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

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 Boston Logan International to Chicago Midway

(Round-trip)
Depart: Sat Oct 28 2017 Return: Sat Nov 11 2017 Trip spans 15 days
Delta
Delta
BOS
12:00a
MDW
5:45a
5h 45m
1 stop
MDW
12:00a
BOS
7:04a
7h 04m
1 stop
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
5:20a
5h 20m
1 stop
MDW
12:00a
BOS
5:40a
5h 40m
1 stop
Depart: Sat Nov 4 2017 Return: Tue Nov 7 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
7:24a
7h 24m
1 stop
MDW
12:00a
BOS
4:25a
4h 25m
1 stop
Depart: Sat Dec 2 2017 Return: Wed Dec 6 2017 Trip spans 5 days
Delta
Delta
BOS
12:00a
MDW
5:17a
5h 17m
1 stop
MDW
12:00a
BOS
5:26a
5h 26m
1 stop
Depart: Sun Nov 12 2017 Return: Tue Nov 14 2017 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
5:41a
5h 41m
1 stop
MDW
12:00a
BOS
5:09a
5h 09m
1 stop
Depart: Fri Jan 26 2018 Return: Mon Jan 29 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:39a
4h 39m
1 stop
MDW
12:00a
BOS
4:18a
4h 18m
1 stop
Depart: Thu Feb 1 2018 Return: Sat Feb 3 2018 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
4:39a
4h 39m
1 stop
MDW
12:00a
BOS
4:14a
4h 14m
1 stop
Depart: Thu Dec 7 2017 Return: Sun Dec 10 2017 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:14a
4h 14m
1 stop
MDW
12:00a
BOS
4:23a
4h 23m
1 stop
Depart: Thu Mar 1 2018 Return: Sun Mar 4 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:09a
4h 09m
1 stop
MDW
12:00a
BOS
4:30a
4h 30m
1 stop
Depart: Fri Mar 2 2018 Return: Sun Mar 4 2018 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
3:57a
3h 57m
1 stop
MDW
12:00a
BOS
4:30a
4h 30m
1 stop
Depart: Fri Dec 1 2017 Return: Sun Dec 3 2017 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
6:15a
6h 15m
1 stop
MDW
12:00a
BOS
4:23a
4h 23m
1 stop
Depart: Thu Nov 9 2017 Return: Mon Nov 13 2017 Trip spans 5 days
Delta
Delta
BOS
12:00a
MDW
6:24a
6h 24m
1 stop
MDW
12:00a
BOS
3:45a
3h 45m
1 stop
Depart: Fri Apr 20 2018 Return: Fri Apr 27 2018 Trip spans 8 days
Delta
Delta
BOS
12:00a
MDW
6:19a
6h 19m
1 stop
MDW
12:00a
BOS
6:37a
6h 37m
1 stop
Depart: Wed Feb 21 2018 Return: Sat Feb 24 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
6:55a
6h 55m
1 stop
MDW
12:00a
BOS
4:27a
4h 27m
1 stop
Depart: Sat Mar 10 2018 Return: Wed Mar 14 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:27a
4h 27m
1 stop
MDW
12:00a
BOS
5:30a
5h 30m
1 stop
Depart: Fri Apr 13 2018 Return: Mon Apr 16 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
4:09a
4h 09m
1 stop
MDW
12:00a
BOS
6:37a
6h 37m
1 stop
Depart: Wed Apr 18 2018 Return: Fri Apr 20 2018 Trip spans 3 days
Delta
Delta
BOS
12:00a
MDW
4:09a
4h 09m
1 stop
MDW
12:00a
BOS
5:55a
5h 55m
1 stop
Depart: Thu Oct 26 2017 Return: Mon Oct 30 2017 Trip spans 5 days
Delta
Delta
BOS
12:00a
MDW
5:47a
