$123+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Jun 17 — Jun 241
1 adult, Economy
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Find cheap flights from Midway to Mexico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 June 12, 2025.
Round-trip from | $269 (Southwest) |
|---|---|
One-way from | $123 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $392 |
Good round-trip deal | $336 or less |
Good one-way deal | $121 or less |
Find flight deals from Midway to Mexico
Cheapest flights from Midway to MexicoExplore 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 June 12, 2025.
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 June 12, 2025.
This Southwest deal was found by Cheapflights users on 6/9. 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 7/104:35 pmMDW - CUN
Nonstop3h 35mSouthwest
Tue 7/158:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 6/9![Southwest logo]()
$269
This Priceline deal was found by Cheapflights users on 6/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:10 amMDW - CUN
1 stop6h 29mFrontier
Sat 8/301:54 pmCUN - MDW
1 stop9h 17mFrontier
Deal found 6/10![Frontier logo]()
$292
This Trip.com deal was found by Cheapflights users on 6/10. 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.
Tue 6/2412:44 pmMDW - CUN
1 stop7h 36mAeromexico
Sat 9/612:40 pmCUN - MDW
1 stop8h 32mAeromexico
Deal found 6/10![Aeromexico logo]()
$305
This Trip.com deal was found by Cheapflights users on 6/11. 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.
Tue 6/2412:44 pmMDW - CUN
1 stop7h 36mMultiple Airlines
Wed 6/253:25 pmCUN - MDW
1 stop29h 28mMultiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$322
This Aeromexico deal was found by Cheapflights users on 6/11. 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.
Fri 7/116:00 amMDW - AGU
2 stops13h 18mAeromexico
Mon 7/216:14 amAGU - MDW
2 stops10h 48mAeromexico
Deal found 6/11![Aeromexico logo]()
$323
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 9/86:00 amMDW - CUN
1 stop8h 10mDelta
Sat 9/138:15 amCUN - MDW
1 stop7h 15mDelta
Deal found 6/10![Delta logo]()
$323
This Aeromexico deal was found by Cheapflights users on 6/11. 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 8/712:43 pmMDW - BJX
1 stop6h 57mAeromexico
Mon 8/189:24 amBJX - MDW
1 stop11h 25mAeromexico
Deal found 6/11![Aeromexico logo]()
$330
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 9/156:00 amMDW - AGU
2 stops11h 10mDelta
Fri 9/1910:16 amAGU - MDW
2 stops10h 28mDelta
Deal found 6/10![Delta logo]()
$330
This Delta deal was found by Cheapflights users on 6/10. 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 9/36:00 amMDW - BJX
1 stop10h 15mDelta
Wed 9/179:20 amBJX - MDW
1 stop11h 24mDelta
Deal found 6/10![Delta logo]()
$334
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:01 pmMDW - MLM
Nonstop4h 00mVolaris
Sat 11/159:15 amMLM - MDW
Nonstop3h 49mVolaris
Deal found 6/12![Volaris logo]()
$341
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:19 pmMDW - AGU
Nonstop3h 54mVolaris
Fri 9/1912:07 pmAGU - MDW
Nonstop3h 43mVolaris
Deal found 6/10![Volaris logo]()
$342
This Mytrip deal was found by Cheapflights users on 6/9. 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.
Mon 12/16:49 pmMDW - GDL
Nonstop4h 30mVolaris
Mon 12/151:36 pmGDL - MDW
Nonstop3h 58mVolaris
Deal found 6/9![Volaris logo]()
$354
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 June 12, 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
Thu 7/10
4:35 pm-8:10 pm
Nonstop3h 35m
Cancun
Tue 7/15
8:30 am-12:05 pm
Nonstop3h 35m
$269
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 8/23
6:10 am-12:39 pm
1 stop6h 29m
Cancun
Sat 8/30
1:54 pm-11:11 pm
1 stop9h 17m
$292
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 6/24
12:44 pm-8:20 pm
1 stop7h 36m
Cancun
Sat 9/6
12:40 pm-9:12 pm
1 stop8h 32m
$305
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 6/24
12:44 pm-8:20 pm
1 stop7h 36m
Cancun
Wed 6/25
3:25 pm-8:53 pm
1 stop29h 28m
$322
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 9/8
6:00 am-2:10 pm
1 stop8h 10m
Cancun
Sat 9/13
8:15 am-3:30 pm
1 stop7h 15m
$323
ChicagoAguascalientes
MDW - AGU
MDWAGU
Chicago Midway
Fri 7/11
6:00 am-6:18 pm
2 stops13h 18m
Aguascalients
Mon 7/21
6:14 am-6:02 pm
2 stops10h 48m
$323
ChicagoLeón
MDW - BJX
MDWBJX
Chicago Midway
Thu 8/7
12:43 pm-6:40 pm
1 stop6h 57m
León Del Bajio
Mon 8/18
9:24 am-9:49 pm
1 stop11h 25m
$330
ChicagoLeón
MDW - BJX
MDWBJX
Chicago Midway
Wed 9/3
6:00 am-3:15 pm
1 stop10h 15m
León Del Bajio
Wed 9/17
9:20 am-9:44 pm
1 stop11h 24m
$334
ChicagoGuadalajara
MDW - GDL
MDWGDL
Chicago Midway
Sat 7/5
8:39 pm-11:49 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Sat 7/26
2:12 pm-7:16 pm
Nonstop4h 04m
$360
ChicagoGuadalajara
MDW - GDL
MDWGDL
Chicago Midway
Tue 7/8
8:39 pm-11:49 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Tue 7/15
2:12 pm-7:16 pm
Nonstop4h 04m
$370
Showing 1-10 of 60 results
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 $388). 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 June 12, 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 June 12, 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.
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Overall
8.0
Food
7.1
Comfort
8.0
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
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.
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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.
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 June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$392 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$194 | Average$515 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$241 | Average$341 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$292 | Average$655 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$319 | Average$577 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$345 | Average$692 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$3,369 | Average$3,369 | FlexibilityNo cancel fee | On-time81% |