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$150+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CUN
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find 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 November 4, 2025.

This Mytrip deal was found by Cheapflights users on 11/2. 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 12/512:27 pmSWF - CUN
2 stops23h 09mMultiple Airlines
Sun 12/142:14 pmCUN - SWF
2 stops21h 23mMultiple Airlines
Deal found 11/2$357
This Mytrip deal was found by Cheapflights users on 11/3. 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 12/512:27 pmSWF - CUN
2 stops23h 09mMultiple Airlines
Thu 12/1112:31 pmCUN - SWF
2 stops23h 06mMultiple Airlines
Deal found 11/3$360
This Mytrip deal was found by Cheapflights users on 11/3. 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 12/1212:27 pmSWF - CUN
2 stops23h 09mMultiple Airlines
Sun 12/142:14 pmCUN - SWF
2 stops21h 23mMultiple Airlines
Deal found 11/3$403
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 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
Sun 12/282:36 pmCUN - SWF
1 stop20h 11mMultiple Airlines
Deal found 11/4$525
This Kiwi.com deal was found by Cheapflights users on 11/2. 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
Sun 12/282:36 pmCUN - SWF
1 stop20h 11mMultiple Airlines
Deal found 11/2$565
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/196:56 pmSWF - CUN
1 stop18h 35mMultiple Airlines
Sun 12/282:36 pmCUN - SWF
1 stop20h 11mMultiple Airlines
Deal found 11/3$606
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmSWF - CUN
1 stop18h 35mMultiple Airlines
Fri 12/262:36 pmCUN - SWF
2 stops51h 02mMultiple Airlines
Deal found 11/4$640
This Mytrip deal was found by Cheapflights users on 11/1. 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 stops26h 14mMultiple Airlines
Sun 11/92:16 pmCUN - SWF
2 stops20h 55mMultiple Airlines
Deal found 11/1$699

Cheap 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 November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$352
(Mytrip)

One-way from

$150
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$457
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. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 4, 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

Fri 1/9

11:09 am-11:39 am

2 stops24h 30m

Cancun

Sun 1/11

10:37 am-10:19 am

2 stops23h 42m

$352

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 1/30

11:09 am-10:37 am

2 stops23h 28m

Cancun

Mon 2/2

10:15 am-6:43 pm

1 stop8h 28m

$355

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 12/5

12:27 pm-11:36 am

2 stops23h 09m

Cancun

Thu 12/11

12:31 pm-11:37 am

2 stops23h 06m

$360

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 12/12

12:27 pm-11:36 am

2 stops23h 09m

Cancun

Sun 12/14

12:31 pm-11:37 am

3 stops23h 06m

$459

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sat 12/20

9:45 am-1:32 pm

2 stops27h 47m

Cancun

Sun 12/28

2:36 pm-10:47 am

1 stop20h 11m

$525

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 12/22

8:25 pm-1:31 pm

1 stop17h 06m

Cancun

Sun 12/28

2:36 pm-10:47 am

1 stop20h 11m

$565

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 12/19

6:56 pm-1:31 pm

1 stop18h 35m

Cancun

Sun 12/28

2:36 pm-10:47 am

1 stop20h 11m

$606

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 12/19

6:56 pm-1:31 pm

1 stop18h 35m

Cancun

Fri 12/26

2:36 pm-5:38 pm

2 stops51h 02m

$640

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 11/7

11:31 am-1:45 pm

2 stops26h 14m

Cancun

Sun 11/9

2:16 pm-11:11 am

2 stops20h 55m

$699

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 11/14

11:01 am-1:45 pm

2 stops26h 44m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 20 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 November.
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 $263). 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 $263). 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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