Find Cheap Flights to Boston Logan International

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: Tue Jul 25 2017 Return: Wed Sep 13 2017 Trip spans 51 days
Delta
Delta
MDW
2:55a
BOS
6:55a
4h 00m
1 stop
BOS
10:46a
MDW
3:05p
4h 19m
1 stop
Depart: Wed Jul 26 2017 Return: Wed Sep 13 2017 Trip spans 50 days
Delta
Delta
MDW
5:18a
BOS
10:47a
5h 29m
1 stop
BOS
10:46a
MDW
3:05p
4h 19m
1 stop
Depart: Wed Aug 16 2017 Return: Tue Aug 29 2017 Trip spans 14 days
Delta
Delta
MDW
8:53a
BOS
2:25p
5h 32m
1 stop
BOS
7:00a
MDW
1:15p
6h 15m
1 stop
Depart: Tue Sep 19 2017 Return: Tue Sep 26 2017 Trip spans 8 days
Delta
Delta
MDW
12:15p
BOS
5:22p
5h 07m
1 stop
BOS
10:46a
MDW
3:05p
4h 19m
1 stop
Depart: Tue Sep 26 2017 Return: Wed Sep 27 2017 Trip spans 2 days
Delta
Delta
MDW
3:00a
BOS
6:59a
3h 59m
1 stop
BOS
8:40a
MDW
1:15p
4h 35m
1 stop
Depart: Wed Sep 27 2017 Return: Tue Oct 3 2017 Trip spans 7 days
Delta
Delta
MDW
3:00a
BOS
9:06a
6h 06m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Tue Oct 3 2017 Return: Wed Oct 11 2017 Trip spans 9 days
Delta
Delta
MDW
2:45p
BOS
6:46p
4h 01m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
Delta
Delta
MDW
5:15a
BOS
9:00a
3h 45m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Wed Oct 11 2017 Return: Wed Oct 18 2017 Trip spans 8 days
Delta
Delta
MDW
8:20a
BOS
2:55p
6h 35m
1 stop
BOS
6:45a
MDW
12:59p
6h 14m
1 stop
Depart: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
Delta
Delta
MDW
3:00a
BOS
6:54a
3h 54m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Wed Oct 18 2017 Return: Tue Oct 24 2017 Trip spans 7 days
Delta
Delta
MDW
8:20a
BOS
12:28p
4h 08m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Thu Nov 30 2017 Return: Sun Dec 3 2017 Trip spans 4 days
Delta
Delta
MDW
7:20a
BOS
1:55p
6h 35m
1 stop
BOS
3:30a
MDW
9:07a
5h 37m
1 stop
Depart: Sat Sep 9 2017 Return: Tue Sep 12 2017 Trip spans 4 days
Delta
Delta
MDW
11:01a
BOS
7:35p
8h 34m
1 stop
BOS
10:38a
MDW
4:08p
5h 30m
1 stop
Depart: Mon Sep 25 2017 Return: Wed Sep 27 2017 Trip spans 3 days
Delta
Delta
MDW
12:50p
BOS
6:53p
6h 03m
1 stop
BOS
8:40a
MDW
1:15p
4h 35m
1 stop
Depart: Mon Oct 2 2017 Return: Tue Oct 3 2017 Trip spans 2 days
Delta
Delta
MDW
8:20a
BOS
2:55p
6h 35m
1 stop
BOS
10:35a
MDW
5:12p
6h 37m
1 stop
Depart: Mon Oct 23 2017 Return: Tue Oct 24 2017 Trip spans 2 days
Delta
Delta
MDW
2:45p
BOS
6:46p
4h 01m
1 stop
BOS
10:35a
MDW
3:08p
4h 33m
1 stop
Depart: Wed Oct 25 2017 Return: Sat Oct 28 2017 Trip spans 4 days
Delta
Delta
MDW
8:00a
BOS
1:45p
5h 45m
1 stop
BOS
8:00a
MDW
1:44p
5h 44m
1 stop
Depart: Mon Oct 30 2017 Return: Tue Nov 7 2017 Trip spans 9 days
Delta
Delta
MDW
8:20a
BOS
12:28p
4h 08m
1 stop
BOS
4:00a
MDW
8:34a
4h 34m
1 stop
Depart: Wed Nov 1 2017 Return: Thu Nov 2 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
BOS
7:45a
5h 45m
1 stop
BOS
2:00a
MDW
8:40a
6h 40m
1 stop
Depart: Fri Nov 3 2017 Return: Tue Nov 7 2017 Trip spans 5 days
Delta
Delta
MDW
5:15a
BOS
10:59a
5h 44m
1 stop
BOS
4:00a
MDW
8:34a
4h 34m
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
1707 5:25 am 8:35 am Jul 19 - Aug 14
401 5:45 am 9:00 am Aug 15 - Sep 29
2657 6:00 am 9:15 am Jul 22 - Aug 12
3542 6:00 am 9:15 am Aug 20 - Aug 27
371 6:05 am 9:20 am Aug 19 - Aug 26
107 7:30 am 10:45 am Jul 19 - Aug 14
3239 7:30 am 10:45 am Jul 23 - Aug 13
6207 7:35 am 10:50 am Aug 16 - Sep 1
153 7:45 am 11:00 am Jul 22 - Aug 12
6207 7:45 am 11:00 am Aug 15 - Aug 15
5946 8:00 am 11:15 am Aug 19 - Aug 26
5224 9:05 am 12:25 pm Jul 23 - Aug 13
3657 9:55 am 1:15 pm Aug 20 - Aug 27
3318 10:40 am 1:55 pm Jul 23 - Aug 13
1812 11:25 am 2:40 pm Jul 19 - Aug 14
2397 12:25 pm 3:40 pm Jul 23 - Aug 13
1391 1:40 pm 5:00 pm Aug 15 - Sep 29
1908 2:05 pm 5:25 pm Jul 23 - Aug 13
4571 2:10 pm 5:35 pm Aug 20 - Aug 27
3431 2:20 pm 5:40 pm Jul 19 - Aug 14
4523 2:40 pm 6:00 pm Aug 19 - Aug 26
1426 2:55 pm 6:15 pm Jul 22 - Aug 12
346 6:30 pm 9:45 pm Jul 19 - Aug 14
4373 7:00 pm 10:15 pm Jul 22 - Aug 12
2584 7:20 pm 10:40 pm Aug 19 - Sep 23
687 8:20 pm 11:40 pm Aug 15 - Sep 29
3956 8:25 pm 11:45 pm Aug 20 - Aug 27
5885 8:50 pm 12:05 am Jul 22 - Aug 12
4686 9:00 pm 12:15 am Aug 19 - Aug 26
4791 10:10 pm 1:30 am Aug 20 - Aug 27
2089 10:15 pm 1:30 am Jul 23 - Aug 13
1592 10:30 pm 1:45 am Jul 19 - Aug 14
4663 10:35 pm 1:50 am Jul 22 - Aug 12
1764 10:40 pm 1:55 am Aug 15 - Sep 29
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

We’re not the seller.
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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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
$174
Destination

Boston
$174
Airlines