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$249 Cheap Flights from Madison (MSN) to Cancun (CUN)

View $249 flight on Sat, Nov 14, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Cancun Intl. Airport (CUN)

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Cheap Flights from Madison to Cancun (MSN-CUN)

Prices were available within the past 7 days and start at $249 for one-way flights and $523 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Aug 21 - Tue, Aug 25
MSN
Madison
CUN
Cancun
$523 Roundtrip, found 1 day ago
$523
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 21 from Madison to Cancun, returning Tue, Aug 25, priced at $523 found 1 day ago
American Airlines
Sun, Sep 27 - Thu, Oct 1
MSN
Madison
CUN
Cancun
$527 Roundtrip, found 2 days ago
$527
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Sep 27 from Madison to Cancun, returning Thu, Oct 1, priced at $527 found 2 days ago
American Airlines
Sun, Sep 27 - Thu, Oct 1
MSN
Madison
CUN
Cancun
$529 Roundtrip, found 2 days ago
$529
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Sep 27 from Madison to Cancun, returning Thu, Oct 1, priced at $529 found 2 days ago
American Airlines
Sun, Sep 27 - Thu, Oct 1
MSN
Madison
CUN
Cancun
$533 Roundtrip, found 2 days ago
$533
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Sep 27 from Madison to Cancun, returning Thu, Oct 1, priced at $533 found 2 days ago
United
Wed, Oct 28 - Thu, Oct 29
MSN
Madison
CUN
Cancun
$537 Roundtrip, found 2 days ago
$537
Roundtrip
found 2 days ago
Select United flight, departing Wed, Oct 28 from Madison to Cancun, returning Thu, Oct 29, priced at $537 found 2 days ago
United
Sun, Sep 27 - Thu, Oct 1
MSN
Madison
CUN
Cancun
$538 Roundtrip, found 2 days ago
$538
Roundtrip
found 2 days ago
Select United flight, departing Sun, Sep 27 from Madison to Cancun, returning Thu, Oct 1, priced at $538 found 2 days ago
American Airlines
Sun, Sep 27 - Thu, Oct 1
MSN
Madison
CUN
Cancun
$539 Roundtrip, found 2 days ago
$539
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Sep 27 from Madison to Cancun, returning Thu, Oct 1, priced at $539 found 2 days ago
Aeromexico
Sun, Jan 3 - Fri, Jan 8
MSN
Madison
CUN
Cancun
$559 Roundtrip, found 4 days ago
$559
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Sun, Jan 3 from Madison to Cancun, returning Fri, Jan 8, priced at $559 found 4 days ago
Delta
Fri, Nov 6 - Tue, Nov 10
MSN
Madison
CUN
Cancun
$588 Roundtrip, found 3 hours ago
$588
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Nov 6 from Madison to Cancun, returning Tue, Nov 10, priced at $588 found 3 hours ago
Frontier Airlines
Tue, Aug 11 - Sat, Aug 15
MSN
Madison
CUN
Cancun
$779 Roundtrip, found 4 days ago
$779
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Madison to Cancun, returning Sat, Aug 15, priced at $779 found 4 days ago

Alternative airports near Cancun

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Cancun Intl. CUN. Cheapest and Closest option available. Average driving time to city center is 18 minutes. Flights from $705
CUN
Cancun Intl.
CheapestClosest
Average driving time to city center18 min
Flights from $705

What you need to know for your flight from Dane County Regional to Cancun Intl.

Madison (MSN) to Cancun (CUN) at a glance

Explore a range of options for flights from Madison (MSN) to Cancun (CUN) on this international long-haul route. You can compare various airlines, from full-service carriers to budget-friendly choices, to find the itinerary that aligns with your travel plans, schedule, and budget. Discover essential information about flights from Dane County Regional Airport to Cancun International Airport as you prepare to enjoy the vibrant sights and neighborhoods of Cancun.

