Find Cheap Flights from Chicago to Mexico

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 to Mexico

(Round-trip)
Depart: Fri Sep 8 2017 Return: Sun Sep 17 2017 Trip spans 10 days
Delta
Delta
MDW
BJX
13h 30m
2 stops
BJX
MDW
9h 49m
2 stops
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
Volaris
Volaris
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Fri Nov 10 2017 Return: Mon Nov 13 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
MDW
GDL
4h 28m
nonstop
GDL
MDW
4h 02m
nonstop
Depart: Fri Aug 25 2017 Return: Fri Sep 1 2017 Trip spans 8 days
Hahn Air Systems
Hahn Air Systems
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Sat Sep 9 2017 Return: Sat Sep 16 2017 Trip spans 8 days
Delta
Delta
MDW
BJX
14h 18m
1 stop
BJX
MDW
9h 41m
1 stop
Depart: Sat Sep 16 2017 Return: Sat Sep 30 2017 Trip spans 15 days
Delta
Delta
MDW
BJX
14h 18m
1 stop
BJX
MDW
14h 43m
2 stops
Depart: Thu Sep 21 2017 Return: Wed Sep 27 2017 Trip spans 7 days
Volaris
Volaris
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Sun Oct 8 2017 Return: Thu Oct 12 2017 Trip spans 5 days
Volaris
Volaris
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Sun Nov 12 2017 Return: Thu Nov 16 2017 Trip spans 5 days
Delta
Delta
MDW
CUN
12h 20m
1 stop
CUN
MDW
11h 58m
1 stop
Depart: Thu Jan 18 2018 Return: Sun Jan 28 2018 Trip spans 11 days
Volaris
Volaris
MDW
GDL
4h 28m
nonstop
GDL
MDW
4h 02m
nonstop
Depart: Mon Aug 21 2017 Return: Mon Oct 16 2017 Trip spans 57 days
Multiple Airlines
Multiple Airlines
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Tue Jan 2 2018 Return: Mon Jan 8 2018 Trip spans 7 days
Delta
Delta
MDW
CUN
7h 10m
1 stop
CUN
MDW
14h 12m
1 stop
Depart: Thu Jan 25 2018 Return: Mon Jan 29 2018 Trip spans 5 days
Volaris
Volaris
MDW
GDL
4h 28m
nonstop
GDL
MDW
4h 02m
nonstop
Depart: Fri Jan 5 2018 Return: Tue Jan 9 2018 Trip spans 5 days
Delta
Delta
MDW
CUN
9h 37m
1 stop
CUN
MDW
14h 12m
1 stop
Depart: Thu Sep 14 2017 Return: Sun Sep 24 2017 Trip spans 11 days
Volaris
Volaris
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Sat Aug 26 2017 Return: Mon Sep 4 2017 Trip spans 10 days
Hahn Air Systems
Hahn Air Systems
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Sat Nov 11 2017 Return: Wed Nov 15 2017 Trip spans 5 days
Delta
Delta
MDW
CUN
12h 40m
2 stops
CUN
MDW
7h 37m
1 stop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Volaris
Volaris
MDW
GDL
4h 30m
nonstop
GDL
MDW
4h 14m
nonstop
Depart: Wed Sep 6 2017 Return: Wed Sep 13 2017 Trip spans 8 days
Delta
Delta
MDW
CUN
5h 44m
1 stop
CUN
MDW
14h 06m
1 stop
Depart: Wed Nov 29 2017 Return: Wed Dec 13 2017 Trip spans 15 days
Volaris
Volaris
MDW
GDL
4h 28m
nonstop
GDL
MDW
4h 02m
nonstop
* 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,
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Airports
Origin

Chicago
$283
Destination

Cancun
$305
Guadalajara
$306
Leon
$283