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: Sun Dec 11 2016 Return: Tue Jan 10 2017 Trip spans 31 days
Delta
Delta
MDW
ATL
1h 49m
nonstop
ATL
MDW
2h 01m
nonstop
Depart: Mon Jan 9 2017 Return: Thu Jan 12 2017 Trip spans 4 days
Southwest
Southwest
MDW
EWR
1h 55m
nonstop
EWR
MDW
2h 30m
nonstop
Depart: Fri Feb 3 2017 Return: Mon Feb 6 2017 Trip spans 4 days
Major Airline
Major Airline
MDW
CUN
23h 10m
1 stop
CUN
MDW
6h 00m
1 stop
Depart: Mon Dec 5 2016 Return: Thu Dec 22 2016 Trip spans 18 days
Volaris
Volaris
MDW
GDL
4h 52m
nonstop
GDL
MDW
4h 04m
nonstop
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: Tue Dec 13 2016 Return: Tue Jan 31 2017 Trip spans 50 days
Delta
Delta
MDW
JFK
4h 05m
1 stop
JFK
MDW
4h 24m
1 stop
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: Mon Jan 9 2017 Return: Wed Jan 11 2017 Trip spans 3 days
Southwest
Southwest
MDW
LAS
5h 45m
1 stop
LAS
MDW
3h 30m
nonstop
Depart: Mon Jan 9 2017 Return: Tue Jan 10 2017 Trip spans 2 days
Delta
Delta
MDW
JFK
7h 12m
1 stop
JFK
MDW
6h 45m
1 stop
Depart: Tue Jan 10 2017 Return: Thu Jan 12 2017 Trip spans 3 days
Delta
Delta
MDW
JFK
6h 42m
1 stop
JFK
MDW
4h 24m
1 stop
Depart: Wed Feb 8 2017 Return: Tue Feb 14 2017 Trip spans 7 days
Southwest
Southwest
MDW
SFO
4h 50m
nonstop
SFO
MDW
4h 10m
nonstop
Depart: Sat Jan 21 2017 Return: Sat Jan 28 2017 Trip spans 8 days
Delta
Delta
MDW
JFK
5h 04m
1 stop
JFK
MDW
5h 36m
1 stop
Depart: Sat Feb 25 2017 Return: Fri Mar 3 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
CUN
7h 25m
1 stop
CUN
MDW
9h 07m
1 stop
Depart: Wed Mar 22 2017 Return: Mon Apr 3 2017 Trip spans 13 days
KLM
KLM
MDW
AMS
11h 05m
1 stop
AMS
MDW
12h 34m
1 stop
Depart: Tue Mar 14 2017 Return: Thu Mar 23 2017 Trip spans 10 days
Air France
Air France
MDW
CDG
11h 55m
1 stop
CDG
MDW
13h 25m
1 stop
Depart: Wed Feb 1 2017 Return: Mon Feb 6 2017 Trip spans 6 days
Southwest
Southwest
MDW
EWR
2h 00m
nonstop
EWR
MDW
2h 25m
nonstop
Depart: Wed Feb 1 2017 Return: Thu Feb 16 2017 Trip spans 16 days
Virgin Atlantic
Virgin Atlantic
MDW
LHR
14h 05m
1 stop
LHR
MDW
13h 32m
1 stop
Depart: Sat Jan 28 2017 Return: Tue Jan 31 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 23m
1 stop
JFK
MDW
4h 24m
1 stop
Depart: Sat Dec 10 2016 Return: Mon Dec 12 2016 Trip spans 3 days
Major Airline
Major Airline
MDW
LAS
5h 02m
nonstop
LAS
MDW
1h 02m
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
* 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
$137
Destination

San Francisco
$192
New York
$143
Cancun
$228
Amsterdam
$468
Atlanta
$137
London
$503
Guadalajara
$262
Newark
$182
Las Vegas
$191
Paris
$484