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Riviera Maya

$164+ Cheap flights from New Windsor (SWF) 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CUN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Stewart to Riviera Maya

Keep the following information in mind while searching for Stewart to Riviera Maya flight deals. Data was last updated September 17, 2025.

Round-trip from

$370
(Mytrip)

One-way from

$164
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$345
From New Windsor Stewart to Riviera Maya
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One-way flight from New Windsor Stewart to Riviera Maya
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Riviera Maya

Cheapest flights from Stewart to Riviera Maya
Explore the most affordable flight options available from Stewart to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:31 amSWF - CUN
2 stops21h 33mMultiple Airlines
Sun 11/211:22 amCUN - SWF
2 stops23h 49mMultiple Airlines
Deal found 9/16$370
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2011:01 amSWF - CUN
2 stops22h 03mMultiple Airlines
Thu 10/2312:11 pmCUN - SWF
2 stops21h 30mMultiple Airlines
Deal found 9/16$373
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:31 amSWF - CUN
2 stops22h 01mMultiple Airlines
Sun 11/1611:47 amCUN - SWF
2 stops23h 24mMultiple Airlines
Deal found 9/16$391
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1011:41 amSWF - CUN
2 stops21h 23mMultiple Airlines
Thu 10/1612:11 pmCUN - SWF
2 stops21h 30mMultiple Airlines
Deal found 9/15$411
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/611:01 amSWF - CUN
2 stops22h 03mMultiple Airlines
Sun 10/129:52 amCUN - SWF
2 stops23h 19mMultiple Airlines
Deal found 9/16$452
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1011:41 amSWF - CUN
2 stops21h 23mMultiple Airlines
Sun 10/129:52 amCUN - SWF
2 stops23h 19mMultiple Airlines
Deal found 9/16$471

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart 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 September 17, 2025.
Use the filters below to find and compare flights from New Windsor to Riviera Maya that are best for you.

Fly from

Stewart

Fly to

Riviera Maya

Route

Depart

Return

Price

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 10/31

11:31 am-8:04 am

2 stops21h 33m

Cancun

Sun 11/2

11:22 am-11:11 am

2 stops23h 49m

$370

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 10/20

11:01 am-8:04 am

2 stops22h 03m

Cancun

Thu 10/23

12:11 pm-10:41 am

2 stops21h 30m

$373

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 11/14

11:01 am-9:32 am

2 stops22h 31m

Cancun

Sun 11/16

10:37 am-11:11 am

2 stops24h 34m

$373

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 11/7

11:31 am-9:32 am

2 stops22h 01m

Cancun

Sun 11/16

11:47 am-11:11 am

2 stops23h 24m

$391

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 10/10

11:41 am-8:04 am

2 stops21h 23m

Cancun

Thu 10/16

12:11 pm-10:41 am

2 stops21h 30m

$411

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 10/6

11:01 am-8:04 am

2 stops22h 03m

Cancun

Sun 10/12

9:52 am-10:11 am

2 stops23h 19m

$452

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 10/10

11:41 am-8:04 am

2 stops21h 23m

Cancun

Sun 10/12

9:52 am-10:11 am

2 stops23h 19m

$471

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 2/9

7:33 pm-9:10 am

1 stop13h 37m

$167

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 10/31

11:31 am-8:04 am

2 stops21h 33m

$171

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 10/3

12:11 pm-9:15 am

2 stops22h 04m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 18 results
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Best time to book a flight from Stewart to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya from Stewart 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 New Windsor to Riviera Maya

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Riviera Maya (average of $360). Flying from New Windsor to Riviera Maya in March is currently the most expensive (average of $492). 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.

Related info for your journey

Find useful and relevant information for your journey from Stewart 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 New Windsor to Riviera Maya?

    Most people fly from New Windsor Stewart (SWF) if they book a flight from New Windsor to Riviera Maya. New Windsor Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to Riviera Maya?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Riviera Maya (average of $360). Flying from New Windsor to Riviera Maya in March is currently the most expensive (average of $492). 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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