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$111+ Cheap flights from Midway (MDW) to Mexico

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Midway to Mexico

Keep the following information in mind while searching for Midway to Mexico flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$246
(Southwest)

One-way from

$111
(Southwest)

Popular in

December

Cheapest in

February

Average price

$306

Good round-trip deal

$277 or less

Good one-way deal

$76 or less
Provider with most accurate pricing for Chicago (CHI)-Mexico City Benito Juarez flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Mexico City Benito Juarez flights.
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From Chicago Midway to Mexico
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One-way flight from Chicago Midway to Mexico
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Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Mexico.
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Price to beat on a one-way flight from Chicago Midway to Mexico.
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Find flight deals from Midway to Mexico

Cheapest flights from Midway to Mexico
Explore the most affordable flight options available from Midway to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This Southwest deal was found by Cheapflights users on 4/2. 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.
Tue 7/14:30 pmMDW - CUN
Nonstop3h 35mSouthwest
Tue 7/88:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 4/2$246
This Trip.com deal was found by Cheapflights users on 4/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1710:25 amMDW - CUN
1 stop9h 55mAeromexico
Sat 5/248:00 amCUN - MDW
1 stop7h 20mAeromexico
Deal found 4/2$291
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:19 pmMDW - AGU
Nonstop4h 04mVolaris
Wed 5/2112:07 pmAGU - MDW
Nonstop3h 43mVolaris
Deal found 4/1$300
This Gotogate deal was found by Cheapflights users on 4/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/108:39 pmMDW - GDL
Nonstop4h 27mVolaris
Fri 4/182:12 pmGDL - MDW
Nonstop3h 54mVolaris
Deal found 4/1$303
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/262:40 pmMDW - GDL
2 stops20h 05mMultiple Airlines
Thu 5/12:12 pmGDL - MDW
Nonstop3h 54mMultiple Airlines
Deal found 4/1$307
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/112:44 pmMDW - ZCL
Nonstop4h 04mVolaris
Tue 5/206:49 amZCL - MDW
Nonstop3h 40mVolaris
Deal found 4/1$318
This SmartFares deal was found by Cheapflights users on 4/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/229:52 amMDW - BJX
1 stop9h 41mAeromexico
Fri 4/259:49 amBJX - MDW
1 stop7h 10mAeromexico
Deal found 4/2$318
This Delta deal was found by Cheapflights users on 4/1. 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.
Wed 5/146:00 amMDW - AGU
2 stops13h 00mDelta
Wed 5/216:16 amAGU - MDW
2 stops14h 11mDelta
Deal found 4/1$319
This Delta deal was found by Cheapflights users on 4/2. 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 4/269:20 amMDW - CUN
2 stops10h 42mDelta
Wed 8/138:00 amCUN - MDW
1 stop6h 56mDelta
Deal found 4/2$325
This Delta deal was found by Cheapflights users on 3/31. 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.
Wed 5/286:00 amMDW - BJX
2 stops14h 14mDelta
Wed 6/187:25 amBJX - MDW
2 stops13h 13mDelta
Deal found 3/31$327
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2311:00 amMDW - CUN
2 stops22h 34mMultiple Airlines
Sat 4/2611:49 amCUN - MDW
1 stop8h 50mMultiple Airlines
Deal found 4/1$328
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/139:59 pmMDW - BJX
Nonstop4h 07mVolaris
Fri 4/183:56 pmBJX - MDW
Nonstop3h 45mVolaris
Deal found 4/1$329

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Mexico 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 April 3, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Mexico that are best for you.

