$273+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — CUN
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Riviera Maya with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Madison to Riviera Maya
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Best
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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 August 14, 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:10 am -
1 stop7h 43m
Tue 11/31:19 pm -
1 stop7h 47m
Deal found 8/9![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:00 am -
1 stop13h 01m
Wed 11/43:07 pm -
1 stop7h 39m
Deal found 8/9![American Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 9/15:43 am -
1 stop8h 39m
Wed 9/98:00 am -
2 stops14h 41m
Deal found 8/11![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am -
2 stops14h 30m
Fri 9/118:05 am -
1 stop14h 36m
Deal found 8/10![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 8/14. 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 10/205:51 am -
1 stop5h 44m
Thu 10/298:00 am -
1 stop15h 03m
Deal found 8/14![Delta logo]()
$568
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 10/279:27 am -
2 stops10h 28m
Tue 11/38:00 am -
2 stops12h 06m
Deal found 8/11![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 9/55:47 pm -
2 stops17h 38m
Wed 9/98:00 am -
2 stops14h 41m
Deal found 8/11![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 8/14. 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 10/255:51 am -
1 stop14h 04m
Tue 10/278:00 am -
2 stops24h 47m
Deal found 8/14![Delta logo]()
$573
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Wed 12/26:02 am -
2 stops9h 08m
Wed 12/95:10 pm -
1 stop6h 50m
Deal found 8/11![American Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 9/51:45 pm -
1 stop6h 20m
Thu 9/102:06 pm -
1 stop7h 24m
Deal found 8/11![Delta logo]()
$586
This Aeromexico deal was found by Cheapflights users on 8/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:50 am -
1 stop14h 00m
Sat 9/128:00 am -
2 stops14h 41m
Deal found 8/10![Aeromexico logo]()
$588
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 August 14, 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 August 14, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/15:10 am -
2 stops9h 14m
Fri 11/61:35 pm -
1 stop8h 08m
Deal found 8/10![United Airlines logo]()
$564
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 9/19:32 am -
2 stops10h 33m
Fri 9/43:22 pm -
2 stops17h 30m
Deal found 8/11![Delta logo]()
$571
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:05 pm -
1 stop16h 55m
Sat 10/241:46 pm -
1 stop10h 11m
Deal found 8/9![American Airlines logo]()
$588
This Delta deal was found by Cheapflights users on 8/12. 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 9/1011:33 am -
1 stop8h 17m
Fri 9/188:00 am -
2 stops15h 01m
Deal found 8/12![Delta logo]()
$586
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/256:49 am -
1 stop7h 37m
Tue 9/293:38 pm -
1 stop6h 57m
Deal found 8/14![United Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 10/315:10 am -
2 stops9h 27m
Sat 11/72:55 pm -
1 stop7h 10m
Deal found 8/13![United Airlines logo]()
$628
This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 10/317:00 am -
2 stops12h 55m
Sat 11/78:00 am -
2 stops12h 06m
Deal found 8/13![Delta logo]()
$633
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 8/299:32 am -
2 stops10h 33m
Sat 9/57:01 am -
2 stops14h 18m
Deal found 8/11![Delta logo]()
$663
This Delta deal was found by Cheapflights users on 8/14. 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 10/46:00 am -
2 stops12h 48m
Fri 10/97:01 am -
2 stops14h 00m
Deal found 8/14![Delta logo]()
$672
Last-minute flights from Madison to Riviera MayaDiscover last-minute flight deals from Madison to Riviera Maya. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Riviera Maya. Data last updated August 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/11. 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.
