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$176+ Cheap flights from Madison (MSN) to Cancún (CUN)

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Cancun are usually found in April or January, booked 21 days in advance, depart on a Tuesday or Sunday and return on a Monday

Cheap flight deals from Madison to Cancún

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Cancún (CUN). 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 July 29, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$176
(Delta)

Popular in

March

Cheapest in

April

Average price

$492
From Madison Truax Field to Cancun
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One-way flight from Madison Truax Field to Cancun
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Madison to Cancún

Cheapest flights from Madison to Cancún
Explore the most affordable flight options available from Madison to Cancún. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1111:16 amMSN - CUN
1 stop8h 48mAmerican Airlines
Thu 9/182:50 pmCUN - MSN
1 stop9h 29mAmerican Airlines
Deal found 7/28$364
This Delta deal was found by Cheapflights users on 7/28. 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.
Tue 11/117:00 amMSN - CUN
1 stop6h 00mDelta
Sat 11/1511:14 amCUN - MSN
2 stops11h 48mDelta
Deal found 7/28$392
This United Airlines deal was found by Cheapflights users on 7/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:17 amMSN - CUN
1 stop7h 34mUnited Airlines
Wed 9/173:01 pmCUN - MSN
2 stops22h 10mUnited Airlines
Deal found 7/27$469

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Cancún 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 July 29, 2025.
Use the filters below to find and compare flights from Madison to Cancún that are best for you.

Fly from

Madison

Fly to

Cancún

Route

Depart

Return

Price

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Thu 9/11

11:16 am-8:04 pm

1 stop8h 48m

Cancun

Thu 9/18

2:50 pm-12:19 am

1 stop9h 29m

$364

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 11/11

7:00 am-2:00 pm

1 stop6h 00m

Cancun

Sat 11/15

11:14 am-10:02 pm

2 stops11h 48m

$392

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 9/10

6:17 am-1:51 pm

1 stop7h 34m

Cancun

Wed 9/17

3:01 pm-1:11 pm

2 stops22h 10m

$469

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 1/6

6:15 am-4:15 pm

1 stop9h 00m

$176

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 10/15

6:17 am-1:51 pm

1 stop7h 34m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Madison to Cancún

Have a flexible travel schedule? Discover the best time to fly to Cancún from Madison 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 Madison to Cancún

How far ahead should I book a flight from Madison to Cancún?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Cancún. Price data was last updated on July 25, 2025.

The price you pay for your flight from Madison to Cancún may vary depending on when you book. For the best chance of a lower fare, look to book 21 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Madison to Cancún?

Currently, January is the cheapest month in which you can book a flight from Madison to Cancún (average of $360). Flying from Madison to Cancún in March is currently the most expensive (average of $492). 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 MSN to CUN?

Find hourly flight availability from Madison to Cancún. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

It’s optimal to fly from Madison to Cancún at noon. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Madison to Cancún?

Reviews of airlines servicing Cancún

Get insights into the airlines that provide service to Cancún. 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 Cancún. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from Madison to Cancún, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,899 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

  • What are the cheapest airlines flying from Madison to Cancún round-trip?

    American Airlines, at $364, was found to be the cheapest airline from Madison to Cancún.Alternate airlines to your destination round-trip include Delta and United Airlines. You may be able to fly from Madison to Cancún for 36% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Cancún 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 Madison to Cancún?

    Currently, January is the cheapest month in which you can book a flight from Madison to Cancún (average of $360). Flying from Madison to Cancún in March is currently the most expensive (average of $492). 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
Puerto Aventuras
Holbox
Punta Sam

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Madison to Cancún

Discover the top 4 airlines that operate flights from Madison to Cancún. 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$350Average$491FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$357Average$514FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$388Average$605FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$399Average$605FlexibilityNo cancel feeOn-time69%

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