$116+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Mexico with Cheapflights
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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
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 December 23, 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 December 23, 2025.
This Frontier deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Frontier deal was found by Cheapflights users on 12/22. 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.
This Frontier deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Frontier deal was found by Cheapflights users on 12/21. 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.
This Frontier deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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.
This Cheapflightsfares deal was found by Cheapflights users on 12/22. 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.
Find flight deals from Midway to Mexico
Keep the following information in mind while searching for Midway to Mexico flight deals. Data was last updated December 23, 2025.
Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $294 (eDestinos) |
One-way from | $116 (FlightHub) |
Popular in | December |
Cheapest in | February |
Average price | $568 |
Good round-trip deal | $274 or less |
Good one-way deal | $165 or less |
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chicago Midway Airport to Mexico that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoAguascalientes
MDW - AGU
MDWAGU
Chicago Midway
Wed 3/4
5:33 pm-9:40 pm
Nonstop4h 07m
Aguascalients
Mon 3/9
11:38 am-4:18 pm
Nonstop3h 40m
ChicagoAguascalientes
MDW - AGU
MDWAGU
Chicago Midway
Fri 1/23
5:33 pm-9:40 pm
Nonstop4h 07m
Aguascalients
Fri 1/30
12:38 pm-4:18 pm
Nonstop3h 40m
ChicagoGuadalajara
MDW - GDL
MDWGDL
Chicago Midway
Wed 1/28
6:54 pm-11:24 pm
Nonstop4h 30m
Guadalajara Miguel Hidal
Wed 2/4
1:39 pm-5:34 pm
Nonstop3h 55m
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 2/20
3:00 pm-10:00 pm
1 stop7h 00m
Mexico City Benito Juarez
Sun 2/22
10:50 pm-1:08 pm
2 stops14h 18m
ChicagoAguascalientes
MDW - AGU
MDWAGU
Chicago Midway
Wed 3/4
6:00 am-10:00 pm
2 stops16h 00m
Aguascalients
Mon 3/9
9:01 pm-10:31 pm
2 stops24h 30m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/17
12:47 pm-8:20 pm
1 stop7h 33m
Cancun
Sun 3/22
8:00 am-10:31 pm
1 stop14h 31m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 1/3
6:00 am-1:46 pm
1 stop6h 46m
Cancun
Thu 1/8
11:05 am-10:07 pm
1 stop12h 02m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 1/9
6:45 am-4:35 pm
1 stop8h 50m
Cancun
Tue 1/13
8:00 am-4:29 pm
1 stop9h 29m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/7
6:25 am-8:02 pm
2 stops12h 37m
Cancun
Sat 3/21
8:00 am-10:31 pm
1 stop14h 31m
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Sun 3/1
2:32 pm-6:48 pm
Nonstop4h 16m
Morelia
Sun 3/8
8:15 am-1:04 pm
Nonstop3h 49m
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.
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 $106). Flying from Chicago Midway Airport to Mexico in November is currently the most expensive (average of $243). 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 December 23, 2025.
One of the essential ways to save on airfare from Chicago Midway Airport to Mexico is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 32% on airfare.
What is the cheapest day to fly from Chicago Midway Airport to Mexico?
Use this chart to determine the cheapest time to fly round-trip from Midway to Mexico. Price data was last updated on December 20, 2025.
Travelers seeking maximum savings on their Chicago Midway Airport to Mexico flight should consider departing on Friday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Mexico delayed?
About 14% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 139 minutes.
What is the most punctual flight time for Chicago to Mexico flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Mexico flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 11% of flights being delayed.
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 December 23, 2025.
See what other customers who have flown with Southwest, Delta, and Aeromexico from Chicago Midway Airport to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
Thomas,Dec 2025
SEA - DEN
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 December 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$161 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$190 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$199 | Average$557 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$200 | Average$537 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$296 | Average$502 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$334 | Average$571 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$336 | Average$679 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$506 | Average$667 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$3,369 | Average$3,369 | FlexibilityNo cancel fee | On-time81% |