$325+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
Jul 25 — Aug 11
Round-trip
1 adult, Economy
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Best
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One-way
Cheapest flights from Madison to Riviera MayaExplore 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 June 25, 2026.
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 June 25, 2026.
This American Airlines deal was found by Cheapflights users on 6/24. 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 9/107:17 am
MSN
- CUN
1 stop7h 38m
American Airlines
Fri 9/1812:09 pm
CUN
- MSN
1 stop10h 48m
American Airlines
Deal found 6/24![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/186:00 am
MSN
- CUN
2 stops9h 30m
American Airlines
Fri 8/218:00 am
CUN
- MSN
1 stop12h 27m
American Airlines
Deal found 6/24![American Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/24. 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 10/257:19 am
MSN
- CUN
1 stop7h 21m
American Airlines
Wed 11/43:54 pm
CUN
- MSN
1 stop8h 39m
American Airlines
Deal found 6/24![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 6/23. 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 10/285:44 pm
MSN
- CUN
1 stop17h 26m
American Airlines
Thu 11/53:54 pm
CUN
- MSN
1 stop8h 39m
American Airlines
Deal found 6/23![American Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 6/24. 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
1 stop8h 22m
American Airlines
Fri 11/132:32 pm
CUN
- MSN
1 stop10h 01m
American Airlines
Deal found 6/24![American Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 6/24. 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 9/309:32 am
MSN
- CUN
2 stops10h 18m
Delta
Sun 10/48:05 am
CUN
- MSN
1 stop14h 48m
Delta
Deal found 6/24![Delta logo]()
$514
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/16:50 am
MSN
- CUN
1 stop13h 20m
American Airlines
Wed 8/512:30 pm
CUN
- MSN
1 stop10h 59m
American Airlines
Deal found 6/24![American Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/511:29 am
MSN
- CUN
1 stop8h 34m
American Airlines
Wed 8/1212:33 pm
CUN
- MSN
2 stops10h 36m
American Airlines
Deal found 6/24![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 6/24. 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 10/175:44 pm
MSN
- CUN
1 stop16h 16m
American Airlines
Sat 10/241:50 pm
CUN
- MSN
1 stop8h 29m
American Airlines
Deal found 6/24![American Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 6/23. 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
1 stop8h 22m
American Airlines
Mon 11/911:31 am
CUN
- MSN
1 stop13h 20m
American Airlines
Deal found 6/23![American Airlines logo]()
$539
Best flights from Madison to Riviera MayaDiscover carefully curated flight deals from Madison to Riviera Maya that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
Discover carefully curated flight deals from Madison to Riviera Maya that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
This American Airlines deal was found by Cheapflights users on 6/20. 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.
Mon 7/136:00 am
MSN
- CUN
2 stops9h 26m
American Airlines
Fri 7/1710:34 am
CUN
- MSN
1 stop13h 08m
American Airlines
Deal found 6/20![American Airlines logo]()
$554
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 9/106:00 am
MSN
- CUN
1 stop6h 56m
Delta
Fri 9/187:56 am
CUN
- MSN
2 stops14h 57m
Delta
Deal found 6/21![Delta logo]()
$569
This United Airlines deal was found by Cheapflights users on 6/24. 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 9/85:00 am
MSN
- CUN
1 stop8h 10m
United Airlines
Tue 9/152:49 pm
CUN
- MSN
2 stops21h 09m
United Airlines
Deal found 6/24![United Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 6/20. 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 9/307:39 am
MSN
- CUN
1 stop6h 21m
American Airlines
Sun 10/411:33 am
CUN
- MSN
2 stops11h 24m
American Airlines
Deal found 6/20![American Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 6/24. 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 11/49:26 am
MSN
- CUN
2 stops10h 49m
Delta
Fri 11/1312:27 pm
CUN
- MSN
2 stops11h 28m
Delta
Deal found 6/24![Delta logo]()
$613
Last-minute flights from Madison to Riviera MayaDiscover last-minute flight deals from Madison to Riviera Maya. Data last updated June 25, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Riviera Maya. Data last updated June 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/21. 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.
