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$129+ Cheap flights from New Windsor (SWF) to Florida Keys

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — EYW
Jan 13 — Jan 201
Mon 1/13
Mon 1/20
1 adult, Economy
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Cheap flight deals from Stewart to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Florida Keys (zzEOA). 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 8, 2025.

Round-trip from

$249
(Mytrip)

One-way from

$129
(Mytrip)
From New Windsor Stewart to Florida Keys
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One-way flight from New Windsor Stewart to Florida Keys
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Find flight deals from Stewart to Florida Keys

Cheapest flights from Stewart to Florida Keys
Explore the most affordable flight options available from Stewart to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2025.

This Mytrip deal was found by Cheapflights users on 1/7. 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.
Sat 2/226:53 pmSWF - EYW
1 stop14h 34mAllegiant Air
Thu 2/278:53 amEYW - SWF
1 stop10h 09mAllegiant Air
Deal found 1/7$249
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Thu 1/307:38 pmSWF - EYW
1 stop13h 55mMultiple Airlines
Sun 2/25:52 pmEYW - SWF
2 stops17h 28mMultiple Airlines
Deal found 1/6$329
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Thu 2/207:54 pmSWF - MIA
2 stops27h 35mMultiple Airlines
Mon 2/242:20 pmMIA - SWF
2 stops21h 29mMultiple Airlines
Deal found 1/6$333

Find flights from Stewart to Florida Keys within your budget

Customize your flight search to find flights from Stewart to Florida Keys 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 8, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sat 2/22

6:53 pm-9:27 am

1 stop14h 34m

Key West

Thu 2/27

8:53 am-7:02 pm

1 stop10h 09m

$249

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 1/23

7:38 pm-9:33 am

1 stop13h 55m

Key West

Sun 1/26

5:52 pm-11:20 am

2 stops17h 28m

$319

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Thu 2/20

7:54 pm-11:29 pm

2 stops27h 35m

Miami

Mon 2/24

2:20 pm-11:49 am

2 stops21h 29m

$333

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 2/6

7:38 pm-9:33 am

1 stop13h 55m

$129

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Fri 2/21

6:29 pm-7:29 pm

2 stops25h 00m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Best time to book a flight from Stewart to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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.

Travel insights for flights from Stewart to Florida Keys

Get recent, data-driven insights about flights from Stewart to Florida Keys including ideal travel times, pricing trends, and more.

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

Currently, August is the cheapest month in which you can book a flight from New Windsor to Florida Keys (average of $328). Flying from New Windsor to Florida Keys in March is currently the most expensive (average of $536). 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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated January 8, 2025.
Allegiant Air
7.4
Good
799 reviews

Comfort

6.9

Overall

7.4

Entertainment

5.6

Crew

8.2

Food

6.0

Boarding

7.7

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air
7.4
Good
799 reviews
Allegiant Air
7.4
Good
799 reviews

Comfort

6.9

Overall

7.4

Entertainment

5.6

Crew

8.2

Food

6.0

Boarding

7.7

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Florida Keys. 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 Florida Keys?

    If you book a flight to Florida Keys from New Windsor, you will be flying from Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor.

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

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

  • How can I find direct flights from Stewart to Florida Keys?

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

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

    Yes. Cheapflights offers flight deals from Stewart to Florida Keys 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 Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Florida Keys (average of $328). Flying from New Windsor to Florida Keys in March is currently the most expensive (average of $536). 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.

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Alternative routes for Stewart to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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