Find Deals on International Flights from 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
Students
under 26
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 worldwide

(Round-trip)
Depart: Sat Feb 4 2017 Return: Tue Feb 7 2017 Trip spans 4 days
Southwest
Southwest
MDW
DEN
2h 40m
nonstop
DEN
MDW
2h 20m
nonstop
Depart: Wed Feb 1 2017 Return: Fri Feb 3 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
MIA
1h 21m
nonstop
MIA
MDW
3h 21m
nonstop
Depart: Mon Jan 30 2017 Return: Tue Jan 31 2017 Trip spans 2 days
Delta
Delta
MDW
JFK
7h 12m
1 stop
JFK
MDW
5h 33m
1 stop
Depart: Wed Jan 25 2017 Return: Fri Jan 27 2017 Trip spans 3 days
Southwest
Southwest
MDW
SFO
4h 50m
nonstop
SFO
MDW
4h 10m
nonstop
Depart: Tue Jan 31 2017 Return: Thu Feb 2 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
MIA
1h 21m
nonstop
MIA
MDW
3h 21m
nonstop
Depart: Tue Jan 31 2017 Return: Wed Feb 8 2017 Trip spans 9 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
5h 33m
1 stop
Depart: Mon Feb 6 2017 Return: Wed Feb 15 2017 Trip spans 10 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
5h 17m
1 stop
Depart: Fri Apr 28 2017 Return: Sun May 7 2017 Trip spans 10 days
Volaris
Volaris
MDW
MEX
8h 00m
1 stop
MEX
MDW
12h 54m
1 stop
Depart: Tue Feb 7 2017 Return: Fri Feb 10 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
6h 16m
1 stop
Depart: Tue Feb 7 2017 Return: Fri Feb 10 2017 Trip spans 4 days
Southwest
Southwest
MDW
LAX
4h 30m
nonstop
LAX
MDW
3h 55m
nonstop
Depart: Wed Feb 8 2017 Return: Mon Feb 13 2017 Trip spans 6 days
Delta
Delta
MDW
JFK
7h 27m
1 stop
JFK
MDW
8h 17m
1 stop
Depart: Sat Feb 18 2017 Return: Tue Feb 21 2017 Trip spans 4 days
Southwest
Southwest
MDW
HOU
2h 40m
nonstop
HOU
MDW
4h 40m
1 stop
Depart: Thu Jan 26 2017 Return: Sat Jan 28 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
DEN
2h 47m
nonstop
DEN
MDW
0h 47m
nonstop
Depart: Thu Feb 16 2017 Return: Wed Feb 22 2017 Trip spans 7 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
8h 00m
1 stop
Depart: Sun Feb 19 2017 Return: Tue Feb 21 2017 Trip spans 3 days
Southwest
Southwest
MDW
HOU
2h 45m
nonstop
HOU
MDW
4h 40m
1 stop
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
DFW
1h 35m
nonstop
DFW
MDW
1h 35m
nonstop
Depart: Tue Feb 21 2017 Return: Wed Feb 22 2017 Trip spans 2 days
Delta
Delta
MDW
JFK
5h 49m
1 stop
JFK
MDW
8h 00m
1 stop
Depart: Wed Mar 1 2017 Return: Sun Mar 5 2017 Trip spans 5 days
Delta
Delta
MDW
JFK
8h 18m
1 stop
JFK
MDW
7h 35m
1 stop
Depart: Mon Apr 10 2017 Return: Wed Apr 19 2017 Trip spans 10 days
KLM
KLM
MDW
DUB
16h 40m
1 stop
DUB
MDW
15h 17m
1 stop
Depart: Tue May 2 2017 Return: Thu May 4 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
MIA
1h 21m
nonstop
MIA
MDW
3h 21m
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.

Airports
Origin

Chicago
$104
Destination

San Francisco
$139
New York
$144
Dublin
$519
Los Angeles
$160
Denver
$104
Dallas
$184
Mexico City
$318
Miami
$132
Houston
$160