015 Return: Sat Sep 26 2015 Trip spans 4 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
8:34a
MDW
12:53p
4h 19m
1 stop
Depart: Sat Sep 26 2015 Return: Tue Sep 29 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:59p
4h 24m
1 stop
BOS
10:42a
MDW
2:54p
4h 12m
1 stop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
1:45a
MDW
5:48a
4h 03m
1 stop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Delta
Delta
MDW
5:17a
BOS
9:02a
3h 45m
1 stop
BOS
1:45a
MDW
5:48a
4h 03m
1 stop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Delta
Delta
MDW
12:35p
BOS
4:27p
3h 52m
1 stop
BOS
8:32a
MDW
12:56p
4h 24m
1 stop
Depart: Tue Oct 6 2015 Return: Tue Oct 13 2015 Trip spans 8 days
Delta
Delta
MDW
2:35p
BOS
6:41p
4h 06m
1 stop
BOS
5:15a
MDW
9:14a
3h 59m
1 stop
Depart: Wed Oct 7 2015 Return: Tue Oct 13 2015 Trip spans 7 days
Delta
Delta
MDW
8:36a
BOS
12:21p
3h 45m
1 stop
BOS
8:32a
MDW
12:56p
4h 24m
1 stop
Depart: Sat Oct 10 2015 Return: Tue Oct 13 2015 Trip spans 4 days
Delta
Delta
MDW
8:36a
BOS
12:21p
3h 45m
1 stop
BOS
1:50a
MDW
9:14a
7h 24m
1 stop
Depart: Tue Oct 13 2015 Return: Wed Oct 14 2015 Trip spans 2 days
Delta
Delta
MDW
12:35p
BOS
4:27p
3h 52m
1 stop
BOS
1:50a
MDW
5:48a
3h 58m
1 stop
Depart: Wed Oct 14 2015 Return: Sat Oct 17 2015 Trip spans 4 days
Delta
Delta
MDW
2:35p
BOS
6:41p
4h 06m
1 stop
BOS
8:32a
MDW
12:56p
4h 24m
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
2784 5:30 am 8:40 am Sep 8 - Oct 30
2784 5:30 am 8:40 am Aug 9 - Sep 4
3152 6:45 am 9:55 am Aug 15 - Aug 29
6153 6:45 am 9:55 am Sep 5 - Sep 5
595 7:55 am 11:05 am Sep 8 - Sep 10
595 7:55 am 11:05 am Aug 10 - Sep 4
595 7:55 am 11:05 am Sep 7 - Sep 7
2114 8:10 am 11:20 am Aug 9 - Aug 30
2033 9:00 am 12:10 pm Sep 6 - Sep 6
4485 10:50 am 2:05 pm Aug 22 - Aug 29
4485 10:50 am 2:05 pm Aug 15 - Aug 15
5232 10:50 am 2:05 pm Sep 5 - Sep 5
2024 1:30 pm 4:50 pm Sep 5 - Sep 5
3041 1:30 pm 4:50 pm Sep 7 - Sep 10
3041 1:30 pm 4:50 pm Aug 9 - Sep 4
4532 1:30 pm 4:50 pm Aug 15 - Aug 29
564 1:30 pm 4:50 pm Sep 6 - Sep 6
1296 5:05 pm 8:20 pm Sep 7 - Sep 7
1488 5:05 pm 8:20 pm Sep 6 - Sep 6
286 5:05 pm 8:20 pm Aug 9 - Aug 30
286 5:05 pm 8:20 pm Sep 8 - Sep 10
286 5:05 pm 8:20 pm Aug 10 - Sep 4
3501 5:45 pm 9:00 pm Aug 15 - Aug 29
5638 8:40 pm 11:55 pm Sep 5 - Sep 5
728 8:40 pm 11:55 pm Aug 15 - Aug 15
728 8:40 pm 11:55 pm Aug 22 - Aug 29
2269 9:40 pm 12:55 am Sep 6 - Sep 10
2269 9:45 pm 12:55 am Aug 16 - Sep 4
2269 9:45 pm 12:55 am Aug 9 - Aug 14
Airports
Origin

Chicago
$183
Destination

Boston
$183