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Cheap flights from Mexico to Chicago from $149

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Mexico to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Mexico to Chicago

Recent round-trip flight deals from Mexico to Chicago

Aeromexico Logo
6:55 am - 9:36 pmMTY-MDW
13h 41m2 stops
Aeromexico Logo
6:00 am - 11:10 amMDW-MTY
6h 10m1 stop
$262Aeromexico
Find Deal
Wed, Oct 1 - Thu, Oct 9
Delta Logo
12:12 pm - 9:36 pmMTY-MDW
8h 24m1 stop
Delta Logo
6:00 am - 6:12 pmMDW-MTY
13h 12m2 stops
$263Delta
Find Deal
Wed, Oct 1 - Sun, Oct 5
Southwest Logo
3:20 pm - 6:55 pmCUN-MDW
3h 35mnonstop
Southwest Logo
9:40 am - 1:15 pmMDW-CUN
3h 35mnonstop
$273Southwest
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Thu, Oct 16 - Mon, Oct 20
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$278Frontier
Find Deal
Thu, Sep 4 - Thu, Sep 11
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$280Volaris
Find Deal
Wed, Dec 24 - Mon, Jan 12
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$285Frontier
Find Deal
Wed, Sep 24 - Mon, Sep 29
Southwest Logo
3:20 pm - 6:55 pmCUN-MDW
3h 35mnonstop
Southwest Logo
5:00 am - 12:40 pmMDW-CUN
7h 40m1 stop
$309Southwest
Find Deal
Thu, Oct 16 - Mon, Oct 20
Logo
12:10 pm - 9:26 pmMTY-MDW
8h 16m1 stop
Logo
10:31 am - 5:05 pmMDW-MTY
7h 34m1 stop
$331
Find Deal
Thu, Sep 4 - Sun, Sep 7
Volaris Logo
10:30 am - 3:23 pmMLM-MDW
3h 53mnonstop
Volaris Logo
5:01 pm - 8:03 pmMDW-MLM
4h 02mnonstop
$333Volaris
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Fri, Sep 12 - Fri, Sep 19
Logo
10:30 am - 3:23 pmMLM-MDW
3h 53mnonstop
Logo
6:00 am - 2:07 pmMDW-MLM
9h 07m2 stops
$342
Find Deal
Fri, Sep 12 - Fri, Sep 19

Aeromexico flights from Mexico to Chicago Midway Airport

Our best Aeromexico deals on Mexico to Chicago Midway Airport flight tickets
Aeromexico
Oct 1
MTY6:55 amMonterrey Gen Mariano Escobedo
13h 41m
2 stops
MDW9:36 pmChicago Midway
Oct 9
MDW6:00 amChicago Midway
6h 10m
1 stop
MTY11:10 amMonterrey Gen Mariano Escobedo
$262
Find similar
Aeromexico
Oct 21
AGU9:00 pmAguascalients
24h 14m
2 stops
MDW10:14 pmChicago Midway
Nov 17
MDW6:00 amChicago Midway
13h 38m
2 stops
AGU7:38 pmAguascalients
$278
Find similar
Aeromexico
Sep 3
BJX9:25 amLeón Del Bajio
11h 01m
1 stop
MDW9:26 pmChicago Midway
Sep 17
MDW6:00 amChicago Midway
13h 05m
1 stop
BJX6:05 pmLeón Del Bajio
$285
Find similar

Southwest flights from Mexico to Chicago Midway Airport

Our best Southwest deals on Mexico to Chicago Midway Airport flight tickets
Southwest
Oct 16
CUN3:20 pmCancun
3h 35m
MDW6:55 pmChicago Midway
Oct 20
MDW9:40 amChicago Midway
3h 35m
CUN1:15 pmCancun
$273
Find similar
Southwest
Oct 16
CUN3:20 pmCancun
3h 35m
MDW6:55 pmChicago Midway
Oct 20
MDW5:00 amChicago Midway
7h 40m
1 stop
CUN12:40 pmCancun
$309
Find similar
Southwest
Aug 27
CUN12:50 pmCancun
6h 20m
1 stop
MDW7:10 pmChicago Midway
Sep 3
MDW9:55 amChicago Midway
3h 35m
CUN1:30 pmCancun
$320
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Mexico to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Mexico to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Wed 10/1

