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Midway

$139+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
MEX — MDW
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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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 octubre 30, 2025.

This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/611:42 amDGO - MDW
Nonstop3h 27mFrontier
mar. 11/114:31 pmMDW - DGO
Nonstop4h 07mFrontier
Deal found 10/29$268
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/411:42 amDGO - MDW
Nonstop3h 27mFrontier
jue. 11/134:31 pmMDW - DGO
Nonstop4h 07mFrontier
Deal found 10/28$269
This Delta deal was found by Cheapflights users on 10/30. 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.
jue. 11/64:17 pmCUN - MDW
1 stop6h 57mDelta
mar. 11/1110:47 amMDW - CUN
1 stop9h 33mDelta
Deal found 10/30$276
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/31:39 pmGDL - MDW
Nonstop3h 55mFrontier
dom. 12/76:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/29$277
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/72:58 pmCUN - MDW
1 stop8h 16mDelta
dom. 11/910:47 amMDW - CUN
1 stop9h 33mDelta
Deal found 10/28$277
This Frontier deal was found by Cheapflights users on 10/27. 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.
vie. 10/312:12 pmGDL - MDW
Nonstop4h 04mFrontier
dom. 11/96:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/27$291
This Southwest deal was found by Cheapflights users on 10/30. 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.
mié. 11/51:45 pmCUN - MDW
Nonstop3h 45mSouthwest
mié. 11/1211:25 amMDW - CUN
1 stop7h 20mSouthwest
Deal found 10/30$301
This Frontier deal was found by Cheapflights users on 10/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/141:39 pmGDL - MDW
Nonstop3h 55mFrontier
dom. 11/166:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/30$303
This Southwest deal was found by Cheapflights users on 10/30. 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.
vie. 12/192:30 pmCUN - MDW
Nonstop3h 45mSouthwest
lun. 1/510:40 amMDW - CUN
Nonstop3h 45mSouthwest
Deal found 10/30$305
This Southwest deal was found by Cheapflights users on 10/30. 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.
jue. 11/139:40 amCUN - MDW
1 stop11h 05mSouthwest
dom. 11/1610:40 amMDW - CUN
Nonstop3h 45mSouthwest
Deal found 10/30$306
This Delta deal was found by Cheapflights users on 10/30. 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.
jue. 11/139:36 amBJX - MDW
1 stop14h 04mDelta
lun. 11/1710:47 amMDW - BJX
2 stops12h 31mDelta
Deal found 10/30$308
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/241:39 pmGDL - MDW
Nonstop3h 55mFrontier
jue. 1/87:00 amMDW - GDL
1 stop9h 15mFrontier
Deal found 10/28$317

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 octubre 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$276
(Delta)

One-way from

$139
(Southwest)

Popular in

December

Cheapest in

February

Average price

$336

Good round-trip deal

$200 or less

Good one-way deal

$198 or less
Provider with most accurate pricing for Mexico City Benito Juarez-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Mexico City Benito Juarez-Chicago (CHI) flights.
Search Deals
From Mexico to Chicago Midway
Search Deals
One-way flight from Mexico to Chicago Midway
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Mexico to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Mexico to Chicago Midway.
Search Deals

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 octubre 30, 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

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 12/19

12:15 pm-6:00 pm

1 stop6h 45m

Chicago Midway

lun. 1/5

6:45 am-9:11 pm

1 stop13h 26m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 12/4

4:34 pm-11:47 pm

1 stop8h 13m

Chicago Midway

dom. 12/7

12:50 pm-9:20 pm

1 stop7h 30m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 1/22

12:15 pm-5:32 pm

1 stop6h 17m

Chicago Midway

lun. 1/26

6:00 am-3:30 pm

1 stop8h 30m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 11/13

8:00 am-6:08 pm

2 stops11h 08m

Chicago Midway

dom. 11/16

10:47 am-9:20 pm

1 stop9h 33m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 12/5

8:00 am-4:18 pm

1 stop9h 18m

Chicago Midway

mar. 12/9

10:49 am-9:20 pm

1 stop9h 31m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 1/23

4:40 pm-10:26 pm

1 stop6h 46m

Chicago Midway

mar. 2/3

12:48 pm-9:11 pm

1 stop7h 23m

$276

LeónChicago

BJX - MDW

BJXMDW

León Del Bajio

jue. 11/13

9:36 am-11:40 pm

1 stop14h 04m

Chicago Midway

lun. 11/17

10:47 am-11:18 pm

2 stops12h 31m

$308

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 11/13

2:15 pm-5:00 pm

Nonstop3h 45m

Chicago Midway

dom. 11/16

10:40 am-3:25 pm

Nonstop3h 45m

$327

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 2/13

5:30 pm-12:35 pm

2 stops20h 05m

Chicago Midway

mar. 2/17

9:30 am-9:10 pm

2 stops10h 40m

$328

LeónChicago

BJX - MDW

BJXMDW

León Del Bajio

jue. 11/13

9:36 am-4:38 pm

1 stop7h 02m

Chicago Midway

dom. 11/16

12:47 pm-11:18 pm

2 stops10h 31m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, August is the cheapest month in which you can book a flight from Mexico to Chicago Midway Airport (average of $119). Flying from Mexico to Chicago Midway Airport in June is currently the most expensive (average of $248). 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 octubre 30, 2025.

One of the essential ways to save on airfare from Mexico to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 43% on airfare.

What is the cheapest day to fly from Mexico to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Mexico to Midway. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Mexico to Chicago Midway Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 30, 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
6.7
Okay
1,151 reviews

Overall

6.7

Boarding

6.6

Comfort

6.4

Crew

7.3

Food

5.3

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
6.7
Okay
1,151 reviews
Volaris
6.7
Okay
1,151 reviews

Overall

6.7

Boarding

6.6

Comfort

6.4

Crew

7.3

Food

5.3

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
3,123 reviews
Volaris
6.7
Okay
1,151 reviews

Overall

6.7

Boarding

6.6

Comfort

6.4

Crew

7.3

Food

5.3

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 27m. Mexico and Chicago Midway Airport are separated by a distance of 1554 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 ($139), Frontier ($164), and Volaris ($172).

  • 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 Cancun - 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, August is the cheapest month in which you can book a flight from Mexico to Chicago Midway Airport (average of $119). Flying from Mexico to Chicago Midway Airport in June is currently the most expensive (average of $248). 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
Porter
Benton Harbor

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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$177Average$380FlexibilityNo cancel feeOn-time62%
VolarisCheapest$271Average$367FlexibilityNo cancel feeOn-time79%

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