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$187+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Cancun are usually found in April or July, 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 septiembre 11, 2025.

Round-trip from

$402
(Delta)

One-way from

$187
(Delta)

Popular in

March

Cheapest in

April

Average price

$665
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. 1% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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.
lun. 11/105:14 pmMSN - CUN
1 stop16h 36mDelta
mié. 11/193:10 pmCUN - MSN
1 stop8h 49mDelta
Deal found 9/9$402
This American Airlines deal was found by Cheapflights users on 9/11. 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.
mar. 10/76:29 amMSN - CUN
2 stops8h 51mAmerican Airlines
mié. 10/1511:45 amCUN - MSN
2 stops11h 44mAmerican Airlines
Deal found 9/11$406
This American Airlines deal was found by Cheapflights users on 9/10. 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.
lun. 10/67:20 amMSN - CUN
1 stop7h 59mAmerican Airlines
mié. 10/1511:45 amCUN - MSN
2 stops11h 44mAmerican Airlines
Deal found 9/10$407
This Delta deal was found by Cheapflights users on 9/9. 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.
jue. 11/135:28 amMSN - CUN
1 stop14h 52mDelta
mié. 11/193:10 pmCUN - MSN
1 stop8h 49mDelta
Deal found 9/9$414
This Delta deal was found by Cheapflights users on 9/9. 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.
vie. 11/146:59 amMSN - CUN
2 stops13h 21mDelta
mar. 11/188:00 amCUN - MSN
2 stops13h 26mDelta
Deal found 9/9$418
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mar. 11/116:00 amMSN - CUN
1 stop7h 18mAmerican Airlines
sáb. 11/151:10 pmCUN - MSN
1 stop11h 49mAmerican Airlines
Deal found 9/10$419
This Delta deal was found by Cheapflights users on 9/11. 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.
lun. 9/296:00 amMSN - CUN
2 stops12h 50mDelta
vie. 10/36:05 pmCUN - MSN
2 stops14h 42mDelta
Deal found 9/11$422
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mié. 11/198:00 amMSN - CUN
1 stop7h 11mAmerican Airlines
dom. 11/235:12 pmCUN - MSN
1 stop7h 39mAmerican Airlines
Deal found 9/10$424
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mié. 10/296:45 amMSN - CUN
1 stop8h 14mAmerican Airlines
dom. 11/23:54 pmCUN - MSN
1 stop9h 04mAmerican Airlines
Deal found 9/10$425
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
lun. 10/67:59 pmMSN - CUN
2 stops30h 34mMultiple Airlines
mié. 10/159:09 amCUN - MSN
1 stop8h 19mMultiple Airlines
Deal found 9/11$426

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 septiembre 11, 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

dom. 11/16

11:28 am-9:20 pm

1 stop8h 52m

Cancun

jue. 11/20

4:15 pm-10:59 pm

1 stop7h 44m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

lun. 1/5

6:15 am-3:15 pm

1 stop8h 00m

Cancun

vie. 1/9

8:00 am-4:38 pm

1 stop9h 38m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

lun. 11/10

5:14 pm-10:50 am

1 stop16h 36m

Cancun

mar. 11/18

8:00 am-10:34 pm

1 stop15h 34m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

dom. 11/30

5:28 am-9:20 pm

1 stop14h 52m

Cancun

mar. 12/16

4:34 pm-10:34 pm

1 stop7h 00m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

mar. 11/11

6:59 am-2:00 pm

1 stop6h 01m

Cancun

jue. 11/20

3:10 pm-10:59 pm

1 stop8h 49m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

dom. 11/30

5:28 am-9:20 pm

1 stop14h 52m

Cancun

vie. 12/12

8:00 am-4:23 pm

1 stop9h 23m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

lun. 11/10

5:14 pm-10:50 am

1 stop16h 36m

Cancun

mié. 11/19

3:10 pm-10:59 pm

1 stop8h 49m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

dom. 11/16

11:28 am-9:20 pm

1 stop8h 52m

Cancun

mar. 11/18

8:00 am-10:34 pm

1 stop15h 34m

$402

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

sáb. 11/15

5:58 pm-12:35 pm

2 stops17h 37m

Cancun

jue. 11/20

3:10 pm-10:59 pm

1 stop8h 49m

$406

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

sáb. 11/15

5:58 pm-12:35 pm

2 stops17h 37m

Cancun

mié. 11/19

8:00 am-8:26 pm

2 stops13h 26m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 18 results
1
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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 August 29, 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 septiembre 11, 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.

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 septiembre 11, 2025.
Read through reviews of airlines operating flights from Madison to Cancún, such as Delta, Aeromexico, and United 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
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

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
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

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!
Aeromexico
7.5
Good
1,701 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

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
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

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
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

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.

  • How long is the flight from Madison to Cancún?

    There are many flights that can get you from Madison to Cancún in 8h 52m. Fly via Delta to get the fastest option. There are 1532 mi between Madison and Cancún.

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

    Aeromexico, at $350, was found to be the cheapest airline from Madison to Cancún.Alternate airlines to your destination round-trip include Delta and American Airlines. You may be able to fly from Madison to Cancún for 39% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Madison to Cancún one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $187. United Airlines flights start at $187 while deals on Delta start at $187 one-way.

  • 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$350Average$487FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$357Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$369Average$594FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$399Average$612FlexibilityNo cancel feeOn-time69%

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