6:55 am-9:36 pm

2 stops13h 41m

Chicago Midway

Thu 10/9

6:00 am-11:10 am

1 stop6h 10m

$262

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Wed 10/1

12:12 pm-9:36 pm

1 stop8h 24m

Chicago Midway

Sun 10/5

6:00 am-6:12 pm

2 stops13h 12m

$263

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 10/16

3:20 pm-6:55 pm

Nonstop3h 35m

Chicago Midway

Mon 10/20

9:40 am-1:15 pm

Nonstop3h 35m

$273

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Thu 9/4

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Thu 9/11

8:39 pm-11:53 pm

Nonstop4h 14m

$278

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 12/24

1:36 pm-5:34 pm

Nonstop3h 58m

Chicago Midway

Mon 1/12

6:49 pm-11:19 pm

Nonstop4h 30m

$280

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 9/24

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 9/29

8:39 pm-11:53 pm

Nonstop4h 14m

$285

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 10/16

3:20 pm-6:55 pm

Nonstop3h 35m

Chicago Midway

Mon 10/20

5:00 am-12:40 pm

1 stop7h 40m

$309

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Thu 9/4

12:10 pm-9:26 pm

1 stop8h 16m

Chicago Midway

Sun 9/7

10:31 am-5:05 pm

1 stop7h 34m

$331

MoreliaChicago

MLM - MDW

MLMMDW

Morelia

Fri 9/12

10:30 am-3:23 pm

Nonstop3h 53m

Chicago Midway

Fri 9/19

5:01 pm-8:03 pm

Nonstop4h 02m

$333

MoreliaChicago

MLM - MDW

MLMMDW

Morelia

Fri 9/12

10:30 am-3:23 pm

Nonstop3h 53m

Chicago Midway

Fri 9/19

6:00 am-2:07 pm

2 stops9h 07m

$342

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Mexico to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Mexico. The lowest ticket price found for a Thursday departure recently was $337. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Wednesday is the most expensive day to depart from Mexico because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $461.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Mexico in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $321 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $451. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Mexico to Chicago Midway flight route?

Fly from Cancun to Chicago Midway for the best Mexico - Chicago Midway flight prices

What cabin class options are available on Mexico to Chicago Midway flights?

There are 2 cabin classes available to choose from on Mexico to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Mexico to Chicago Midway Airport flights?

You could potentially save up to 76% on your flight if you consider stops on a Mexico to Chicago Midway Airport flight.

Cheap Mexico to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Mexico to Chicago Midway Airport

Best Price Found

$149

Fastest flight time

3h 35m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Mexico in the past 72 hours is $149. The best round-trip flight deal from Mexico to Chicago Midway Airport found on momondo in the last 72 hours is $262.
The fastest flight from Mexico to Chicago Midway Airport takes 3h 35m
Direct flights go from Mexico to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Mexico to Chicago Midway Airport?

    Prices for flights from Mexico to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Mexico to Chicago Midway Airport?

  • How old do you have to be to fly from Mexico to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Mexico to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Mexico to Chicago Midway Airport?

Best airlines flying from Mexico to Chicago Midway Airport

Compare and see reviews for airlines that fly from Mexico to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $177Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
VolarisPriceFrom $239Free CancellationRating
6.6
1,164 reviews
Search Volaris flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Mexico to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Mexico to Chicago for you.

Can I find flights from Mexico to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Mexico on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Mexico to Chicago?

momondo helps you find the best flight between Mexico and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Mexico to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Mexico to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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