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$138+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — MDW
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

January

Round-trip from

$294
(Frontier)

One-way from

$138
(Orbitz)
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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High demand for flights, 55% potential price rise
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Best time to find cheap flights, 54% potential price drop
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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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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 November 20, 2024.

This Frontier deal was found by Cheapflights users on 11/20. 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.
Sun 12/229:53 amCUN - MDW
1 stop10h 49mFrontier
Mon 12/306:49 pmMDW - CUN
1 stop12h 49mFrontier
Deal found 11/20$294
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2312:31 pmCUN - MDW
1 stop25h 38mMultiple Airlines
Tue 12/317:45 amMDW - CUN
1 stop26h 51mMultiple Airlines
Deal found 11/19$320
This Southwest deal was found by Cheapflights users on 11/19. 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.
Tue 11/267:10 amCUN - MDW
Nonstop3h 35mSouthwest
Sat 11/303:00 pmMDW - CUN
Nonstop3h 45mSouthwest
Deal found 11/19$339
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2011:05 amCUN - MDW
1 stop6h 12mAeromexico
Wed 1/16:00 amMDW - CUN
1 stop7h 05mAeromexico
Deal found 11/19$342
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 12/78:10 amCUN - MDW
1 stop9h 02mDelta
Wed 12/1112:44 pmMDW - CUN
1 stop7h 19mDelta
Deal found 11/20$355
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Thu 11/289:45 pmCUN - MDW
1 stop12h 00mVolaris
Fri 11/297:55 pmMDW - CUN
1 stop12h 09mVolaris
Deal found 11/19$718
This WestJet deal was found by Cheapflights users on 11/20. 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.
Tue 12/248:25 pmCUN - MDW
2 stops21h 46mWestJet
Sun 1/512:10 pmMDW - CUN
2 stops47h 23mWestJet
Deal found 11/20$1,294
This LATAM Airlines deal was found by Cheapflights users on 11/20. 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.
Sat 12/211:20 amCUN - MDW
2 stops21h 46mLATAM Airlines
Thu 1/25:03 pmMDW - CUN
2 stops22h 12mLATAM Airlines
Deal found 11/20$4,484

Find flights from Cancún to Midway within your budget

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sun 12/22

9:53 am-7:42 pm

1 stop10h 49m

Chicago Midway

Mon 12/30

6:49 pm-8:38 am

1 stop12h 49m

$294

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Mon 12/23

12:31 pm-1:09 pm

1 stop25h 38m

Chicago Midway

Tue 12/31

7:45 am-11:36 am

1 stop26h 51m

$320

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 12/20

11:05 am-4:17 pm

1 stop6h 12m

Chicago Midway

Wed 1/1

6:00 am-2:05 pm

1 stop7h 05m

$342

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 12/7

5:49 am-4:12 pm

2 stops11h 23m

Chicago Midway

Wed 12/11

9:30 am-9:03 pm

2 stops10h 33m

$355

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 12/26

7:10 am-9:45 am

Nonstop3h 35m

Chicago Midway

Fri 1/3

1:35 pm-9:00 pm

1 stop6h 25m

$370

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sun 2/16

7:39 am-6:40 pm

1 stop12h 01m

Chicago Midway

Fri 2/21

7:20 pm-9:04 am

1 stop12h 44m

$495

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 12/24

8:25 pm-5:11 pm

2 stops21h 46m

Chicago Midway

Sun 1/5

12:10 pm-12:33 pm

2 stops47h 23m

$1,294

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 12/21

1:20 am-10:06 pm

2 stops21h 46m

Chicago Midway

Thu 1/2

5:03 pm-4:15 pm

2 stops22h 12m

$4,484

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 2/12

3:49 pm-12:17 am

1 stop9h 28m

$138

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 12/11

7:10 am-9:45 am

Nonstop3h 35m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 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.

Travel insights for flights from Cancún to Midway

Get recent, data-driven insights about flights from Cancún to Midway including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Cancún to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Cancún to Midway. Price data was last updated on November 15, 2024.

The best time to book flights from Cancún to Chicago Midway Airport is 29 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 November 20, 2024.

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 November 20, 2024.
Read through reviews of airlines operating flights from Cancún to Chicago, such as Volaris, Aeromexico and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,934 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,004 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 0 outbound flights 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, Frontier ($294), Aeromexico ($342), and Delta ($355) offers the cheapest pricing from Cancún to Chicago Midway Airport.

  • 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 $138 on Frontier. Other airlines that offer cheap prices include Southwest from $146 and Aeromexico from $212 one-way.

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

    Looking at all options, your cheapest flight can be booked for $139. While the most popular route (Cancun - Chicago Midway) can be booked for $342 on average our data indicates $387 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, December is the cheapest month in which you can book a flight from Cancún to Chicago Midway Airport (average of $159). Flying from Cancún to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

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