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Key Largo

$107+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Apr 16 — Apr 231
Thu 4/16
Thu 4/23
1 adult, Economy
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Cheap 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 March 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Wed 7/2912:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 8/116:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/15$218
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 8/1512:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 8/186:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/17$241
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Wed 7/812:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 7/216:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/13$246
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 7/412:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 7/76:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/16$258
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Wed 6/2412:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 7/76:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/13$263
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 6/2412:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Tue 6/306:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/16$271
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Wed 7/812:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Fri 7/246:20 pm
MIA
-
SWF
1 stop17h 05m
Multiple Airlines
Deal found 3/13$304
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 7/812:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Wed 7/156:20 pm
MIA
-
SWF
2 stops16h 35m
Multiple Airlines
Deal found 3/16$332
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Wed 7/2212:05 pm
SWF
-
MIA
1 stop11h 48m
Multiple Airlines
Sat 8/16:20 pm
MIA
-
SWF
2 stops14h 38m
Multiple Airlines
Deal found 3/14$343

Find 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 March 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$218
(Kiwi.com)

One-way from

$107
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$263
Provider with most accurate pricing for New York (NYC)-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Miami flights.
Search Deals
From New Windsor Stewart to Key Largo
Search Deals
One-way flight from New Windsor Stewart to Key Largo
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 17, 2026.
Use the filters below to find and compare flights from New Windsor to Key Largo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/29

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Tue 8/11

6:20 pm-11:25 am

1 stop17h 05m

$218

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 7/4

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Tue 7/7

6:20 pm-11:25 am

1 stop17h 05m

$258

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 6/24

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Tue 7/7

6:20 pm-11:25 am

1 stop17h 05m

$263

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 6/24

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Tue 6/30

6:20 pm-11:25 am

1 stop17h 05m

$276

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/8

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Fri 7/24

6:20 pm-11:25 am

1 stop17h 05m

$304

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/29

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Sat 8/1

6:20 pm-10:55 am

2 stops16h 35m

$325

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/8

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Wed 7/15

6:20 pm-10:55 am

2 stops16h 35m

$332
Quickest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/22

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Sat 8/1

6:20 pm-8:58 am

2 stops14h 38m

$343

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 8/15

12:05 pm-11:53 pm

1 stop11h 48m

Miami

Wed 8/19

6:20 pm-8:58 am

2 stops14h 38m

$378
Cheapest one-way

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 5/9

12:05 pm-10:27 am

1 stop22h 22m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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, November is the cheapest month in which you can book a flight from New Windsor to Key Largo (average of $45). Flying from New Windsor to Key Largo in July is currently the most expensive (average of $85). 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 March 17, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 38% on flights from New Windsor to Key Largo by exploring options for tickets in the evening.

Reviews of airlines servicing Key Largo

Get insights into the airlines that provide service to Key Largo. 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 Key Largo. Reviews last updated March 17, 2026.
Peruse reviews from past customers who have flown with Allegiant Air and JetBlue from New Windsor to Key Largo to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.3
Good
712 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Food

5.9

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
Allegiant Air
7.3
Good
712 reviews
Allegiant Air
7.3
Good
712 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Food

5.9

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
JetBlue
7.2
Good
2,906 reviews
Allegiant Air
7.3
Good
712 reviews

Boarding

7.6

Comfort

6.9

Crew

8.1

Overall

7.3

Food

5.9

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.

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, November is the cheapest month in which you can book a flight from New Windsor to Key Largo (average of $45). Flying from New Windsor to Key Largo in July is currently the most expensive (average of $85). 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 March 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$116FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$74Average$179FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$142Average$333FlexibilityNo cancel feeOn-time62%

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