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Midway

$144+ Cheap flights from Mexico to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MEX — MDW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Mexico to Midway

Keep the following information in mind while searching for Mexico to Midway flight deals. Data was last updated September 17, 2025.

Round-trip from

$263
(Delta)

One-way from

$144
(Southwest)

Popular in

December

Cheapest in

February

Average price

$290

Good round-trip deal

$204 or less

Good one-way deal

$200 or less
From Mexico to Chicago Midway
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One-way flight from Mexico to Chicago Midway
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Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Mexico to Chicago Midway.
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Price to beat on a one-way flight from Mexico to Chicago Midway.
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Find flight deals from Mexico to Midway

Cheapest flights from Mexico to Midway
Explore the most affordable flight options available from Mexico to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:07 amMTY - MDW
1 stop8h 07mDelta
Tue 11/1110:47 amMDW - MTY
1 stop6h 19mDelta
Deal found 9/15$263
This Aeromexico deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:50 amMTY - MDW
2 stops12h 46mAeromexico
Sun 10/56:00 amMDW - MTY
1 stop6h 02mAeromexico
Deal found 9/16$265
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:07 amMTY - MDW
1 stop14h 07mDelta
Tue 11/116:00 amMDW - MTY
2 stops12h 48mDelta
Deal found 9/15$266
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:00 amCUN - MDW
2 stops11h 00mDelta
Tue 12/912:50 pmMDW - CUN
1 stop7h 30mDelta
Deal found 9/15$276
This Aeromexico deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:00 amCUN - MDW
1 stop9h 14mAeromexico
Tue 11/1110:47 amMDW - CUN
1 stop9h 33mAeromexico
Deal found 9/16$278
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:16 amCUN - MDW
1 stop12h 04mFrontier
Fri 10/316:20 amMDW - CUN
1 stop5h 59mFrontier
Deal found 9/15$284
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/222:12 pmGDL - MDW
Nonstop4h 04mFrontier
Wed 11/126:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/14$286
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/302:12 pmGDL - MDW
Nonstop4h 04mFrontier
Sun 11/26:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/15$293
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/134:00 pmCUN - MDW
1 stop8h 30mSouthwest
Tue 11/188:40 amMDW - CUN
Nonstop3h 45mSouthwest
Deal found 9/15$298
This Aeromexico deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:07 amMTY - MDW
1 stop15h 25mAeromexico
Thu 11/1310:47 amMDW - MTY
1 stop6h 19mAeromexico
Deal found 9/16$300
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/193:10 pmCUN - MDW
Nonstop3h 40mSouthwest
Sun 9/2110:35 amMDW - CUN
Nonstop3h 35mSouthwest
Deal found 9/15$306
This Frontier deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2410:30 amMLM - MDW
Nonstop3h 53mFrontier
Sun 10/265:01 pmMDW - MLM
Nonstop4h 02mFrontier
Deal found 9/17$307

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mexico to Midway 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, Cheapflights users made 2,558,603 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

Mexico

Fly to

Midway

Route

Depart

Return

Price

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Sat 11/8

8:07 am-6:25 pm

2 stops10h 18m

Chicago Midway

Thu 11/13

6:00 am-5:06 pm

1 stop11h 06m

$263

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Thu 2/5

8:39 am-9:46 pm

1 stop13h 07m

Chicago Midway

Sun 2/8

6:00 am-7:37 pm

2 stops13h 37m

$263

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Sat 11/8

1:26 pm-10:14 pm

1 stop8h 48m

Chicago Midway

Tue 11/11

6:00 am-5:06 pm

1 stop11h 06m

$266

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 12/5

8:00 am-6:00 pm

2 stops11h 00m

Chicago Midway

Tue 12/9

12:50 pm-9:20 pm

1 stop7h 30m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 1/22

3:03 pm-9:46 pm

1 stop7h 43m

Chicago Midway

Mon 1/26

1:05 pm-9:10 pm

1 stop7h 05m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 11/6

8:00 am-6:25 pm

2 stops11h 25m

Chicago Midway

Tue 11/11

10:47 am-9:20 pm

1 stop9h 33m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 2/13

12:25 pm-9:46 pm

1 stop10h 21m

Chicago Midway

Tue 2/17

1:05 pm-11:05 am

2 stops21h 00m

$279

MoreliaChicago

MLM - MDW

MLMMDW

Morelia

Fri 10/24

10:30 am-3:23 pm

Nonstop3h 53m

Chicago Midway

Sun 10/26

5:01 pm-8:03 pm

Nonstop4h 02m

$307

MonterreyChicago

MTY - MDW

MTYMDW

Monterrey Gen Mariano Escobedo

Fri 10/24

12:26 pm-10:14 pm

1 stop8h 48m

Chicago Midway

Mon 11/24

6:00 am-5:06 pm

1 stop11h 06m

$315

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 3/2

1:36 pm-5:34 pm

Nonstop3h 58m

Chicago Midway

Fri 3/6

6:49 pm-11:19 pm

Nonstop4h 30m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 60 results
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Best time to book a flight from Mexico to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Mexico with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Mexico to Chicago Midway Airport

What is the cheapest month to book a flight from Mexico to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Mexico to Chicago Midway Airport (average of $160). Flying from Mexico to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MX to MDW?

Find hourly flight availability from Mexico to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Mexico to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated September 17, 2025.
Read reviews from past customers who have flown Volaris and Frontier from Mexico to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Volaris
6.6
Okay
1,154 reviews

Overall

6.6

Comfort

6.4

Crew

7.3

Food

5.3

Boarding

6.6

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.
Volaris
6.6
Okay
1,154 reviews
Volaris
6.6
Okay
1,154 reviews

Overall

6.6

Comfort

6.4

Crew

7.3

Food

5.3

Boarding

6.6

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.
Frontier
5.8
Fair
3,173 reviews
Volaris
6.6
Okay
1,154 reviews

Overall

6.6

Comfort

6.4

Crew

7.3

Food

5.3

Boarding

6.6

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.

Related info for your journey

Find useful and relevant information for your journey from Mexico to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Mexico to Chicago Midway Airport?

    Departing from Mexico to Chicago Midway Airport will take you 3h 53m. Mexico and Chicago Midway Airport are separated by a distance of 1702 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Mexico to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Mexico to Chicago Midway Airport are Southwest ($148), Aeromexico ($174), and Delta ($178).

  • What are the most popular routes from Mexico to Chicago Midway Airport?

    When deciding which route to take from Mexico to Chicago Midway Airport consider Mexico City Benito Juarez - Chicago Midway, Guadalajara Miguel Hidal - Chicago Midway or Mexico City Toluca Intl - Chicago Midway as they are the most popular.

  • Can I find deals for flights from Mexico to Midway that include hotel bookings?

    Yes. In addition to deals on Mexico to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Mexico to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Mexico to Midway.

  • Can I find deals for business class flights from Mexico to Midway?

    Yes. Cheapflights offers flight deals from Mexico to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Mexico to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Mexico to Chicago Midway Airport (average of $160). Flying from Mexico to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Mexico to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Mexico to Midway

Discover the top 2 airlines that operate flights from Mexico to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$177Average$370FlexibilityNo cancel feeOn-time62%
VolarisCheapest$271Average$367FlexibilityNo cancel feeOn-time79%

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