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$167+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Cancun are usually found in September or November, booked 12 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$335
(SmartFares)

One-way from

$167
(Delta)

Popular in

March

Cheapest in

September

Average price

$525
Provider with most accurate pricing for Madison Truax Field-Cancun flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Cancun flights.
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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. 7% potential increase in price ($48 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 October 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 October 28, 2025.

This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amMSN - CUN
1 stop8h 10mAeromexico
Fri 11/148:00 amCUN - MSN
1 stop9h 24mAeromexico
Deal found 10/28$335
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.
Tue 11/115:29 amMSN - CUN
1 stop9h 05mDelta
Fri 11/148:00 amCUN - MSN
1 stop9h 24mDelta
Deal found 10/28$360
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 11/125:00 amMSN - CUN
2 stops10h 20mAmerican Airlines
Mon 11/1711:31 amCUN - MSN
2 stops11h 23mAmerican Airlines
Deal found 10/26$398
This Aeromexico deal was found by Cheapflights users on 10/27. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:38 amMSN - CUN
2 stops17h 46mAeromexico
Tue 12/231:40 pmCUN - MSN
1 stop8h 41mAeromexico
Deal found 10/27$402
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Tue 11/115:00 amMSN - CUN
1 stop7h 27mAmerican Airlines
Sat 11/155:12 pmCUN - MSN
1 stop7h 40mAmerican Airlines
Deal found 10/26$405
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/165:00 amMSN - CUN
2 stops10h 20mAmerican Airlines
Tue 12/232:28 pmCUN - MSN
1 stop10h 31mAmerican Airlines
Deal found 10/27$407
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 11/198:00 amMSN - CUN
1 stop7h 11mAmerican Airlines
Sun 11/233:13 pmCUN - MSN
1 stop9h 38mAmerican Airlines
Deal found 10/26$419
This Delta deal was found by Cheapflights users on 10/26. 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 11/126:00 amMSN - CUN
1 stop7h 08mDelta
Mon 11/173:10 pmCUN - MSN
1 stop8h 49mDelta
Deal found 10/26$437
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Fri 12/56:30 amMSN - CUN
2 stops10h 20mUnited Airlines
Tue 12/96:30 amCUN - MSN
2 stops9h 24mUnited Airlines
Deal found 10/26$450

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 October 28, 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 1/8

11:15 am-9:11 pm

1 stop8h 56m

Cancun

Mon 1/12

4:25 pm-10:40 pm

1 stop7h 15m

$362

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 1/27

6:30 am-4:25 pm

1 stop8h 55m

Cancun

Mon 2/2

4:25 pm-10:40 pm

1 stop7h 15m

$362

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 11/19

8:00 am-4:11 pm

1 stop7h 11m

Cancun

Sun 11/23

3:13 pm-11:51 pm

1 stop9h 38m

$419

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 11/12

6:00 am-2:08 pm

1 stop7h 08m

Cancun

Mon 11/17

3:10 pm-10:59 pm

1 stop8h 49m

$437

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 2/4

7:00 am-9:11 pm

2 stops13h 11m

$167

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 2/4

7:00 am-8:45 pm

1 stop12h 45m

$167

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Mon 12/1

8:12 pm-1:27 pm

1 stop16h 15m

$187

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Thu 1/15

5:22 pm-2:51 pm

1 stop20h 29m

$204

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Sat 11/15

6:50 pm-3:59 pm

2 stops20h 09m

$243

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Thu 11/6

6:50 pm-11:25 am

2 stops15h 35m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 16 results
1
2

Compare providers for flights from Madison to Cancún

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 Madison to Cancún in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust 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 Madison-Cancún flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-Cancún flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-Cancún flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Cancún flights, Cheapflights users trust eDreams the most. eDreams 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 Madison-Cancún 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 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 October 24, 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 11 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, June is the cheapest month in which you can book a flight from Madison to Cancún (average of $167). Flying from Madison to Cancún in March is currently the most expensive (average of $367). 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 October 28, 2025.

It’s optimal to fly from Madison to Cancún in the evening. By choosing this option you can save up to 41% 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 October 28, 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
7.9
Good
7,995 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,995 reviews
Delta
7.9
Good
7,995 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Aeromexico
7.5
Good
1,678 reviews
Delta
7.9
Good
7,995 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,996 reviews
Delta
7.9
Good
7,995 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,995 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 56m. 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?

    Delta, at $357, was found to be the cheapest airline from Madison to Cancún.Alternate airlines to your destination round-trip include Aeromexico 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.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $167. American Airlines flights start at $167 while deals on United Airlines start at $243 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, June is the cheapest month in which you can book a flight from Madison to Cancún (average of $167). Flying from Madison to Cancún in March is currently the most expensive (average of $367). 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

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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$357Average$507FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$364Average$512FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$374Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$375Average$619FlexibilityNo cancel feeOn-time71%

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