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Cheap flights from Mexico to Chicago from $144

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

Delta Logo
6:01 am - 4:25 pmMTY-MDW
10h 24m2 stops
Delta Logo
6:00 am - 7:37 pmMDW-MTY
13h 37m2 stops
$263Delta
Find Deal
Thu, Feb 5 - Sun, Feb 8
Aeromexico Logo
12:12 pm - 9:36 pmMTY-MDW
8h 24m1 stop
Aeromexico Logo
6:00 am - 5:05 pmMDW-MTY
12h 05m1 stop
$265Aeromexico
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Wed, Oct 1 - Sun, Oct 5
Frontier Logo
11:16 am - 11:20 pmCUN-MDW
12h 04m1 stop
Frontier Logo
6:20 am - 12:19 pmMDW-CUN
5h 59m1 stop
$284Frontier
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Fri, Oct 24 - Fri, Oct 31
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$286Frontier
Find Deal
Wed, Oct 22 - Wed, Nov 12
Southwest Logo
12:55 pm - 8:30 pmCUN-MDW
8h 35m2 stops
Southwest Logo
8:40 am - 1:25 pmMDW-CUN
3h 45mnonstop
$298Southwest
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Thu, Nov 13 - Tue, Nov 18
Southwest Logo
2:15 pm - 5:00 pmCUN-MDW
3h 45mnonstop
Southwest Logo
5:05 am - 1:30 pmMDW-CUN
7h 25m1 stop
$315Southwest
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Thu, Nov 6 - Tue, Nov 11
Multiple Airlines Logo
4:20 pm - 10:17 pmQRO-MDW
5h 57m1 stop
Multiple Airlines Logo
3:27 pm - 8:50 amMDW-QRO
41h 23m2 stops
$322Multiple Airlines
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Thu, Nov 20 - Fri, Dec 5
Multiple Airlines Logo
6:20 am - 4:42 pmMEX-MDW
9h 22m1 stop
Multiple Airlines Logo
5:10 am - 10:30 pmMDW-MEX
18h 20m1 stop
$331Multiple Airlines
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Thu, Oct 23 - Mon, Oct 27
Volaris Logo
10:30 am - 3:23 pmMLM-MDW
3h 53mnonstop
Volaris Logo
2:32 pm - 6:48 pmMDW-MLM
4h 16mnonstop
$339Volaris
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Thu, Oct 30 - Thu, Nov 6
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$382Volaris
Find Deal
Fri, Nov 14 - Mon, Nov 24

Aeromexico flights from Mexico to Chicago Midway Airport

Our best Aeromexico deals on Mexico to Chicago Midway Airport flight tickets
Aeromexico
Oct 1
MTY12:12 pmMonterrey Gen Mariano Escobedo
8h 24m
1 stop
MDW9:36 pmChicago Midway
Oct 5
MDW6:00 amChicago Midway
12h 05m
1 stop
MTY5:05 pmMonterrey Gen Mariano Escobedo
$265
Find similar
Aeromexico
Nov 6
CUN8:00 amCancun
9h 14m
1 stop
MDW4:14 pmChicago Midway
Nov 11
MDW10:47 amChicago Midway
9h 33m
1 stop
CUN9:20 pmCancun
$278
Find similar
Aeromexico
Nov 9
MTY8:07 amMonterrey Gen Mariano Escobedo
15h 25m
1 stop
MDW11:32 pmChicago Midway
Nov 13
MDW10:47 amChicago Midway
6h 19m
1 stop
MTY5:06 pmMonterrey Gen Mariano Escobedo
$300
Find similar

Frontier flights from Mexico to Chicago Midway Airport

Our best Frontier deals on Mexico to Chicago Midway Airport flight tickets
Frontier
Oct 24
CUN11:16 amCancun
12h 04m
1 stop
MDW11:20 pmChicago Midway
Oct 31
MDW6:20 amChicago Midway
5h 59m
1 stop
CUN12:19 pmCancun
$284
Find similar
Frontier
Oct 22
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Nov 12
MDW6:49 pmChicago Midway
4h 30m
GDL11:19 pmGuadalajara Miguel Hidal
$286
Find similar
Frontier
Oct 30
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Nov 2
MDW6:49 pmChicago Midway
4h 30m
GDL11:19 pmGuadalajara Miguel Hidal
$293
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 September 17, 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

Thu 2/5

6:01 am-4:25 pm

2 stops10h 24m

Chicago Midway

Sun 2/8

6:00 am-7:37 pm

2 stops13h 37m

$263

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-5:05 pm

1 stop12h 05m

$265

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 10/24

11:16 am-11:20 pm

1 stop12h 04m

Chicago Midway

Fri 10/31

6:20 am-12:19 pm

1 stop5h 59m

$284

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 10/22

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Wed 11/12

6:49 pm-11:19 pm

Nonstop4h 30m

$286

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 11/13

12:55 pm-8:30 pm

2 stops8h 35m

Chicago Midway

Tue 11/18

8:40 am-1:25 pm

Nonstop3h 45m

$298

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 11/6

2:15 pm-5:00 pm

Nonstop3h 45m

Chicago Midway

Tue 11/11

5:05 am-1:30 pm

1 stop7h 25m

$315

Santiago de QuerétaroChicago

QRO - MDW

QROMDW

Santiago de Querétaro

Thu 11/20

4:20 pm-10:17 pm

1 stop5h 57m

Chicago Midway

Fri 12/5

3:27 pm-8:50 am

2 stops41h 23m

$322

Mexico CityChicago

MEX - MDW

MEXMDW

Mexico City Benito Juarez

Thu 10/23

6:20 am-4:42 pm

1 stop9h 22m

Chicago Midway

Mon 10/27

5:10 am-10:30 pm

1 stop18h 20m

$331

MoreliaChicago

MLM - MDW

MLMMDW

Morelia

Thu 10/30

10:30 am-3:23 pm

Nonstop3h 53m

Chicago Midway

Thu 11/6

2:32 pm-6:48 pm

Nonstop4h 16m

$339

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 11/14

1:36 pm-5:34 pm

Nonstop3h 58m

Chicago Midway

Mon 11/24

6:49 pm-11:19 pm

Nonstop4h 30m

$382

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, Tuesday is the cheapest day to fly to Chicago Midway Airport from Mexico. The lowest ticket price found for a Tuesday departure recently was $406. 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, Monday 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 $539.

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 morning is the least expensive time of day to depart. momondo users have found prices as low as $461 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $538. 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 Guadalajara Miguel Hidal 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?

No. A direct flight is the cheapest option for a flight between Mexico to Chicago Midway Airport.

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

$200

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 $200. The best round-trip flight deal from Mexico to Chicago Midway Airport found on momondo in the last 72 hours is $204.
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
5.8
3,173 reviews
Search Frontier flights
VolarisPriceFrom $271Free CancellationRating
6.6
1,154 reviews
Search Volaris flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
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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