Riviera Maya

$259+ Cheap flights from Madison (MSN) to Riviera Maya

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
Jun 7 — Jun 141
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Cheap flight deals from Madison to Riviera Maya

Cheapest flights from Madison to Riviera Maya
Explore the most affordable flight options available from Madison to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 8, 2026.

This Expedia deal was found by Cheapflights users on 5/4. 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.
Sun 5/247:59 pm
MSN
-
CUN
1 stop16h 05m
Frontier
Wed 5/273:39 pm
CUN
-
MSN
1 stop27h 35m
Frontier
Deal found 5/4$324
This Expedia deal was found by Cheapflights users on 5/5. 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.
Sun 6/217:59 pm
MSN
-
CUN
1 stop16h 49m
Frontier
Sat 7/43:35 pm
CUN
-
MSN
1 stop27h 35m
Frontier
Deal found 5/5$408
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 8/15:52 pm
MSN
-
CUN
1 stop17h 36m
American Airlines
Wed 8/58:00 am
CUN
-
MSN
1 stop12h 27m
American Airlines
Deal found 5/5$488
This Aeromexico deal was found by Cheapflights users on 5/5. 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.
Mon 8/315:45 am
MSN
-
CUN
2 stops17h 05m
Aeromexico
Thu 9/311:24 am
CUN
-
MSN
2 stops10h 33m
Aeromexico
Deal found 5/5$512
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 6/65:52 pm
MSN
-
CUN
1 stop17h 34m
American Airlines
Wed 6/103:45 pm
CUN
-
MSN
1 stop8h 24m
American Airlines
Deal found 5/8$520
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Sun 6/76:01 am
MSN
-
CUN
2 stops9h 24m
American Airlines
Wed 6/1012:04 pm
CUN
-
MSN
1 stop11h 02m
American Airlines
Deal found 5/8$525
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 7/218:10 am
MSN
-
CUN
1 stop6h 16m
United Airlines
Sat 7/2512:55 pm
CUN
-
MSN
1 stop10h 17m
United Airlines
Deal found 5/8$528
This American Airlines deal was found by Cheapflights users on 5/7. 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 11/46:00 am
MSN
-
CUN
2 stops9h 12m
American Airlines
Fri 11/133:13 pm
CUN
-
MSN
1 stop9h 38m
American Airlines
Deal found 5/7$530
This Delta deal was found by Cheapflights users on 5/7. 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.
Sun 6/76:00 am
MSN
-
CUN
2 stops12h 30m
Delta
Wed 6/109:18 am
CUN
-
MSN
2 stops13h 44m
Delta
Deal found 5/7$536
This American Airlines deal was found by Cheapflights users on 5/8. 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 7/87:13 am
MSN
-
CUN
1 stop6h 22m
American Airlines
Sun 7/1210:34 am
CUN
-
MSN
1 stop13h 09m
American Airlines
Deal found 5/8$538

Find flight deals from Madison to Riviera Maya

Keep the following information in mind while searching for Madison to Riviera Maya flight deals. Data was last updated May 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$324
(Expedia)

One-way from

$259
(Delta)

Popular in

March

Cheapest in

September

Average price

$567
Provider with most accurate pricing for Madison Truax Field-Cancun flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Cancun flights.
From Madison Truax Field to Riviera Maya
One-way flight from Madison Truax Field to Riviera Maya
Highest demand for flights based on searches. 12% potential increase in price ($84 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Riviera Maya 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 May 8, 2026.
Use the filters below to find and compare flights from Madison to Riviera Maya that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Sun 7/26

7:00 am-1:01 pm

1 stop6h 01m

Cancun

Thu 7/30

12:35 pm-8:59 pm

1 stop8h 24m

$488

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 8/11

6:30 am-2:26 pm

1 stop7h 56m

Cancun

Tue 8/18

12:11 pm-9:05 pm

1 stop8h 54m

$488

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Sat 5/30

5:52 pm-10:00 am

1 stop16h 08m

Cancun

Sat 6/6

10:31 am-11:59 pm

1 stop13h 28m

$552

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Fri 5/29

7:00 am-8:16 pm

2 stops13h 16m

Cancun

Wed 6/3

8:00 am-10:44 pm

1 stop14h 44m

$557

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Sun 6/21

6:30 am-1:10 pm

1 stop6h 40m

Cancun

Sat 7/4

12:55 pm-11:12 pm

1 stop10h 17m

$560

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Sun 10/25

6:25 am-2:40 pm

2 stops8h 15m

Cancun

Wed 11/4

5:12 pm-11:51 pm

1 stop7h 39m

$581

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 5/19

6:30 am-6:35 pm

2 stops12h 05m

Cancun

Fri 5/22

8:08 am-10:44 pm

2 stops14h 36m

$596

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Thu 5/28

6:30 am-7:43 pm

2 stops13h 13m

Cancun

Tue 6/2

8:09 am-10:44 pm

2 stops14h 35m

$606
Cheapest one-way

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 6/2

7:00 am-8:16 pm

2 stops13h 16m

$259

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Tue 10/27

11:11 am-8:15 pm

1 stop9h 04m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Best time to book a flight from Madison to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya 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 Riviera Maya

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

Booking 28 days in advance of your planned departure date is, on average, the best time to get cheap flights from Madison to Riviera Maya. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Madison to Riviera Maya (average of $164). Flying from Madison to Riviera Maya in August is currently the most expensive (average of $383). 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.

Reviews of airlines servicing Riviera Maya

Get insights into the airlines that provide service to Riviera Maya. 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 Riviera Maya. Reviews last updated May 8, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAeromexico from Madison to Riviera Maya to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Related info for your journey

Find useful and relevant information for your journey from Madison to Riviera Maya. 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 Madison to Riviera Maya?

    For a flight from Madison to Riviera Maya, you will be flying from Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

  • How long is the flight from Madison to Riviera Maya?

    For as low as $488, Delta can have you in Riviera Maya from Madison in 6h 01m. The distance between Madison and Riviera Maya is about 1532 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Madison to Riviera Maya?

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

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

    Yes. Cheapflights offers flight deals from Madison to Riviera Maya 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 Riviera Maya?

    Currently, April is the cheapest month in which you can book a flight from Madison to Riviera Maya (average of $164). Flying from Madison to Riviera Maya in August is currently the most expensive (average of $383). 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

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Top 4 airlines flying from Madison to Riviera Maya

Discover the top 4 airlines that operate flights from Madison to Riviera Maya. 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 May 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$190Average$531FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$367Average$548FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$367Average$622FlexibilityNo cancel feeOn-time71%
DeltaCheapest$394Average$549FlexibilityNo cancel feeOn-timeN/A

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