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$174+ Cheap flights from Cancún (CUN) 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — MDW
mars 30 — avr. 61
dim. 3/30
dim. 4/6
1 adult, Economy
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Cheap flight deals from Cancún to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Cancún (CUN) to Midway (MDW). 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 mars 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$275
(Delta)

One-way from

$174
(Delta)

Popular in

June

Cheapest in

May

Average price

$244

Good one-way deal

$368 or less
Provider with most accurate pricing for Cancun-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Cancun-Chicago Midway flights.
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From Cancun to Chicago Midway
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One-way flight from Cancun to Chicago Midway
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Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a one-way flight from Cancun to Chicago Midway.
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Find flight deals from Cancún to Midway

Cheapest flights from Cancún to Midway
Explore the most affordable flight options available from Cancún to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mars 25, 2025.

This Delta deal was found by Cheapflights users on 3/24. 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.
jeu. 5/110:00 amCUN - MDW
1 stop6h 12mDelta
lun. 5/512:48 pmMDW - CUN
2 stops11h 37mDelta
Deal found 3/24$275
This Southwest deal was found by Cheapflights users on 3/24. 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.
ven. 5/302:00 pmCUN - MDW
1 stop8h 00mSouthwest
ven. 6/64:35 pmMDW - CUN
Nonstop3h 35mSouthwest
Deal found 3/24$362
This Aeromexico deal was found by Cheapflights users on 3/24. 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.
jeu. 7/311:00 amCUN - MDW
1 stop10h 38mAeromexico
ven. 7/111:05 pmMDW - CUN
1 stop6h 53mAeromexico
Deal found 3/24$364
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 4/1212:15 pmCUN - MDW
1 stop21h 09mFrontier
jeu. 4/176:45 amMDW - CUN
1 stop30h 43mFrontier
Deal found 3/24$391
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
sam. 4/1912:15 pmCUN - MDW
1 stop7h 32mMultiple Airlines
lun. 4/2810:41 pmMDW - CUN
1 stop14h 21mMultiple Airlines
Deal found 3/24$452
This Kiwi.com deal was found by Cheapflights users on 3/24. 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. 4/228:00 amCUN - MDW
1 stop11h 06mVolaris
lun. 4/288:39 pmMDW - CUN
1 stop12h 25mVolaris
Deal found 3/24$533
This WestJet deal was found by Cheapflights users on 3/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/152:00 pmCUN - MDW
2 stops24h 22mWestJet
ven. 4/187:00 pmMDW - CUN
2 stops24h 10mWestJet
Deal found 3/24$1,513
This LATAM Airlines deal was found by Cheapflights users on 3/24. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/301:20 amCUN - MDW
2 stops31h 47mLATAM Airlines
lun. 5/512:48 pmMDW - CUN
2 stops25h 27mLATAM Airlines
Deal found 3/24$2,154

Cheapflights Fare Finder

Customize your flight search to find flights from Cancún 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 mars 25, 2025.
Use the filters below to find and compare flights from Cancún to Chicago Midway Airport that are best for you.

Fly from

Cancún

Fly to

Midway

Route

Depart

Return

Price

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jeu. 5/1

10:00 am-5:59 pm

1 stop7h 59m

Chicago Midway

lun. 5/5

9:52 am-8:02 pm

1 stop10h 10m

$275

CancúnChicago

CUN - MDW

CUNMDW

Cancun

ven. 5/30

2:00 pm-10:00 pm

1 stop8h 00m

Chicago Midway

ven. 6/6

4:35 pm-8:10 pm

Nonstop3h 35m

$362

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jeu. 7/3

11:00 am-9:38 pm

1 stop10h 38m

Chicago Midway

ven. 7/11

1:05 pm-7:58 pm

1 stop6h 53m

$364

CancúnChicago

CUN - MDW

CUNMDW

Cancun

sam. 4/12

12:15 pm-9:24 am

1 stop21h 09m

Chicago Midway

jeu. 4/17

6:45 am-1:28 pm

1 stop30h 43m

$391

CancúnChicago

CUN - MDW

CUNMDW

Cancun

sam. 4/19

12:15 pm-7:47 pm

1 stop7h 32m

Chicago Midway

lun. 4/28

10:41 pm-1:02 pm

1 stop14h 21m

$452

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/22

8:00 am-7:06 pm

1 stop11h 06m

Chicago Midway

lun. 4/28

8:39 pm-9:04 am

1 stop12h 25m

$533

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/15

2:00 pm-2:22 pm

2 stops24h 22m

Chicago Midway

ven. 4/18

7:00 pm-7:10 pm

2 stops24h 10m

$1,513

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mer. 4/30

1:20 am-9:07 am

2 stops31h 47m

Chicago Midway

lun. 5/5

12:48 pm-2:15 pm

2 stops25h 27m

$2,154

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jeu. 4/3

8:00 am-6:02 pm

2 stops10h 02m

$174

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/8

9:08 am-11:24 pm

1 stop14h 16m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 14 results
1
2

Compare providers for flights from Cancún to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cancún to Midway in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cancún-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cancún-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cancún-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cancún-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cancún-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Cancún to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Cancún 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 Cancún to Chicago Midway Airport

What is the cheapest time of day to fly from CUN to MDW?

Find hourly flight availability from Cancún 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 mars 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cancún to Chicago Midway Airport as you normally would.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 mars 25, 2025.
Read through reviews of airlines operating flights from Cancún to Chicago, such as Southwest, Delta and LATAM Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,890 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,749 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Aeromexico
7.5
Good
1,700 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
WestJet
7.2
Good
2,785 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Cancún to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Cancún to Chicago Midway?

    For a flight from Cancún to Chicago Midway, you will be flying from Cancun. Cancun (CUN) is just 8.9 mi from the center of the city. Cancun is the only Cancún airport and it handles 1 outbound flight to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Cancun on a regular basis.

  • What are the cheapest airlines flying from Cancún to Chicago Midway Airport round-trip?

    According to our current data, Delta ($275), Southwest ($362), and Aeromexico ($364) offers the cheapest pricing from Cancún to Chicago Midway Airport. You may be able to fly from Cancún to Chicago Midway Airport for 33% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Cancún to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $174 on Delta. Other airlines that offer cheap prices include Volaris from $186 and Southwest from $219 one-way.

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

    Looking at all options, your cheapest flight can be booked for $225. While the most popular route (Cancun - Chicago Midway) can be booked for $275 on average our data indicates $439 when flying from Cancún to Chicago Midway Airport.

  • Can I find deals for flights from Cancún to Midway that include hotel bookings?

    Yes. In addition to deals on Cancún to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cancún to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cancún to Midway.

  • Can I find deals for business class flights from Cancún to Midway?

    Yes. Cheapflights offers flight deals from Cancún 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 Cancún to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Cancún to Chicago Midway Airport (average of $160). Flying from Cancún to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Cancún?

Book flights to Cancún if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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