Find Deals on Flights to Chicago Midway

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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights to Chicago Midway

(Round-trip)
Depart: Wed Jun 8 2016 Return: Wed Jun 15 2016 Trip spans 8 days
Southwest
Southwest
ATL
MDW
1h 50m
nonstop
MDW
ATL
1h 45m
nonstop
Depart: Wed May 25 2016 Return: Wed Jun 1 2016 Trip spans 8 days
Delta
Delta
ATL
MDW
1h 57m
nonstop
MDW
ATL
1h 56m
nonstop
Depart: Mon Sep 5 2016 Return: Mon Sep 12 2016 Trip spans 8 days
Major Airline
Major Airline
IAD
MDW
7h 09m
1 stop
MDW
IAD
6h 02m
1 stop
Depart: Tue May 10 2016 Return: Tue May 17 2016 Trip spans 8 days
Southwest
Southwest
DAL
MDW
2h 15m
nonstop
MDW
DAL
2h 20m
nonstop
Depart: Mon May 30 2016 Return: Thu Jun 30 2016 Trip spans 32 days
Southwest
Southwest
MSP
MDW
1h 35m
nonstop
MDW
MSP
1h 20m
nonstop
Depart: Wed Jun 1 2016 Return: Sat Jun 4 2016 Trip spans 4 days
Delta
Delta
ATL
MDW
1h 59m
nonstop
MDW
ATL
1h 48m
nonstop
Depart: Mon May 9 2016 Return: Wed May 11 2016 Trip spans 3 days
Southwest
Southwest
BWI
MDW
2h 00m
nonstop
MDW
BWI
1h 40m
nonstop
Depart: Fri Jun 3 2016 Return: Mon Jun 6 2016 Trip spans 4 days
Delta
Delta
MSP
MDW
1h 34m
nonstop
MDW
MSP
1h 30m
nonstop
Depart: Sat May 7 2016 Return: Mon May 9 2016 Trip spans 3 days
Southwest
Southwest
BOS
MDW
2h 40m
nonstop
MDW
BOS
2h 15m
nonstop
Depart: Thu Jun 9 2016 Return: Sat Jun 11 2016 Trip spans 3 days
Delta
Delta
ATL
MDW
2h 08m
nonstop
MDW
ATL
1h 49m
nonstop
Depart: Tue May 24 2016 Return: Wed Jun 1 2016 Trip spans 9 days
Southwest
Southwest
ATL
MDW
1h 50m
nonstop
MDW
ATL
1h 45m
nonstop
Depart: Sun Jun 12 2016 Return: Wed Jun 15 2016 Trip spans 4 days
Delta
Delta
ATL
MDW
2h 08m
nonstop
MDW
ATL
1h 51m
nonstop
Depart: Thu Jun 30 2016 Return: Mon Jul 4 2016 Trip spans 5 days
Major Airline
Major Airline
ATL
MDW
2h 05m
nonstop
MDW
ATL
1h 51m
nonstop
Depart: Wed Jun 15 2016 Return: Fri Jun 17 2016 Trip spans 3 days
Delta
Delta
MSP
MDW
1h 39m
nonstop
MDW
MSP
1h 35m
nonstop
Depart: Thu May 19 2016 Return: Sun May 22 2016 Trip spans 4 days
Southwest
Southwest
PHL
MDW
2h 15m
nonstop
MDW
PHL
1h 55m
nonstop
Depart: Fri Jul 1 2016 Return: Tue Jul 5 2016 Trip spans 5 days
Delta
Delta
MSP
MDW
1h 29m
nonstop
MDW
MSP
1h 26m
nonstop
Depart: Thu May 12 2016 Return: Fri May 13 2016 Trip spans 2 days
Major Airline
Major Airline
IAD
MDW
8h 50m
1 stop
MDW
IAD
5h 06m
1 stop
Depart: Sun May 8 2016 Return: Tue May 10 2016 Trip spans 3 days
Southwest
Southwest
BOS
MDW
2h 45m
nonstop
MDW
BOS
2h 15m
nonstop
Depart: Tue Jul 5 2016 Return: Wed Jul 6 2016 Trip spans 2 days
Delta
Delta
ATL
MDW
2h 04m
nonstop
MDW
ATL
1h 51m
nonstop
Depart: Sun May 15 2016 Return: Tue May 17 2016 Trip spans 3 days
Southwest
Southwest
BOS
MDW
2h 45m
nonstop
MDW
BOS
5h 10m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

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.

More questions or if you have a bad price to report to us
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Airports
Origin

Baltimore
$121
Minneapolis
$118
Atlanta
$88
Dallas
$114
Philadelphia
$127
Washington
$186
Boston
$124
Destination

Chicago
$88