Find Cheap Flights from Chicago Midway to North America

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 from Chicago Midway to North America

(Round-trip)
Depart: Thu May 4 2017 Return: Mon May 8 2017 Trip spans 5 days
Delta
Delta
MDW
MSP
1h 40m
nonstop
MSP
MDW
1h 45m
nonstop
Depart: Sun Jun 4 2017 Return: Thu Jun 8 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
MIA
1h 21m
nonstop
MIA
MDW
3h 21m
nonstop
Depart: Fri May 19 2017 Return: Sun May 21 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri May 5 2017 Return: Sun May 7 2017 Trip spans 3 days
Delta
Delta
MDW
MSP
1h 40m
nonstop
MSP
MDW
1h 43m
nonstop
Depart: Wed Aug 30 2017 Return: Thu Sep 21 2017 Trip spans 23 days
Volaris
Volaris
MDW
GDL
4h 16m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Wed May 31 2017 Return: Fri Jun 9 2017 Trip spans 10 days
Delta
Delta
MDW
MSP
1h 33m
nonstop
MSP
MDW
1h 45m
nonstop
Depart: Tue Jul 11 2017 Return: Sun Jul 23 2017 Trip spans 13 days
Southwest
Southwest
MDW
DFW
2h 15m
nonstop
DFW
MDW
2h 15m
nonstop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
MDW
MSP
1h 40m
nonstop
MSP
MDW
1h 42m
nonstop
Depart: Sat Jun 3 2017 Return: Sun Jun 4 2017 Trip spans 2 days
Delta
Delta
MDW
MSP
1h 39m
nonstop
MSP
MDW
1h 34m
nonstop
Depart: Tue Jul 4 2017 Return: Sat Jul 8 2017 Trip spans 5 days
Delta
Delta
MDW
MSP
1h 32m
nonstop
MSP
MDW
1h 37m
nonstop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
MIA
1h 21m
nonstop
MIA
MDW
3h 21m
nonstop
Depart: Fri Aug 4 2017 Return: Sun Aug 6 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri May 19 2017 Return: Sun May 21 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Sat Apr 29 2017 Return: Fri May 5 2017 Trip spans 7 days
Delta
Delta
MDW
MSP
1h 28m
nonstop
MSP
MDW
1h 45m
nonstop
Depart: Tue Jun 6 2017 Return: Thu Jun 8 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Fri Sep 1 2017 Return: Sat Sep 9 2017 Trip spans 9 days
Volaris
Volaris
MDW
GDL
4h 16m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Wed Jul 19 2017 Return: Sun Jul 23 2017 Trip spans 5 days
Major Airline
Major Airline
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Sat Jul 22 2017 Return: Sat Jul 29 2017 Trip spans 8 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 40m
nonstop
YTZ
MDW
1h 45m
nonstop
Depart: Tue May 23 2017 Return: Wed May 31 2017 Trip spans 9 days
Delta
Delta
MDW
ATL
1h 51m
nonstop
ATL
MDW
1h 57m
nonstop
* 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:

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.

We compile tonnes 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 can'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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

^ 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
$127
Destination

Minneapolis
$127
Atlanta
$167
Guadalajara
$268
Dallas
$284
Toronto
$211
Miami
$147