Mon 8/316:39 pm -
1 stop16h 56m
Thu 9/103:20 pm -
1 stop7h 21m
Deal found 8/11![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 9/15:43 am -
1 stop8h 39m
Wed 9/98:00 am -
2 stops14h 41m
Deal found 8/11![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 9/45:15 pm -
2 stops19h 15m
Thu 9/106:00 pm -
2 stops14h 22m
Deal found 8/11![Delta logo]()
$591
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 9/55:47 pm -
2 stops17h 38m
Wed 9/98:00 am -
2 stops14h 41m
Deal found 8/11![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 9/51:45 pm -
1 stop6h 20m
Thu 9/102:06 pm -
1 stop7h 24m
Deal found 8/11![Delta logo]()
$586
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am -
2 stops14h 30m
Fri 9/118:05 am -
1 stop14h 36m
Deal found 8/10![Delta logo]()
$566
This Aeromexico deal was found by Cheapflights users on 8/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:50 am -
1 stop14h 00m
Sat 9/128:00 am -
2 stops14h 41m
Deal found 8/10![Aeromexico logo]()
$588
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/105:50 pm -
1 stop17h 38m
Fri 9/1812:30 pm -
1 stop11h 00m
Deal found 8/13![American Airlines logo]()
$596
This Aeromexico deal was found by Cheapflights users on 8/9. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:50 am -
2 stops14h 40m
Tue 9/227:01 am -
2 stops15h 40m
Deal found 8/9![Aeromexico logo]()
$568
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/256:49 am -
1 stop7h 37m
Tue 9/293:38 pm -
1 stop6h 57m
Deal found 8/14![United Airlines logo]()
$593
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 August 14, 2026.
Search for one-way flight options from Madison to Riviera Maya. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:10 am -
2 stops9h 27m
Deal found 8/11![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Tue 10/2710:30 am -
3 stops23h 27m
Deal found 8/11![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Wed 10/2810:33 am -
2 stops26h 41m
Deal found 8/11![Multiple Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/283:44 pm -
2 stops18h 41m
Deal found 8/11![United Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Mon 12/282:11 pm -
3 stops47h 10m
Deal found 8/11![Multiple Airlines logo]()
$655
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 August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $514 (American Airlines) |
One-way from | $273 (United Airlines) |
Popular in | March |
Cheapest in | November |
Average price | $606 |
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 August 14, 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 Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sun 11/1
5:10 am-3:24 pm
2 stops9h 14m
Cancun
Fri 11/6
1:35 pm-8:43 pm
1 stop8h 08m
$564
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Tue 9/1
9:32 am-8:05 pm
2 stops10h 33m
Cancun
Fri 9/4
3:22 pm-8:52 am
2 stops17h 30m
$571
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Thu 9/10
11:33 am-7:50 pm
1 stop8h 17m
Cancun
Fri 9/18
8:00 am-11:01 pm
2 stops15h 01m
$586
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sat 10/17
7:05 pm-12:00 pm
1 stop16h 55m
Cancun
Sat 10/24
1:46 pm-11:57 pm
1 stop10h 11m
$588
Quickest round-trip
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Fri 9/25
6:49 am-2:26 pm
1 stop7h 37m
Cancun
Tue 9/29
3:38 pm-10:35 pm
1 stop6h 57m
$593
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sat 10/31
5:10 am-2:37 pm
2 stops9h 27m
Cancun
Sat 11/7
2:55 pm-9:05 pm
1 stop7h 10m
$628
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sat 10/31
7:00 am-7:55 pm
2 stops12h 55m
Cancun
Sat 11/7
8:00 am-7:06 pm
2 stops12h 06m
$633
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sat 8/29
9:32 am-8:05 pm
2 stops10h 33m
Cancun
Sat 9/5
7:01 am-9:19 pm
2 stops14h 18m
$663
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Sun 10/4
6:00 am-6:48 pm
2 stops12h 48m
Cancun
Fri 10/9
7:01 am-9:01 pm
2 stops14h 00m
$672
Cheapest one-way
MadisonCancún
MSN Madison Truax Field - CUN Cancun
MSNCUN
Madison Truax Field
Tue 10/27
5:00 am-3:25 pm
2 stops10h 25m
$273
Showing 1-10 of 15 resultsSorted 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, September is the cheapest month in which you can book a flight from Madison to Riviera Maya (average of $549). Flying from Madison to Riviera Maya in March is currently the most expensive (average of $824). 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 33 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 August 14, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines 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
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
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
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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 August 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Madison to Riviera Maya
Discover the top 3 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 August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$388 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$392 | Average$591 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$400 | Average$573 | FlexibilityNo cancel fee | On-timeN/A |