Find Cheap Flights from Chicago Midway to Mexico

Depart
Return
1 adult
Cabin Economy
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
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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 Mexico

(Round-trip)
Depart: Sat Feb 17 2018 Return: Tue Feb 27 2018 Trip spans 11 days
$262
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Sat Nov 11 2017 Return: Tue Nov 14 2017 Trip spans 4 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
9:38a
9h 38m
1 stop
CUN
12:00a
→
MDW
11:41a
11h 41m
1 stop
Depart: Sat Jan 27 2018 Return: Sat Feb 3 2018 Trip spans 8 days
$440
Select
Multiple Airlines
Multiple Airlines
MDW
12:00a
→
HUX
9:21a
9h 21m
2 stops
HUX
12:00a
→
MDW
11:58a
11h 58m
2 stops
Depart: Tue Nov 28 2017 Return: Tue Dec 5 2017 Trip spans 8 days
$485
Select
Hahn Air Systems
Hahn Air Systems
MDW
12:00a
→
DGO
4:07a
4h 07m
nonstop
DGO
12:00a
→
MDW
3:30a
3h 30m
nonstop
Depart: Sat Jan 20 2018 Return: Sat Jan 27 2018 Trip spans 8 days
$273
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Sat Dec 2 2017 Return: Thu Dec 7 2017 Trip spans 6 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
5:09a
5h 09m
1 stop
CUN
12:00a
→
MDW
8:15a
8h 15m
1 stop
Depart: Thu Feb 8 2018 Return: Tue Feb 13 2018 Trip spans 6 days
$273
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Tue Dec 12 2017 Return: Sat Dec 23 2017 Trip spans 12 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
6:45a
6h 45m
1 stop
CUN
12:00a
→
MDW
1:42p
13h 42m
1 stop
Depart: Wed Jan 10 2018 Return: Sat Jan 20 2018 Trip spans 11 days
$281
Select
Volaris
Volaris
MDW
12:00a
→
MEX
7:27a
7h 27m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Thu Jan 4 2018 Return: Wed Jan 10 2018 Trip spans 7 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
6:20a
6h 20m
1 stop
CUN
12:00a
→
MDW
10:03a
10h 03m
1 stop
Depart: Sat Jan 20 2018 Return: Sat Feb 3 2018 Trip spans 15 days
$292
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Sun Jan 7 2018 Return: Fri Jan 12 2018 Trip spans 6 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
6:05a
6h 05m
1 stop
CUN
12:00a
→
MDW
10:03a
10h 03m
1 stop
Depart: Fri Jan 19 2018 Return: Fri Jan 26 2018 Trip spans 8 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
5:27a
5h 27m
1 stop
CUN
12:00a
→
MDW
11:27a
11h 27m
1 stop
Depart: Tue Nov 28 2017 Return: Tue Dec 12 2017 Trip spans 15 days
$302
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Sun Feb 4 2018 Return: Thu Feb 8 2018 Trip spans 5 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
9:35a
9h 35m
1 stop
CUN
12:00a
→
MDW
6:32a
6h 32m
1 stop
Depart: Mon Feb 12 2018 Return: Tue Feb 20 2018 Trip spans 9 days
$516
Select
Multiple Airlines
Multiple Airlines
MDW
12:00a
→
ACA
3:40p
15h 40m
2 stops
ACA
12:00a
→
MDW
11:18a
11h 18m
2 stops
Depart: Sat Nov 4 2017 Return: Sat Nov 11 2017 Trip spans 8 days
$321
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
1 stop
Depart: Wed Feb 28 2018 Return: Mon Mar 5 2018 Trip spans 6 days
$296
Select
Delta
Delta
MDW
12:00a
→
CUN
12:25p
12h 25m
1 stop
CUN
12:00a
→
MDW
8:00a
8h 00m
1 stop
Depart: Thu Mar 1 2018 Return: Sun Mar 4 2018 Trip spans 4 days
$517
Select
Multiple Airlines
Multiple Airlines
MDW
12:00a
→
HMO
3:14p
15h 14m
1 stop
HMO
12:00a
→
MDW
1:58p
13h 58m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
$322
Select
Volaris
Volaris
MDW
12:00a
→
MEX
8:22a
8h 22m
1 stop
MEX
12:00a
→
MDW
12:51p
12h 51m
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,
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Airports
Origin
Chicago
$262
Destination
Cancun
$296
Santa Maria Huatulco
$440
Durango
$485
Hermosillo
$517
Acapulco
$516
Mexico City
$262