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$168+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CUN
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$447
(Kiwi.com)

One-way from

$168
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$402
Provider with most accurate pricing for New Windsor Stewart-Cancun flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-Cancun flights.
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From New Windsor Stewart to Cancun
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One-way flight from New Windsor Stewart to Cancun
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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 ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2211:48 am
SWF
-
CUN
2 stops14h 48m
Multiple Airlines
Sat 3/285:04 pm
CUN
-
SWF
1 stop15h 35m
Multiple Airlines
Deal found 1/14$447
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:11 pm
SWF
-
CUN
2 stops24h 09m
Multiple Airlines
Wed 3/41:25 pm
CUN
-
SWF
1 stop19h 54m
Multiple Airlines
Deal found 1/14$460
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Sun 3/111:52 am
SWF
-
CUN
1 stop24h 28m
Multiple Airlines
Sun 3/89:11 am
CUN
-
SWF
2 stops25h 20m
Multiple Airlines
Deal found 1/15$548
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Tue 6/2311:48 am
SWF
-
CUN
1 stop21h 30m
Multiple Airlines
Sat 6/275:01 pm
CUN
-
SWF
2 stops14h 57m
Multiple Airlines
Deal found 1/15$561
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:39 am
SWF
-
CUN
1 stop23h 39m
Multiple Airlines
Thu 6/185:01 pm
CUN
-
SWF
2 stops14h 48m
Multiple Airlines
Deal found 1/14$565
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:38 am
SWF
-
CUN
1 stop23h 40m
Multiple Airlines
Sat 6/205:05 pm
CUN
-
SWF
2 stops23h 38m
Multiple Airlines
Deal found 1/14$667
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1512:15 pm
SWF
-
CUN
2 stops21h 03m
Multiple Airlines
Wed 7/15:01 pm
CUN
-
SWF
1 stop15h 37m
Multiple Airlines
Deal found 1/13$799
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Sat 6/2712:05 pm
SWF
-
CUN
2 stops21h 13m
Multiple Airlines
Sat 7/45:01 pm
CUN
-
SWF
1 stop15h 37m
Multiple Airlines
Deal found 1/15$972

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 January 15, 2026.
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

Sun 3/22

11:48 am-1:36 am

2 stops14h 48m

Cancun

Sat 3/28

5:04 pm-9:39 am

1 stop15h 35m

$447

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 2/27

12:11 pm-12:20 pm

2 stops24h 09m

Cancun

Wed 3/4

1:25 pm-9:19 am

1 stop19h 54m

$460

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 2/27

12:11 pm-5:55 pm

1 stop29h 44m

Cancun

Fri 3/6

5:09 pm-10:08 am

2 stops40h 59m

$559

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sat 3/28

11:28 am-8:01 am

1 stop21h 33m

Cancun

Sat 4/4

11:30 am-9:39 am

2 stops21h 09m

$814

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Mon 2/9

11:09 am-12:16 pm

1 stop25h 07m

$168

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 3/1

11:52 am-12:20 pm

1 stop24h 28m

$170

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 2/6

12:11 pm-5:55 pm

1 stop29h 44m

$188

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Thu 2/26

11:52 am-12:20 pm

1 stop24h 28m

$198

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 1/23

11:09 am-12:16 pm

1 stop25h 07m

$198

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sun 4/5

11:48 am-8:11 am

1 stop21h 23m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 12 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 January.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 $250). 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 $250). 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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