Fly from

Midway

Fly to

Mexico

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 7/1

4:30 pm-8:05 pm

Nonstop3h 35m

Cancun

Tue 7/8

8:30 am-12:05 pm

Nonstop3h 35m

$246

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 5/17

10:25 am-8:20 pm

1 stop9h 55m

Cancun

Sat 5/24

8:00 am-3:20 pm

1 stop7h 20m

$291

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

Wed 5/14

6:19 pm-9:23 pm

Nonstop4h 04m

Aguascalients

Wed 5/21

12:07 pm-4:50 pm

Nonstop3h 43m

$300

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 5/9

8:39 pm-12:06 am

Nonstop4h 27m

Guadalajara Miguel Hidal

Sat 5/24

2:12 pm-7:06 pm

Nonstop3h 54m

$306

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 4/26

2:40 pm-9:45 am

2 stops20h 05m

Guadalajara Miguel Hidal

Thu 5/1

2:12 pm-7:06 pm

Nonstop3h 54m

$307

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

Tue 4/22

9:52 am-6:33 pm

1 stop9h 41m

León Del Bajio

Fri 4/25

9:49 am-5:59 pm

1 stop7h 10m

$318

ChicagoZacatecas

MDW - ZCL

MDWZCL

Chicago Midway

Thu 5/1

12:44 pm-3:48 pm

Nonstop4h 04m

Zacatecas La Calera

Tue 5/20

6:49 am-11:29 am

Nonstop3h 40m

$318

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

Wed 5/14

6:00 am-6:00 pm

2 stops13h 00m

Aguascalients

Wed 5/21

6:16 am-9:27 pm

2 stops14h 11m

$319

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 4/26

9:20 am-8:02 pm

2 stops10h 42m

Cancun

Wed 8/13

8:00 am-2:56 pm

1 stop6h 56m

$325

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

Wed 5/28

10:25 am-6:23 pm

1 stop8h 58m

León Del Bajio

Mon 6/16

9:33 am-5:57 pm

1 stop7h 24m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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

Have a flexible travel schedule? Discover the best time to fly to Mexico from Midway 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 Chicago Midway Airport to Mexico

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

Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $400). Flying from Chicago Midway Airport to Mexico in December is currently the most expensive (average of $615). 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 MDW to MX?

Find hourly flight availability from Midway to Mexico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Mexico as you normally would.

Rainfall in Mexico by month

Plan your trip to Mexico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Mexico ranges from 0.0 - 4.7 inches per month. July is typically the wettest month, when rainfall can reach 4.7 in. January is typically the driest time to visit Mexico when rainfall is around 0.0 in.

Temperature in Mexico by month

Plan your trip to Mexico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Mexico, use this chart to help with planning. For those seeking warmer temperatures, May is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 55.4 F).

Reviews of airlines servicing Mexico

Get insights into the airlines that provide service to Mexico. 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 Mexico. Reviews last updated April 3, 2025.
Read reviews from past customers who have flown Southwest, Delta and KLM from Chicago to Mexico. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
KLM
7.8
Good
1,323 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Aeromexico
7.5
Good
1,701 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
WestJet
7.2
Good
2,795 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $111 on Southwest. Other airlines that offer cheap prices include Volaris from $122 and Aeromexico from $134 one-way.

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

    Most travelers choose Chicago Midway - Cancun, Chicago Midway - Mexico City Benito Juarez or Chicago Midway - Guadalajara Miguel Hidal when deciding on the best route from Chicago Midway Airport to Mexico.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Mexico 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 Chicago Midway Airport to Mexico?

    Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $400). Flying from Chicago Midway Airport to Mexico in December is currently the most expensive (average of $615). 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

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Alternative routes for Midway to Mexico

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Dallas/Fort Worth flights
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Midway to Seattle flights
Midway to Miami flights
O'Hare Intl to Raleigh flights

Top 9 airlines flying from Midway to Mexico

Discover the top 9 airlines that operate flights from Midway to Mexico. 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$125Average$358FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$160Average$418FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$393FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$183Average$333FlexibilityNo cancel feeOn-time65%
VolarisCheapest$229Average$519FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$337Average$626FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$380Average$647FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$433Average$738FlexibilityNo cancel feeOn-time63%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%

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