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: Sat Sep 30 2017 Return: Tue Oct 3 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
6:17a
6h 17m
1 stop
BOS
12:00a
MDW
5:55a
5h 55m
1 stop
Depart: Mon Oct 2 2017 Return: Tue Oct 3 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
BOS
6:24a
6h 24m
1 stop
BOS
12:00a
MDW
3:53a
3h 53m
1 stop
Depart: Sat Oct 28 2017 Return: Sun Oct 29 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
BOS
6:43a
6h 43m
1 stop
BOS
12:00a
MDW
5:47a
5h 47m
1 stop
Depart: Wed Nov 1 2017 Return: Thu Nov 2 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
BOS
12:00a
MDW
3:53a
3h 53m
1 stop
Depart: Wed Nov 29 2017 Return: Thu Dec 7 2017 Trip spans 9 days
Delta
Delta
MDW
12:00a
BOS
6:31a
6h 31m
1 stop
BOS
12:00a
MDW
4:05a
4h 05m
1 stop
Depart: Fri Dec 1 2017 Return: Tue Dec 5 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
BOS
4:57a
4h 57m
1 stop
BOS
12:00a
MDW
5:36a
5h 36m
1 stop
Depart: Fri Dec 8 2017 Return: Mon Dec 11 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
5:55a
5h 55m
1 stop
BOS
12:00a
MDW
5:36a
5h 36m
1 stop
Depart: Wed Jan 17 2018 Return: Mon Jan 22 2018 Trip spans 6 days
Delta
Delta
MDW
12:00a
BOS
5:20a
5h 20m
1 stop
BOS
12:00a
MDW
6:49a
6h 49m
1 stop
Depart: Fri Jan 26 2018 Return: Sun Jan 28 2018 Trip spans 3 days
Delta
Delta
MDW
12:00a
BOS
4:27a
4h 27m
1 stop
BOS
12:00a
MDW
4:39a
4h 39m
1 stop
Depart: Sat Feb 17 2018 Return: Wed Feb 21 2018 Trip spans 5 days
Delta
Delta
MDW
12:00a
BOS
4:27a
4h 27m
1 stop
BOS
12:00a
MDW
6:53a
6h 53m
1 stop
Depart: Wed Mar 21 2018 Return: Tue Mar 27 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
BOS
5:30a
5h 30m
1 stop
BOS
12:00a
MDW
6:07a
6h 07m
1 stop
Depart: Thu Nov 9 2017 Return: Sun Nov 12 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
5:49a
5h 49m
1 stop
BOS
12:00a
MDW
5:41a
5h 41m
1 stop
Depart: Fri Nov 10 2017 Return: Sun Nov 12 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
BOS
5:59a
5h 59m
1 stop
BOS
12:00a
MDW
6:16a
6h 16m
1 stop
Depart: Wed Oct 11 2017 Return: Sun Oct 15 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
BOS
6:24a
6h 24m
1 stop
BOS
12:00a
MDW
5:47a
5h 47m
1 stop
Depart: Fri Oct 13 2017 Return: Mon Oct 16 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
5:37a
5h 37m
1 stop
BOS
12:00a
MDW
6:24a
6h 24m
1 stop
Depart: Fri Oct 13 2017 Return: Mon Oct 16 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
BOS
5:37a
5h 37m
1 stop
BOS
12:00a
MDW
6:24a
6h 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
403 5:30 am 8:40 am Oct 2 - Oct 5
401 5:45 am 9:00 am Sep 5 - Sep 29
3530 6:00 am 9:10 am Oct 1 - Oct 29
1048 6:20 am 9:35 am Sep 30 - Sep 30
6207 7:45 am 11:00 am Sep 5 - Sep 29
4559 8:05 am 11:15 am Oct 1 - Oct 1
3210 8:15 am 11:25 am Oct 7 - Oct 28
5663 10:55 am 2:05 pm Oct 2 - Nov 3
1391 1:40 pm 5:00 pm Sep 5 - Sep 29
1428 1:45 pm 5:05 pm Sep 30 - Sep 30
4248 1:55 pm 5:15 pm Oct 23 - Nov 3
4248 1:55 pm 5:15 pm Oct 20 - Oct 20
4248 1:55 pm 5:15 pm Oct 2 - Oct 19
5889 2:00 pm 5:20 pm Oct 1 - Oct 29
2988 2:45 pm 6:00 pm Oct 7 - Oct 28
6006 5:45 pm 9:00 pm Oct 1 - Oct 29
5839 6:00 pm 9:15 pm Oct 7 - Oct 28
907 6:50 pm 10:10 pm Sep 30 - Sep 30
687 8:20 pm 11:40 pm Sep 5 - Sep 29
1480 8:25 pm 11:40 pm Oct 2 - Oct 30
5426 9:05 pm 12:15 am Oct 7 - Oct 28
964 9:35 pm 12:50 am Sep 30 - Sep 30
5874 10:00 pm 1:15 am Oct 1 - Oct 29
4699 10:35 pm 1:45 am Oct 2 - Oct 30
1764 10:40 pm 1:55 am Sep 5 - Sep 29
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
$164
Destination

Boston
$164
Airlines