5h 47m
1 stop
MDW
12:00a
BOS
5:48a
5h 48m
1 stop
Depart: Tue Nov 21 2017 Return: Sat Nov 25 2017 Trip spans 5 days
Delta
Delta
BOS
12:00a
MDW
3:58a
3h 58m
1 stop
MDW
12:00a
BOS
5:35a
5h 35m
1 stop
Depart: Tue Apr 17 2018 Return: Fri Apr 20 2018 Trip spans 4 days
Delta
Delta
BOS
12:00a
MDW
3:59a
3h 59m
1 stop
MDW
12:00a
BOS
5:30a
5h 30m
1 stop
Select an airline:  Southwest
Direct flights BOS to MDW on Southwest
Flight # Depart BOS Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
5037 5:00 am 6:50 am Nov 26 - Nov 27
5037 5:00 am 6:50 am Nov 17 - Nov 22
1613 5:05 am 6:55 am Nov 6 - Nov 16
1613 5:05 am 6:55 am Nov 20 - Nov 20
1711 5:05 am 6:55 am Nov 23 - Nov 23
1711 5:05 am 6:55 am Nov 24 - Nov 24
2142 5:30 am 7:20 am Nov 18 - Nov 25
4425 5:30 am 7:20 am Nov 11 - Nov 11
1416 5:50 am 7:30 am Nov 4 - Nov 4
3035 5:50 am 7:40 am Nov 5 - Nov 19
5493 6:00 am 7:55 am Nov 17 - Nov 22
5493 6:00 am 7:55 am Nov 26 - Nov 27
1067 7:15 am 9:05 am Oct 9 - Nov 3
5332 7:15 am 9:05 am Oct 7 - Oct 28
3516 7:55 am 9:40 am Oct 8 - Oct 29
2272 8:10 am 10:05 am Nov 11 - Nov 11
1983 9:00 am 10:45 am Nov 4 - Nov 4
2146 9:00 am 10:55 am Nov 18 - Nov 25
1598 10:10 am 12:00 pm Nov 26 - Nov 27
1598 10:10 am 12:00 pm Nov 17 - Nov 22
1812 11:05 am 12:55 pm Nov 23 - Nov 23
1812 11:05 am 12:55 pm Nov 24 - Nov 24
312 11:05 am 12:55 pm Nov 20 - Nov 20
312 11:05 am 12:55 pm Nov 6 - Nov 16
4010 11:55 am 1:40 pm Oct 9 - Nov 3
5721 12:05 pm 1:50 pm Oct 7 - Oct 28
2262 12:25 pm 2:05 pm Nov 4 - Nov 4
2211 12:50 pm 2:40 pm Nov 18 - Nov 25
3428 1:30 pm 3:20 pm Nov 19 - Nov 19
3428 1:30 pm 3:20 pm Nov 5 - Nov 12
6009 2:05 pm 3:45 pm Oct 8 - Oct 29
5579 2:10 pm 3:50 pm Oct 21 - Oct 28
3615 3:10 pm 5:05 pm Nov 17 - Nov 22
3615 3:10 pm 5:05 pm Nov 26 - Nov 27
2586 3:30 pm 5:20 pm Nov 11 - Nov 11
2697 3:30 pm 5:15 pm Nov 4 - Nov 4
5392 3:50 pm 5:35 pm Oct 7 - Oct 28
5152 4:00 pm 5:45 pm Oct 8 - Oct 29
4039 4:20 pm 6:05 pm Oct 16 - Nov 3
4649 4:25 pm 6:20 pm Nov 5 - Nov 19
4 4:30 pm 6:25 pm Nov 20 - Nov 20
4 4:30 pm 6:25 pm Nov 6 - Nov 13
4 4:30 pm 6:25 pm Nov 7 - Nov 16
6011 4:30 pm 6:25 pm Nov 24 - Nov 24
2477 4:35 pm 6:30 pm Nov 18 - Nov 25
137 4:45 pm 6:40 pm Nov 22 - Nov 27
5288 4:45 pm 6:40 pm Nov 17 - Nov 21
2276 5:00 pm 6:50 pm Nov 4 - Nov 4
5439 7:50 pm 9:45 pm Nov 6 - Nov 16
5439 7:50 pm 9:45 pm Nov 20 - Nov 20
802 8:15 pm 10:10 pm Nov 17 - Nov 22
802 8:15 pm 10:10 pm Nov 26 - Nov 27
1212 8:20 pm 10:05 pm Nov 1 - Nov 3
1212 8:20 pm 10:05 pm Oct 9 - Oct 30
2969 8:55 pm 10:50 pm Nov 5 - Nov 19
2747 9:15 pm 10:55 pm Oct 8 - Oct 29
1872 10:00 pm 11:50 pm Nov 18 - Nov 18
5 10:00 pm 11:50 pm Nov 25 - Nov 25
1183 10:20 pm 12:10 am Nov 17 - Nov 22
1183 10:20 pm 12:10 am Nov 26 - Nov 27
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Boston
$164
Destination

Chicago
$164
Airlines