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Playa del Carmen

$157+ Cheap flights from New Windsor (SWF) to Playa del Carmen, Mexico

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CUN
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Stewart to Playa del Carmen

Cheapest flights from Stewart to Playa del Carmen
Explore the most affordable flight options available from Stewart to Playa del Carmen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 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 11/2. 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 11/1. 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 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
Sun 12/282:36 pmCUN - SWF
1 stop20h 11mMultiple Airlines
Deal found 11/1$568
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
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.
Mon 11/312:01 pmSWF - CUN
2 stops23h 35mMultiple Airlines
Thu 11/610:12 amCUN - SWF
2 stops24h 29mMultiple Airlines
Deal found 11/1$723

Cheap flight deals from Stewart to Playa del Carmen

Keep the following information in mind while searching for Stewart to Playa del Carmen flight deals. Data was last updated November 3, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$352
(Mytrip)

One-way from

$157
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$457
Provider with most accurate pricing for New York (NYC)-Cancun flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Cancun flights.
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From New Windsor Stewart to Playa del Carmen
Search Deals
One-way flight from New Windsor Stewart to Playa del Carmen
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 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 November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Playa del Carmen 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 3, 2025.
Use the filters below to find and compare flights from New Windsor to Playa del Carmen that are best for you.

Fly from

Stewart

Fly to

Playa del Carmen

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

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

8:11 pm-9:07 am

1 stop12h 56m

Cancun

Sun 12/28

2:36 pm-10:47 am

1 stop20h 11m

$568

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Thu 12/25

11:43 am-1:10 am

2 stops13h 27m

Cancun

Sun 12/28

2:36 pm-10:47 am

1 stop20h 11m

$959

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 1/23

11:09 am-10:42 am

2 stops23h 33m

$172

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Fri 11/14

11:01 am-1:45 pm

2 stops26h 44m

$187

New WindsorCancún

SWF - CUN

SWFCUN

New Windsor Stewart

Sat 1/3

8:45 pm-1:31 pm

2 stops16h 46m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 17 results
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Best time to book a flight from Stewart to Playa del Carmen

Have a flexible travel schedule? Discover the best time to fly to Playa del Carmen 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 Playa del Carmen

What is the cheapest month to book a flight from New Windsor to Playa del Carmen?

Currently, January is the cheapest month in which you can book a flight from New Windsor to Playa del Carmen (average of $159). Flying from New Windsor to Playa del Carmen 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 Playa del Carmen. 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 Playa del Carmen?

    Located just 4.3 mi from the city center, New Windsor Stewart is the airport most travelers will use when flying to Playa del Carmen from New Windsor. Booking flights from Stewart (SWF) to Playa del Carmen should be relatively easy as there are 0 daily outbound flights to Playa del Carmen from 0 different airlines.

  • Can I find deals for flights from Stewart to Playa del Carmen that include hotel bookings?

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

  • How can I find direct flights from Stewart to Playa del Carmen?

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

  • Can I find deals for business class flights from Stewart to Playa del Carmen?

    Yes. Cheapflights offers flight deals from Stewart to Playa del Carmen 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 Playa del Carmen?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Playa del Carmen (average of $159). Flying from New Windsor to Playa del Carmen 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

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