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$140+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — MDW
Nov 4 — Nov 111
1 adult
Mon 11/4
Mon 11/11
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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 October 30, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

January

Round-trip from

$301
(Flightnetwork)

One-way from

$140
(Southwest)
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 October 30, 2024.

This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/611:43 amCUN - MDW
1 stop13h 37mFrontier
Mon 12/98:15 amMDW - CUN
1 stop25h 13mFrontier
Deal found 10/30$301
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/510:08 amCUN - MDW
1 stop15h 05mMultiple Airlines
Tue 12/1012:44 pmMDW - CUN
1 stop7h 19mMultiple Airlines
Deal found 10/30$326
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/267:10 amCUN - MDW
Nonstop3h 35mSouthwest
Sat 1/43:00 pmMDW - CUN
Nonstop3h 45mSouthwest
Deal found 10/29$334
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.
Wed 12/48:10 amCUN - MDW
1 stop9h 05mDelta
Sun 12/86:00 amMDW - CUN
1 stop6h 50mDelta
Deal found 10/28$341
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/268:15 amCUN - MDW
1 stop9h 02mAeromexico
Sat 1/410:08 amMDW - CUN
1 stop5h 22mAeromexico
Deal found 10/29$343
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2710:20 pmCUN - MDW
1 stop11h 25mVolaris
Sun 1/57:55 pmMDW - CUN
1 stop12h 09mVolaris
Deal found 10/29$549
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/58:30 pmCUN - MDW
2 stops26h 36mWestJet
Tue 12/1012:44 pmMDW - CUN
2 stops30h 34mWestJet
Deal found 10/30$1,237
This LATAM Airlines 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/51:20 amCUN - MDW
2 stops21h 46mLATAM Airlines
Mon 12/94:58 pmMDW - CUN
2 stops20h 32mLATAM Airlines
Deal found 10/29$2,367

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 2,570,725 searches. Data last updated October 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$301 - $2,367

Route

Depart

Return

Price

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Fri 12/6

1 stop13h 37m

Chicago Midway

Mon 12/9

1 stop25h 13m

$301

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Thu 12/5

1 stop15h 05m

Chicago Midway

Tue 12/10

1 stop7h 19m

$326

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Thu 12/26

Nonstop3h 35m

Chicago Midway

Sat 1/4

Nonstop3h 45m

$334

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Wed 12/4

1 stop9h 05m

Chicago Midway

Sun 12/8

1 stop6h 50m

$341

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Thu 12/26

1 stop9h 02m

Chicago Midway

Sat 1/4

1 stop5h 22m

$343

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Fri 12/27

1 stop11h 25m

Chicago Midway

Sun 1/5

1 stop12h 09m

$549

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Thu 12/5

2 stops26h 36m

Chicago Midway

Tue 12/10

2 stops30h 34m

$1,237

CancunChicago Midway

CUN - MDW

CUNMDW

Cancun

Thu 12/5

2 stops21h 46m

Chicago Midway

Mon 12/9

2 stops20h 32m

$2,367

Flights are sorted by cheapest first

Deals found on 10/29

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 October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
AranGrantPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
MytripPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
PricelinePrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy

*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 October 25, 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.

Find deals

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 October 30, 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 October 30, 2024.
Read through reviews of airlines operating flights from Cancún to Chicago, such as Delta and Volaris. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,118 reviews
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,836 reviews
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Reviews

1 / 10

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

LATAM Airlines
7.5
Good
1,977 reviews
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,036 reviews
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Reviews

1 / 10

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

WestJet
7.3
Good
2,804 reviews
Southwest
8.1
Very good
5,118 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.3

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.

  • Can I find flights from Cancún to Chicago Midway Airport for under $400 on Cheapflights?

    Yes, there are multiple flights from Cancún to Chicago Midway Airport for under $400. The cheapest flight booked recently is on Frontier for just $301, but on average you can expect to pay $724.

  • Are there nonstop flights from Cancún to Chicago Midway Airport for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Cancún to Chicago Midway Airport under $400. A good price for a nonstop flight from Cancún to Chicago Midway Airport is less than $334.

  • Are there last-minute flights available from Cancún to Chicago Midway Airport for under $500?

    There are currently 2+ open flights from Cancún to Chicago Midway Airport within the next 7 days for less than $500.

  • What days are nonstop flights available from Cancún to Chicago Midway Airport?

    You can find nonstop flights on the following days: Thursday, Friday.

  • How many flights depart from Cancún to Chicago Midway Airport on average per day?

    On average 3 flights depart from Cancún to Chicago Midway Airport per day.
    Afternoon (Noon - 6pm) - 100% of flight departures

  • How long is the flight from Cancún to Chicago Midway Airport?

    For as low as $301, Frontier can have you in Chicago Midway Airport from Cancún in 3h 35m. The distance between Cancún and Chicago Midway Airport is about 1442 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, Frontier ($301), Southwest ($334), and Delta ($341) 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 $140 on Southwest. Other airlines that offer cheap prices include Frontier from $147 and Aeromexico from $207 one-way.

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

    Looking at all options, your cheapest flight can be booked for $172. While the most popular route (Cancun - Chicago Midway) can be booked for $334 on average our data indicates $367 when flying from Cancún to Chicago Midway Airport.

  • What does CUN to MDW mean?

    Great question - CUN to MDW just means Cancun Airport to Chicago Midway Airport. Now you’ll know what these unique codes when you look for flights!

  • Can I find deals for flights from Cancún to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Cancún to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Cancún to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Cancún to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Cancún to Midway that allow pets onboard?

    Many airlines flying from Cancún to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Cancún to Midway?

    Yes, you can often find last-minute deals on Cancún to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Cancún to Chicago Midway Airport flight deals updated?

    The Cancún to Chicago Midway Airport flight deals you see on this page were last updated on 10/30.

  • 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 $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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