  • Fastest flight duration: around 5h 15m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 1,500 miles (2,410 km)
  • Flights per week: around 11 departures on average
  • Typical fares (one-way): economy tickets often range from $165–$485, depending on seasonality and how far ahead you book

Flights from Dane County Regional Airport (MSN) to Cancun International Airport (CUN)

Based on the latest traveler bookings, here are the top airlines favored for flights from Madison to Cancun, particularly for one-stop and multi-stop journeys. Common layover spots include Dallas-Fort Worth International Airport (DFW) with an approximate 1 hour 45 minute layover, O'Hare International Airport (ORD) with around a 1 hour layover, and Charlotte-Douglas International Airport (CLT) also offering about a 1 hour layover. This allows you to compare prices, travel times, and cabin classes to create the ideal itinerary.

  • American Airlines: This comprehensive service airline provides both one-stop and multi-stop options. One-way ticket prices usually fall between $170 and $480. It represents around 51% of flights on this route, with a typical in-flight duration of 5 hours and 15 minutes, totaling about 6 hours and 45 minutes for the entire journey.
  • Delta: Operating as a full-service airline, Delta offers one-stop flights with one-way fares generally ranging from $165 to $440. It makes up about 24% of departures on this route, featuring an in-flight time of 5 hours and 15 minutes, with an overall journey taking approximately 6 hours and 45 minutes, including layover time.
  • United: This full-service carrier presents both one-stop and multi-stop flight options, with one-way fares typically priced between $165 and $480. United commands around 20% of the departures on this route, with a standard in-flight duration of 5 hours and 15 minutes, leading to a total travel time of about 6 hours and 45 minutes.
  • Aeromexico: As a full-service airline, Aeromexico provides one-stop flights, with one-way fares usually ranging from $165 to $500. It accounts for roughly 5% of departures on this route, offering an in-flight time of 5 hours and 15 minutes and an estimated total travel duration of around 6 hours and 45 minutes, including layover.

Best time to fly from Madison (MSN) to Cancun (CUN)

The most popular months for travelers flying from Madison to Cancun are January, February, and March, when peak temperatures in Cancun reach up to 77°F in March. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 82.6°F. For better deals, September and October usually offer the lowest average one-way fares around $233. Flight availability peaks in January, with approximately 14 flights per week, making it easier to find convenient departure times. May has the fewest flights, with approximately 8 flights per week.

  • Cheapest time to fly: September and October usually offer good deals with average one-way fares around $233, roughly 14% cheaper than the yearly average.
  • More budget-friendly months to fly: July and January typically offer average one-way fares of around $240.
  • Most flight options: January has the highest number of flights from Madison to Cancun, with approximately 14 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January74.8°F (23.8°C)High14$242
February75.9°F (24.4°C)High12$268
March77.0°F (25.0°C)High13$349
April79.3°F (26.3°C)Average10$250
May81.1°F (27.3°C)Average8$276
June82.2°F (27.9°C)Average10$322
July83.3°F (28.5°C)Low9$237
August83.5°F (28.6°C)Low9$244
September82.6°F (28.1°C)Low9$233
October80.8°F (27.1°C)Average9$233
November78.1°F (25.6°C)Average9$303
December76.6°F (24.8°C)Average9$313

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Madison (MSN) to Cancun (CUN)