Mon 6/296:00 am
MSN
- CUN
1 stop7h 00m
Delta
Fri 7/39:11 am
CUN
- MSN
2 stops11h 51m
Delta
Deal found 6/21![Delta logo]()
$617
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 7/66:50 am
MSN
- CUN
1 stop13h 20m
American Airlines
Fri 7/1012:11 pm
CUN
- MSN
2 stops10h 20m
American Airlines
Deal found 6/21![American Airlines logo]()
$622
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Fri 7/109:10 am
MSN
- CUN
2 stops26h 54m
Multiple Airlines
Mon 7/133:31 pm
CUN
- MSN
1 stop27h 39m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/118:41 am
MSN
- CUN
2 stops11h 29m
American Airlines
Wed 7/1512:28 pm
CUN
- MSN
2 stops11h 14m
American Airlines
Deal found 6/24![American Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/125:00 am
MSN
- CUN
2 stops12h 05m
American Airlines
Fri 7/1712:11 pm
CUN
- MSN
2 stops10h 20m
American Airlines
Deal found 6/21![American Airlines logo]()
$618
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 7/135:52 pm
MSN
- CUN
1 stop17h 36m
American Airlines
Fri 7/1710:34 am
CUN
- MSN
1 stop13h 08m
American Airlines
Deal found 6/21![American Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 7/135:00 am
MSN
- CUN
1 stop8h 10m
United Airlines
Sat 7/183:38 pm
CUN
- MSN
1 stop7h 34m
United Airlines
Deal found 6/21![United Airlines logo]()
$569
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 7/135:00 am
MSN
- CUN
2 stops9h 35m
American Airlines
Sat 7/188:00 am
CUN
- MSN
1 stop14h 53m
American Airlines
Deal found 6/21![American Airlines logo]()
$574
One-way flights from Madison to Riviera MayaSearch for one-way flight options from Madison to Riviera Maya. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
Search for one-way flight options from Madison to Riviera Maya. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
This United Airlines deal was found by Cheapflights users on 6/24. 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 12/155:00 am
MSN
- CUN
1 stop6h 30m
United Airlines
Deal found 6/24![United Airlines logo]()
$325
This Sun Country Air deal was found by Cheapflights users on 6/24. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/212:11 pm
MSN
- CUN
2 stops22h 07m
Sun Country Air
Deal found 6/24![Sun Country Air logo]()
$592
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Mon 12/215:00 am
MSN
- CUN
1 stop7h 59m
United Airlines
Deal found 6/24![United Airlines logo]()
$686
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 June 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $429 (American Airlines) |
One-way from | $325 (United Airlines) |
Popular in | March |
Cheapest in | November |
Average price | $626 |
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 June 25, 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
Cheapest round-trip
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Mon 7/13
6:00 am-3:26 pm
2 stops9h 26m
Cancun
Fri 7/17
10:34 am-11:42 pm
1 stop13h 08m
$554
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Thu 9/10
6:00 am-12:56 pm
1 stop6h 56m
Cancun
Fri 9/18
7:56 am-10:53 pm
2 stops14h 57m
$569
Quickest round-trip
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Wed 9/30
7:39 am-2:00 pm
1 stop6h 21m
Cancun
Sun 10/4
11:33 am-10:57 pm
2 stops11h 24m
$613
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Wed 11/4
9:26 am-9:15 pm
2 stops10h 49m
Cancun
Fri 11/13
12:27 pm-10:55 pm
2 stops11h 28m
$613
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Tue 9/8
5:00 am-1:10 pm
1 stop8h 10m
Cancun
Tue 9/15
2:49 pm-11:58 am
2 stops21h 09m
$674
Cheapest one-way
Quickest one-way
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Tue 12/15
5:00 am-12:30 pm
1 stop6h 30m
$325
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Mon 12/21
2:11 pm-1:18 pm
2 stops22h 07m
$592
MadisonCancún
MSN - CUN
MSNCUN
Madison Truax Field
Mon 12/21
5:00 am-1:59 pm
1 stop7h 59m
$686
Sorted by cheapest first
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.
MSN-CUN
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
MSN-zzETW
MSN-CUN
What is the cheapest month to book a flight from Madison to Riviera Maya?
Currently, July is the cheapest month in which you can book a flight from Madison to Riviera Maya (average of $190). Flying from Madison to Riviera Maya in June is currently the most expensive (average of $515). 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.
How far ahead should I book a flight from Madison to Riviera Maya?
Booking 30 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.
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 June 25, 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.
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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.
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Complete your trip
Complete your trip to Riviera Maya by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Madison to Riviera Maya, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Riviera Maya flights
Browse other Madison and Riviera Maya flight options. Last updated on June 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 June 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$190 | Average$487 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$367 | Average$574 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$367 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$398 | Average$562 | FlexibilityNo cancel fee | On-timeN/A |