Find Cheap 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: Thu Nov 30 2017 Return: Thu Dec 7 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
12:00a
BOS
3:35a
3h 35m
nonstop
BOS
12:00a
MDW
2:50a
2h 50m
nonstop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
6:33a
6h 33m
1 stop
BOS
12:00a
MDW
4:17a
4h 17m
1 stop
Depart: Thu Jan 4 2018 Return: Wed Jan 10 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
BOS
6:17a
6h 17m
1 stop
BOS
12:00a
MDW
4:39a
4h 39m
1 stop
Depart: Wed Jan 31 2018 Return: Wed Feb 7 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
BOS
3:48a
3h 48m
1 stop
BOS
12:00a
MDW
4:10a
4h 10m
1 stop
Depart: Fri Feb 2 2018 Return: Sun Feb 4 2018 Trip spans 3 days
Delta
Delta
MDW
12:00a
BOS
5:20a
5h 20m
1 stop
BOS
12:00a
MDW
3:57a
3h 57m
1 stop
Depart: Tue Feb 20 2018 Return: Fri Feb 23 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
4:02a
4h 02m
1 stop
BOS
12:00a
MDW
6:14a
6h 14m
1 stop
Depart: Mon Mar 5 2018 Return: Tue Mar 13 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
BOS
4:12a
4h 12m
1 stop
BOS
12:00a
MDW
4:19a
4h 19m
1 stop
Depart: Wed May 16 2018 Return: Wed May 23 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
BOS
5:30a
5h 30m
1 stop
BOS
12:00a
MDW
6:19a
6h 19m
1 stop
Depart: Tue Nov 28 2017 Return: Sat Dec 2 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
BOS
4:23a
4h 23m
1 stop
BOS
12:00a
MDW
6:02a
6h 02m
1 stop
Depart: Sun Dec 3 2017 Return: Thu Dec 7 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
BOS
4:35a
4h 35m
1 stop
BOS
12:00a
MDW
6:48a
6h 48m
1 stop
Depart: Fri Apr 6 2018 Return: Mon Apr 9 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
5:30a
5h 30m
1 stop
BOS
12:00a
MDW
4:33a
4h 33m
1 stop
Depart: Fri Apr 27 2018 Return: Sat Apr 28 2018 Trip spans 2 days
Delta
Delta
MDW
12:00a
BOS
4:37a
4h 37m
1 stop
BOS
12:00a
MDW
6:59a
6h 59m
1 stop
Depart: Mon Jan 1 2018 Return: Sat Jan 6 2018 Trip spans 6 days
Delta
Delta
MDW
12:00a
BOS
5:56a
5h 56m
1 stop
BOS
12:00a
MDW
5:47a
5h 47m
1 stop
Depart: Sun Dec 31 2017 Return: Sat Jan 6 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
BOS
5:32a
5h 32m
1 stop
BOS
12:00a
MDW
5:47a
5h 47m
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
2151 5:15 am 8:25 am Dec 23 - Dec 30
5039 6:00 am 9:15 am Dec 20 - Jan 2
3679 6:15 am 9:30 am Dec 3 - Dec 24
3837 7:15 am 10:30 am Dec 2 - Dec 16
174 7:40 am 10:50 am Nov 28 - Dec 19
3679 8:30 am 11:45 am Dec 31 - Dec 31
5234 9:10 am 12:25 pm Dec 20 - Jan 2
6553 11:20 am 2:30 pm Dec 23 - Dec 30
6928 12:50 pm 4:00 pm Dec 20 - Jan 2
2880 1:50 pm 5:00 pm Dec 23 - Dec 30
3209 1:50 pm 5:00 pm Dec 31 - Dec 31
4167 1:50 pm 5:00 pm Dec 3 - Dec 17
4167 1:50 pm 5:00 pm Dec 24 - Dec 24
1293 1:55 pm 5:05 pm Dec 25 - Dec 25
616 1:55 pm 5:05 pm Nov 28 - Dec 19
4301 2:15 pm 5:25 pm Dec 2 - Dec 16
5379 3:05 pm 6:15 pm Dec 20 - Jan 2
791 6:20 pm 9:30 pm Dec 20 - Jan 2
5212 6:25 pm 9:35 pm Dec 31 - Dec 31
990 6:45 pm 9:55 pm Dec 25 - Dec 25
990 6:45 pm 9:55 pm Nov 28 - Dec 19
4754 7:15 pm 10:25 pm Dec 3 - Dec 17
1735 7:50 pm 11:00 pm Dec 29 - Jan 2
1735 7:50 pm 11:00 pm Dec 20 - Dec 28
5739 7:50 pm 11:00 pm Dec 22 - Dec 26
2504 9:05 pm 12:15 am Dec 23 - Dec 30
5639 9:15 pm 12:25 am Dec 2 - Dec 16
1386 10:30 pm 1:45 am Dec 15 - Dec 19
3687 10:45 pm 1:55 am Dec 23 - Dec 30
6201 10:45 pm 1:55 am Dec 20 - Jan 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$138
Destination

Boston
$138
Airlines