  • Madison to Cozumel (MSN-CZM): Cozumel International Airport (CZM) is located approximately 37 miles from Cancun International Airport (CUN). One-way economy ticket prices on this route generally vary from $205 to $440, influenced by the season and how far in advance you book. Flights are usually available with one-stop options, commonly featuring layovers at Dallas-Fort Worth International Airport (DFW) and Hartsfield-Jackson Atlanta International Airport (ATL). Leading airlines for this route include American Airlines and Delta.
  • Appleton to Cancun (ATW-CUN): Appleton International Airport (ATW) is about 88 miles from Dane County Regional Airport (MSN). One-way economy fares for this journey typically range from $175 to $485, based on the season and booking time. Travelers can find both one-stop and multi-stop flight choices, with common layover points at O'Hare International Airport (ORD) and Dallas-Fort Worth International Airport (DFW). Major airlines servicing this route include American Airlines and Delta.
  • Rockford to Cancun (RFD-CUN): Greater Rockford Airport (RFD) is situated approximately 66 miles from Dane County Regional Airport (MSN). The one-way economy fares on this route usually range from $115 to $420, depending on the season and how early you book. Flights are available as both non-stop and one-stop options. Prominent carriers for this route include Funjet Vacations and American Airlines.

How to find the best prices for flights from Madison (MSN) to Cancun (CUN)

Getting some of the best deals on flights from Madison to Cancun is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, although most travelers tend to reserve at least 2 months ahead. Morning departures between 5 am and 12 pm often offer lower prices and are the most popular flight times. Additionally, flying on Tuesday typically results in cheaper rates, while Saturday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Cancun hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Cancun International Airport from Dane County Regional Airport

Cancun welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach Cancun efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Cancun, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Cancun International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Cancun International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Cancun International Airport, Cancun Seaport, a seaport, is located about 9 miles away, while Cancun Bus Station ADO, a bus station, is approximately 9.1 miles from the airport.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) cost?
You can find cheap one-way flights from $249 and cheap return flights from $523 Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) with Expedia. One-way flights usually range from $211 to $912, and return flights typically cost between $441 and $1590. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
September is the cheapest month to fly from Madison, WI (MSN) to Cancun, Quintana Roo (CUN), with average round-trip fares around $403. This is about 23% lower than the average price throughout the year, as September is part of the off-peak travel season. Other affordable months to consider are January and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
Enter MSN to CUN and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
Frontier Airlines is one of the cheapest airlines offering connecting flights from Madison (MSN) to Cancun (CUN), with round-trip tickets starting from around $710 with a layover in Denver Intl. (DEN). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The best time to fly from Madison, WI (MSN) to Cancun, Quintana Roo (CUN) is in September or January. Return flights during these months average around $403, providing a good balance of price and travel experience. September is ideal for those looking to escape the summer heat, while January offers a warm getaway after the holiday season.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The earliest flight from Madison, WI (Dane County Regional) to Cancun, Quintana Roo (Cancun Intl.) usually departs at around 5:00 AM, operated by American Airlines. This seasonal service is available in November, perfect for those looking to escape to warmer weather early in the day. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
The most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) are in the early morning, from 6am to 9am. About 49% of passengers prefer this time window. Many major carriers, including American Airlines, Delta, and United Airlines, operate flights during this period. This timing is ideal for travelers eager to start their vacation in Cancun early.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
Flights from MSN to CUN with one stop typically take around 6 hours, covering approximately 1,533 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
Business class seats are offered on the MSN to CUN route with Delta Air Lines and United Airlines.
How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Cancun from Dane County Regional (MSN)?
If you're planning to travel to Cancun from Dane County Regional (MSN), you can fly into Cancun Intl. (CUN) Some flights may connect through major hubs like O'Hare Intl. (ORD), Ronald Reagan Washington National (DCA), Minneapolis - St. Paul Intl. (MSP) before reaching Cancun. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) Quintana Roo Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Cancun, Quintana Roo (CUN-Cancun Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Delta, Frontier Airlines, United
Roundtrip price
$523
Distance
1533 mi

Book with confidence

Madison to Cancun Flights

The cheapest times to fly from Madison to Cancun

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Cancun are during the month of August. You can find some of the cheapest flights from Madison to Cancun with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Cancun

Sunday is one of the best days to book for cheap flights from Madison to Cancun: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to Cancun

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Cancun in 2026. You can also book with separate airlines for your outbound and return journeys, from $249 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Cancun flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Cancun airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madison to Cancun Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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