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Key Largo

$139+ Cheap flights from New Windsor (SWF) to Key Largo, FL

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Stewart to Key Largo

Keep the following information in mind while searching for Stewart to Key Largo flight deals. Data was last updated September 15, 2025.

Round-trip from

$312
(Mytrip)

One-way from

$139
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$172
From New Windsor Stewart to Key Largo
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One-way flight from New Windsor Stewart to Key Largo
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Highest demand for flights based on searches. 24% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 18% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Key Largo

Cheapest flights from Stewart to Key Largo
Explore the most affordable flight options available from Stewart to Key Largo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:31 amSWF - MIA
2 stops24h 50mMultiple Airlines
Sun 10/197:00 amMIA - SWF
2 stops27h 11mMultiple Airlines
Deal found 9/14$312

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Key Largo 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 September 15, 2025.
Use the filters below to find and compare flights from New Windsor to Key Largo that are best for you.

Fly from

Stewart

Fly to

Key Largo

Route

Depart

Return

Price

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Fri 10/17

11:31 am-12:21 pm

2 stops24h 50m

Miami

Sun 10/19

7:00 am-10:11 am

2 stops27h 11m

$312

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Fri 10/17

11:31 am-12:34 am

2 stops13h 03m

$139

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Fri 10/24

11:31 am-12:21 pm

2 stops24h 50m

$140

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Mon 10/6

11:01 am-8:54 am

2 stops21h 53m

$151

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Fri 10/3

12:11 pm-9:01 am

2 stops20h 50m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from Stewart to Key Largo

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

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Key Largo (average of $232). Flying from New Windsor to Key Largo in March is currently the most expensive (average of $289). 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.

What is the cheapest time of day to fly from SWF to KE9?

Find hourly flight availability from Stewart to Key Largo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from New Windsor to Key Largo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from New Windsor to Key Largo?

Use this chart to determine the cheapest time to fly round-trip from Stewart to Key Largo. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their New Windsor to Key Largo flight should consider departing on Wednesday at noon when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Key Largo. 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 Key Largo?

    If you book a flight to Key Largo 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. There are 0 flights from Stewart to Key Largo per day from 3 different airlines.

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

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

  • How can I find direct flights from Stewart to Key Largo?

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

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

    Yes. Cheapflights offers flight deals from Stewart to Key Largo 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 Key Largo?

    Currently, September is the cheapest month in which you can book a flight from New Windsor to Key Largo (average of $232). Flying from New Windsor to Key Largo in March is currently the most expensive (average of $289). 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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Top 3 airlines flying from Stewart to Key Largo

Discover the top 3 airlines that operate flights from Stewart to Key Largo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$61Average$141FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$83Average$494FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$96Average$133FlexibilityNo cancel feeOn-time88%

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