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$93+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from Midway to Mexico

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Mexico (MX0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Kiwi.com)

One-way from

$93
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$300

Good round-trip deal

$254 or less

Good one-way deal

$117 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 ($41 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 January 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 enero 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/187:50 pmMDW - GDL
Nonstop4h 29mVolaris
jue. 2/204:46 amGDL - MDW
Nonstop3h 59mVolaris
Deal found 1/30$231
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/1911:00 amMDW - BJX
Nonstop4h 13mVolaris
dom. 2/236:01 amBJX - MDW
Nonstop3h 44mVolaris
Deal found 1/30$249
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
mié. 3/57:25 amMDW - GDL
2 stops16h 34mMultiple Airlines
mié. 3/127:12 amGDL - MDW
1 stop7h 34mMultiple Airlines
Deal found 1/29$267
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
lun. 2/2411:00 amMDW - BJX
Nonstop4h 13mMultiple Airlines
lun. 3/106:20 pmBJX - MDW
2 stops28h 57mMultiple Airlines
Deal found 1/30$274
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
mar. 2/2510:41 pmMDW - MLM
Nonstop4h 17mVolaris
mar. 3/45:36 pmMLM - MDW
Nonstop3h 50mVolaris
Deal found 1/28$277
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
sáb. 2/17:55 pmMDW - CUN
1 stop21h 38mMultiple Airlines
vie. 2/281:12 pmCUN - MDW
1 stop7h 07mMultiple Airlines
Deal found 1/30$278
This Mytrip deal was found by Cheapflights users on 1/28. 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.
lun. 3/310:00 amMDW - AGU
Nonstop4h 07mVolaris
vie. 3/72:57 pmAGU - MDW
Nonstop3h 43mVolaris
Deal found 1/28$281
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
mié. 2/268:45 amMDW - MEX
1 stop13h 15mMultiple Airlines
mar. 3/43:25 pmMEX - MDW
1 stop6h 44mMultiple Airlines
Deal found 1/28$283
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
mar. 4/12:36 pmMDW - CUN
1 stop18h 49mFrontier
mar. 4/810:40 amCUN - MDW
1 stop9h 11mFrontier
Deal found 1/30$285
This Mytrip deal was found by Cheapflights users on 1/30. 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.
mar. 2/187:50 pmMDW - CUN
1 stop12h 14mVolaris
mar. 2/251:31 pmCUN - MDW
2 stops20h 14mVolaris
Deal found 1/30$291
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
mié. 2/1210:41 pmMDW - MLM
Nonstop4h 17mMultiple Airlines
dom. 4/63:35 pmMLM - MDW
2 stops45h 13mMultiple Airlines
Deal found 1/29$298
This Aeromexico deal was found by Cheapflights users on 1/29. 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.
dom. 3/26:00 amMDW - MTY
1 stop6h 43mAeromexico
mié. 3/199:34 amMTY - MDW
2 stops11h 49mAeromexico
Deal found 1/29$303

Find flights from Midway to Mexico within your budget

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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

mar. 2/18

7:50 pm-12:19 am

Nonstop4h 29m

Guadalajara Miguel Hidal

jue. 2/20

4:46 am-8:45 am

Nonstop3h 59m

$231

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

mié. 2/19

11:00 am-3:13 pm

Nonstop4h 13m

León Del Bajio

dom. 2/23

6:01 am-9:45 am

Nonstop3h 44m

$249

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

mié. 3/5

7:25 am-11:59 pm

2 stops16h 34m

Guadalajara Miguel Hidal

mié. 3/12

7:12 am-3:46 pm

1 stop7h 34m

$267

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

lun. 2/24

11:00 am-3:13 pm

Nonstop4h 13m

León Del Bajio

lun. 3/10

6:20 pm-12:17 am

2 stops28h 57m

$274

ChicagoMorelia

MDW - MLM

MDWMLM

Chicago Midway

mar. 2/25

10:41 pm-2:58 am

Nonstop4h 17m

Morelia

mar. 3/4

5:36 pm-9:26 pm

Nonstop3h 50m

$277

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

lun. 3/3

10:00 am-2:07 pm

Nonstop4h 07m

Aguascalients

vie. 3/7

2:57 pm-6:40 pm

Nonstop3h 43m

$281

ChicagoMexico City

MDW - MEX

MDWMEX

Chicago Midway

mié. 2/26

8:45 am-10:00 pm

1 stop13h 15m

Mexico City Benito Juarez

mar. 3/4

3:25 pm-10:09 pm

1 stop6h 44m

$283

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 4/1

2:36 pm-9:25 am

1 stop18h 49m

Cancun

mar. 4/8

10:40 am-7:51 pm

1 stop9h 11m

$285

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 2/24

12:43 pm-9:09 am

1 stop19h 26m

Cancun

vie. 2/28

1:12 pm-7:19 pm

1 stop7h 07m

$288

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 2/18

7:50 pm-9:04 am

1 stop12h 14m

Cancun

mar. 2/25

1:31 pm-8:45 am

2 stops20h 14m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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.

Travel insights for flights from Midway to Mexico

Get recent, data-driven insights about flights from Midway to Mexico including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $360). Flying from Chicago Midway Airport to Mexico in March is currently the most expensive (average of $492). 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 enero 30, 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 enero 30, 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
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

KLM
7.8
Good
1,335 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,837 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

WestJet
7.2
Good
2,817 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $93 on Volaris. Other airlines that offer cheap prices include Frontier from $110 and Southwest from $111 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 - Cozumel when deciding on the best route from Chicago Midway Airport to Mexico.

  • What are the cheapest flights from Chicago Midway Airport to Mexico?

    Looking for the cheapest flight from Chicago Midway Airport to Mexico? While on average our users pay $507, our data indicates the cheapest price to be $111. The most popular route (Chicago Midway - Cancun), is priced around $314.

  • 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $360). Flying from Chicago Midway Airport to Mexico in March is currently the most expensive (average of $492). 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.

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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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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 enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$330FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$177Average$413FlexibilityNo cancel feeOn-time65%
VivaCheapest$204Average$422FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$227Average$511FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$311Average$402FlexibilityNo cancel feeOn-time69%
DeltaCheapest$380Average$714FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$382Average$626FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$462Average$805FlexibilityNo cancel feeOn-time63%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%
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