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: Fri Mar 18 2016 Return: Mon Mar 21 2016 Trip spans 4 days
Southwest
Southwest
MDW
3:25a
BOS
5:35a
2h 10m
nonstop
BOS
1:30a
MDW
4:15a
2h 45m
nonstop
Depart: Wed Feb 24 2016 Return: Thu Feb 25 2016 Trip spans 2 days
Delta
Delta
MDW
11:40a
BOS
4:05p
4h 25m
1 stop
BOS
3:55a
MDW
8:23a
4h 28m
1 stop
Depart: Thu Feb 25 2016 Return: Fri Feb 26 2016 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
5:52a
3h 52m
1 stop
BOS
12:50a
MDW
7:52a
7h 02m
1 stop
Depart: Fri Feb 26 2016 Return: Sat Feb 27 2016 Trip spans 2 days
Delta
Delta
MDW
6:17a
BOS
11:19a
5h 02m
1 stop
BOS
12:30a
MDW
5:15a
4h 45m
1 stop
Depart: Sun Feb 28 2016 Return: Tue Mar 1 2016 Trip spans 3 days
Delta
Delta
MDW
1:40p
BOS
6:03p
4h 23m
1 stop
BOS
3:30a
MDW
10:58a
7h 28m
1 stop
Depart: Mon Feb 29 2016 Return: Tue Mar 1 2016 Trip spans 2 days
Delta
Delta
MDW
1:35a
BOS
7:42a
6h 07m
1 stop
BOS
3:55a
MDW
8:23a
4h 28m
1 stop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
5:52a
3h 52m
1 stop
BOS
9:23a
MDW
5:33p
8h 10m
1 stop
Depart: Wed Mar 2 2016 Return: Thu Mar 3 2016 Trip spans 2 days
Delta
Delta
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
BOS
6:25a
MDW
3:05p
8h 40m
1 stop
Depart: Thu Mar 3 2016 Return: Fri Mar 4 2016 Trip spans 2 days
Delta
Delta
MDW
4:23a
BOS
9:40a
5h 17m
1 stop
BOS
1:00a
MDW
6:34a
5h 34m
1 stop
Depart: Fri Mar 4 2016 Return: Sun Mar 6 2016 Trip spans 3 days
Delta
Delta
MDW
10:31a
BOS
6:37p
8h 06m
1 stop
BOS
1:00a
MDW
6:34a
5h 34m
1 stop
Depart: Sat Mar 5 2016 Return: Wed Mar 9 2016 Trip spans 5 days
Delta
Delta
MDW
12:45a
BOS
4:50a
4h 05m
1 stop
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
Depart: Sun Mar 6 2016 Return: Mon Mar 7 2016 Trip spans 2 days
Delta
Delta
MDW
4:00a
BOS
9:40a
5h 40m
1 stop
BOS
1:00a
MDW
7:39a
6h 39m
1 stop
Depart: Mon Mar 7 2016 Return: Tue Mar 8 2016 Trip spans 2 days
Delta
Delta
MDW
1:30p
BOS
5:54p
4h 24m
1 stop
BOS
2:07a
MDW
8:22a
6h 15m
1 stop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
5:55a
3h 55m
1 stop
BOS
9:40a
MDW
1:55p
4h 15m
1 stop
Depart: Wed Mar 9 2016 Return: Thu Mar 10 2016 Trip spans 2 days
Delta
Delta
MDW
1:30p
BOS
5:54p
4h 24m
1 stop
BOS
3:00a
MDW
10:43a
7h 43m
1 stop
Depart: Thu Mar 10 2016 Return: Mon Mar 14 2016 Trip spans 4 days
Delta
Delta
MDW
4:23a
BOS
8:00a
3h 37m
1 stop
BOS
5:00a
MDW
9:22a
4h 22m
1 stop
Depart: Fri Mar 11 2016 Return: Mon Mar 14 2016 Trip spans 3 days
Delta
Delta
MDW
4:23a
BOS
9:40a
5h 17m
1 stop
BOS
5:00a
MDW
9:22a
4h 22m
1 stop
Depart: Mon Mar 14 2016 Return: Tue Mar 15 2016 Trip spans 2 days
Delta
Delta
MDW
8:57a
BOS
2:31p
5h 34m
1 stop
BOS
12:40p
MDW
5:10p
4h 30m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 16 2016 Trip spans 2 days
Delta
Delta
MDW
12:35p
BOS
4:45p
4h 10m
1 stop
BOS
10:40a
MDW
2:55p
4h 15m
1 stop
Depart: Wed Mar 16 2016 Return: Thu Mar 17 2016 Trip spans 2 days
Delta
Delta
MDW
5:23a
BOS
9:00a
3h 37m
1 stop
BOS
5:00a
MDW
9:22a
4h 22m
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
1010 6:30 am 9:40 am Mar 12 - Mar 12
1010 6:30 am 9:40 am Mar 19 - Apr 9
1349 7:00 am 10:15 am Jan 30 - Mar 5
380 7:25 am 10:35 am Mar 10 - Mar 11
380 7:25 am 10:35 am Mar 14 - Apr 11
1296 7:30 am 10:40 am Feb 12 - Feb 26
1296 7:30 am 10:40 am Mar 4 - Mar 8
1296 7:30 am 10:40 am Feb 11 - Mar 3
3832 7:30 am 10:45 am Mar 9 - Mar 9
4018 8:35 am 11:45 am Mar 13 - Apr 10
2645 1:25 pm 4:40 pm Feb 1 - Mar 8
3134 1:25 pm 4:40 pm Feb 14 - Mar 6
5623 1:25 pm 4:40 pm Mar 9 - Mar 9
3158 1:30 pm 4:45 pm Feb 6 - Mar 5
4395 2:00 pm 5:05 pm Mar 13 - Apr 11
4395 2:00 pm 5:05 pm Mar 10 - Mar 12
1587 5:20 pm 8:40 pm Jan 30 - Mar 5
297 8:30 pm 11:40 pm Mar 19 - Apr 9
297 8:30 pm 11:40 pm Mar 12 - Mar 12
3864 9:00 pm 12:15 am Jan 30 - Mar 5
1066 9:20 pm 12:35 am Jan 31 - Mar 8
1582 9:45 pm 12:55 am Mar 10 - Mar 11
1582 9:45 pm 12:55 am Mar 13 - Apr 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$193
Destination

Boston
$193