Find Deals on 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
Students
under 26
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 North America

(Round-trip)
Depart: Wed Feb 1 2017 Return: Mon Feb 6 2017 Trip spans 6 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
6h 08m
1 stop
Depart: Fri Dec 9 2016 Return: Wed Dec 14 2016 Trip spans 6 days
Southwest
Southwest
MDW
DEN
2h 40m
nonstop
DEN
MDW
2h 15m
nonstop
Depart: Sat Jan 14 2017 Return: Sat Jan 21 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
MCO
0h 58m
nonstop
MCO
MDW
2h 58m
nonstop
Depart: Sun Jan 15 2017 Return: Fri Jan 20 2017 Trip spans 6 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Mon Dec 19 2016 Return: Mon Dec 26 2016 Trip spans 8 days
Volaris
Volaris
MDW
GDL
4h 52m
nonstop
GDL
MDW
4h 04m
nonstop
Depart: Mon Dec 19 2016 Return: Thu Jan 19 2017 Trip spans 32 days
Delta
Delta
MDW
JFK
5h 16m
1 stop
JFK
MDW
6h 14m
1 stop
Depart: Wed Dec 7 2016 Return: Thu Dec 8 2016 Trip spans 2 days
Southwest
Southwest
MDW
MCO
2h 40m
nonstop
MCO
MDW
2h 50m
nonstop
Depart: Sat Jan 7 2017 Return: Tue Jan 17 2017 Trip spans 11 days
Delta
Delta
MDW
JFK
4h 04m
1 stop
JFK
MDW
5h 33m
1 stop
Depart: Mon Jan 9 2017 Return: Wed Jan 18 2017 Trip spans 10 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
5h 17m
1 stop
Depart: Sun Jan 15 2017 Return: Sat Jan 21 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
PBI
1h 15m
1 stop
PBI
MDW
3h 15m
1 stop
Depart: Fri Jan 20 2017 Return: Thu Jan 26 2017 Trip spans 7 days
Southwest
Southwest
MDW
MCO
2h 30m
nonstop
MCO
MDW
2h 50m
nonstop
Depart: Mon Jan 16 2017 Return: Thu Jan 19 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
7h 17m
1 stop
JFK
MDW
8h 28m
1 stop
Depart: Wed Feb 1 2017 Return: Mon Feb 6 2017 Trip spans 6 days
Southwest
Southwest
MDW
ISP
3h 35m
1 stop
ISP
MDW
6h 10m
1 stop
Depart: Tue Jan 24 2017 Return: Fri Jan 27 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
6h 16m
1 stop
Depart: Wed Dec 28 2016 Return: Mon Jan 9 2017 Trip spans 13 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 35m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Tue Feb 7 2017 Return: Mon Feb 13 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
SFO
5h 41m
nonstop
SFO
MDW
1h 41m
nonstop
Depart: Wed Mar 8 2017 Return: Tue Mar 21 2017 Trip spans 13 days
Delta
Delta
MDW
JFK
5h 17m
1 stop
JFK
MDW
4h 07m
1 stop
Depart: Wed Feb 1 2017 Return: Sun Feb 5 2017 Trip spans 5 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Tue Jan 24 2017 Return: Thu Jan 26 2017 Trip spans 3 days
Porter Airlines
Porter Airlines
MDW
YTZ
1h 37m
nonstop
YTZ
MDW
1h 50m
nonstop
Depart: Sat Feb 4 2017 Return: Mon Feb 6 2017 Trip spans 3 days
Delta
Delta
MDW
JFK
4h 04m
1 stop
JFK
MDW
5h 29m
1 stop
* 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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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.

Airports
Origin

Chicago
$143
Destination

West Palm Beach
$179
San Francisco
$197
New York
$143
Islip
$166
Orlando
$155
Guadalajara
$262
Denver
$144
Toronto
$212