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$155+ Cheap flights from New Windsor (SWF) to Cancún (CUN)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CUN
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Stewart to Cancún

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

This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - CUN
1 stop17h 06mMultiple Airlines
Thu 12/252:36 pmCUN - SWF
1 stop20h 31mMultiple Airlines
Deal found 12/15$553
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmSWF - CUN
2 stops41h 21mMultiple Airlines
Thu 12/252:36 pmCUN - SWF
1 stop20h 31mMultiple Airlines
Deal found 12/16$576
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - CUN
2 stops27h 47mMultiple Airlines
Thu 12/252:36 pmCUN - SWF
1 stop20h 31mMultiple Airlines
Deal found 12/16$595
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - CUN
1 stop17h 06mMultiple Airlines
Sat 12/2710:12 amCUN - SWF
1 stop9h 43mMultiple Airlines
Deal found 12/15$649
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmSWF - CUN
1 stop12h 56mMultiple Airlines
Sat 12/2710:12 amCUN - SWF
1 stop9h 43mMultiple Airlines
Deal found 12/16$656
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - CUN
1 stop17h 06mMultiple Airlines
Mon 12/292:50 pmCUN - SWF
2 stops20h 13mMultiple Airlines
Deal found 12/15$662
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:45 pmSWF - CUN
2 stops16h 46mMultiple Airlines
Sun 1/111:21 pmCUN - SWF
1 stop20h 58mMultiple Airlines
Deal found 12/17$822
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:45 pmSWF - CUN
2 stops16h 46mMultiple Airlines
Fri 1/910:13 amCUN - SWF
1 stop8h 30mMultiple Airlines
Deal found 12/17$852

Find flight deals from Stewart to Cancún

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Cancún (CUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$476
(Mytrip)

One-way from

$155
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$568
Provider with most accurate pricing for New Windsor Stewart-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Cancun flights.
Search Deals
From New Windsor Stewart to Cancun
Search Deals
One-way flight from New Windsor Stewart to Cancun
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

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

Fly from

Stewart

Fly to

Cancún

Route

Depart

Return

Price

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Thu 1/29

12:13 pm-9:13 am

1 stop21h 00m

Cancun

Thu 2/5

1:21 pm-10:19 am

1 stop20h 58m

$408

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 3/13

9:52 am-1:36 am

2 stops16h 44m

Cancun

Wed 3/18

4:56 pm-9:39 am

1 stop15h 43m

$476

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 5/24

9:38 am-8:18 am

1 stop23h 40m

Cancun

Sat 5/30

9:13 am-8:58 am

1 stop22h 45m

$532

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 5/24

9:38 am-8:18 am

1 stop23h 40m

Cancun

Fri 5/29

9:13 am-11:25 am

2 stops25h 12m

$543

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 5/24

9:38 am-8:18 am

1 stop23h 40m

Cancun

Thu 5/28

12:25 pm-11:35 am

2 stops22h 10m

$587

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 5/24

9:38 am-8:18 am

1 stop23h 40m

Cancun

Sun 5/31

9:13 am-11:35 am

2 stops25h 22m

$587

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 5/24

9:38 am-8:18 am

1 stop23h 40m

Cancun

Wed 5/27

2:52 pm-9:38 am

2 stops17h 46m

$598

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 5/25

12:15 pm-8:18 am

2 stops21h 03m

Cancun

Sat 5/30

9:13 am-8:58 am

1 stop22h 45m

$605

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 5/22

12:15 pm-8:18 am

2 stops21h 03m

Cancun

Wed 5/27

9:13 am-8:58 am

1 stop22h 45m

$641

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 5/22

12:15 pm-8:18 am

2 stops21h 03m

Cancun

Sat 5/30

9:13 am-8:58 am

1 stop22h 45m

$664

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 17 results
1
2

Compare providers for flights from Stewart to Cancún

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Cancún in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Cancún flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Cancún flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Cancún flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Cancún flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Cancún flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Cancún

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Cancún (average of $159). Flying from New Windsor to Cancún in May is currently the most expensive (average of $265). 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 Cancún. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Stewart to Cancún?

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

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

    Yes. Cheapflights offers flight deals from Stewart to Cancún 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 Cancún?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Cancún (average of $159). Flying from New Windsor to Cancún in May is currently the most expensive (average of $265). 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

Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Puerto Aventuras
Holbox
Punta Sam

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