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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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
may. 6 — may. 131
mar. 5/6
mar. 5/13
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 mayo 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$299
(Southwest)

One-way from

$111
(Southwest)

Popular in

December

Cheapest in

February

Average price

$327

Good round-trip deal

$267 or less

Good one-way deal

$130 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. 11% potential increase in price ($44 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 May 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 mayo 1, 2025.

This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/196:20 amMDW - CUN
1 stop7h 45mSouthwest
vie. 5/239:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 4/30$299
This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/1012:44 pmMDW - CUN
1 stop7h 36mAeromexico
mié. 6/112:00 pmCUN - MDW
1 stop7h 45mAeromexico
Deal found 4/30$309
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/276:00 amMDW - AGU
2 stops12h 45mDelta
mar. 6/36:16 amAGU - MDW
2 stops14h 11mDelta
Deal found 4/29$319
This Aeromexico deal was found by Cheapflights users on 4/28. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/66:00 amMDW - AGU
2 stops14h 36mAeromexico
vie. 9/1910:16 amAGU - MDW
2 stops10h 28mAeromexico
Deal found 4/28$320
This Delta deal was found by Cheapflights users on 5/1. 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.
vie. 6/612:48 pmMDW - CUN
2 stops11h 34mDelta
mié. 6/1112:35 pmCUN - MDW
1 stop9h 10mDelta
Deal found 5/1$321
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/1610:26 amMDW - BJX
1 stop9h 06mDelta
mar. 6/245:55 amBJX - MDW
2 stops14h 50mDelta
Deal found 4/29$325
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/112:44 pmMDW - DGO
2 stops11h 13mDelta
mar. 7/86:05 amDGO - MDW
2 stops14h 36mDelta
Deal found 4/30$335
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/96:00 amMDW - ZCL
2 stops15h 29mDelta
mar. 9/168:05 amZCL - MDW
2 stops12h 39mDelta
Deal found 4/30$340
This Aeromexico deal was found by Cheapflights users on 4/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/1312:44 pmMDW - MEX
1 stop6h 51mAeromexico
vie. 6/139:55 pmMEX - MDW
2 stops22h 50mAeromexico
Deal found 4/30$350
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
jue. 5/158:39 pmMDW - GDL
Nonstop4h 27mMultiple Airlines
mar. 5/206:14 pmGDL - MDW
2 stops18h 03mMultiple Airlines
Deal found 4/29$350
This Aeromexico deal was found by Cheapflights users on 4/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/712:48 pmMDW - BJX
2 stops10h 26mAeromexico
mié. 5/149:41 amBJX - MDW
1 stop10h 47mAeromexico
Deal found 4/30$353
This Kiwi.com deal was found by Cheapflights users on 4/30. 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. 6/2812:44 pmMDW - CUN
1 stop7h 36mMultiple Airlines
jue. 7/33:05 pmCUN - MDW
1 stop20h 35mMultiple Airlines
Deal found 4/30$362

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 mayo 1, 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

lun. 5/19

5:10 am-1:20 pm

1 stop8h 10m

Cancun

jue. 5/22

9:00 am-12:40 pm

Nonstop3h 40m

$299

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 6/10

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

mié. 6/11

2:00 pm-9:45 pm

1 stop7h 45m

$309

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

vie. 6/6

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

mié. 6/11

12:35 pm-9:45 pm

1 stop9h 10m

$321

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

lun. 6/16

10:26 am-6:32 pm

1 stop9h 06m

León Del Bajio

mar. 6/24

5:55 am-9:45 pm

2 stops14h 50m

$325

ChicagoAguascalientes

MDW - AGU

MDWAGU

Chicago Midway

sáb. 6/14

6:00 am-7:45 pm

2 stops14h 45m

Aguascalients

sáb. 6/21

6:16 am-9:45 pm

2 stops14h 29m

$331

ChicagoDurango

MDW - DGO

MDWDGO

Chicago Midway

mar. 7/1

12:44 pm-10:57 pm

2 stops11h 13m

Durango Guadalupe Victoria

mar. 7/8

6:05 am-9:41 pm

2 stops14h 36m

$335

ChicagoZacatecas

MDW - ZCL

MDWZCL

Chicago Midway

mié. 5/7

6:00 am-8:25 pm

2 stops15h 25m

Zacatecas La Calera

mar. 5/13

8:39 am-9:28 pm

2 stops11h 49m

$340

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

jue. 5/15

8:39 pm-12:06 am

Nonstop4h 27m

Guadalajara Miguel Hidal

mar. 5/20

6:14 pm-1:17 pm

2 stops18h 03m

$350

ChicagoMexico City

MDW - MEX

MDWMEX

Chicago Midway

vie. 6/13

12:44 pm-6:35 pm

1 stop6h 51m

Mexico City Benito Juarez

vie. 6/13

9:55 pm-9:45 pm

2 stops22h 50m

$350

ChicagoLeón

MDW - BJX

MDWBJX

Chicago Midway

jue. 5/29

10:25 am-9:44 pm

2 stops12h 19m

León Del Bajio

dom. 6/1

9:41 am-9:27 pm

1 stop10h 46m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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.

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 mayo 1, 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 mayo 1, 2025.
Read reviews from past customers who have flown Southwest, Delta and Aeromexico 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
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Aeromexico
7.5
Good
1,698 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,826 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Volaris
6.7
Okay
1,174 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 Aeromexico from $142 and Delta from $146 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 Atlanta flights
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Midway to LaGuardia flights
O'Hare Intl to Savannah flights
Midway to San Francisco flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Charleston flights
Midway to Orlando flights
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Midway to Seattle 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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$125Average$339FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$161Average$419FlexibilityNo cancel feeOn-time69%
FrontierCheapest$175Average$384FlexibilityNo cancel feeOn-time62%
VolarisCheapest$217Average$517FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$241Average$333FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$320Average$601FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$380Average$646FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$429Average$720FlexibilityNo cancel feeOn-time63%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%

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