$120+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Sep 23 — Sep 301
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Key Largo with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to Key Largo
Cheapest
Best
Last-minute
One-way
Cheapest flights from Stewart to Key LargoExplore 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 August 24, 2026.
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 August 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/1712:39 pm -
1 stop8h 45m
Sat 10/245:05 am -
2 stops30h 03m
Deal found 8/22![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/1712:39 pm -
1 stop8h 45m
Wed 10/285:05 am -
2 stops28h 43m
Deal found 8/21![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/2412:39 pm -
1 stop8h 45m
Wed 10/285:05 am -
2 stops28h 43m
Deal found 8/20![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/1712:39 pm -
1 stop8h 45m
Fri 11/64:30 pm -
2 stops19h 09m
Deal found 8/19![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/2412:39 pm -
1 stop8h 45m
Thu 10/2910:55 pm -
2 stops36h 44m
Deal found 8/21![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/1712:39 pm -
1 stop8h 45m
Tue 10/2011:29 pm -
2 stops34h 19m
Deal found 8/22![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/1012:39 pm -
1 stop8h 45m
Tue 10/1311:29 pm -
2 stops33h 59m
Deal found 8/20![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/1712:39 pm -
1 stop8h 45m
Fri 10/2311:29 pm -
2 stops35h 39m
Deal found 8/22![Multiple Airlines logo]()
$307
Best flights from Stewart to Key LargoDiscover carefully curated flight deals from Stewart to Key Largo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
Discover carefully curated flight deals from Stewart to Key Largo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/1712:39 pm -
1 stop8h 45m
Sat 10/245:05 am -
2 stops30h 03m
Deal found 8/22![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/1712:39 pm -
1 stop8h 45m
Wed 10/285:05 am -
2 stops28h 43m
Deal found 8/21![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/2412:39 pm -
1 stop8h 45m
Wed 10/285:05 am -
2 stops28h 43m
Deal found 8/20![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/1712:39 pm -
1 stop8h 45m
Fri 11/64:30 pm -
2 stops19h 09m
Deal found 8/19![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/1712:39 pm -
1 stop8h 45m
Tue 10/2011:29 pm -
2 stops34h 19m
Deal found 8/20![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/1012:39 pm -
1 stop8h 45m
Tue 10/1311:29 pm -
2 stops33h 59m
Deal found 8/20![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/1712:39 pm -
1 stop8h 45m
Fri 10/2311:29 pm -
2 stops35h 39m
Deal found 8/22![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/1012:39 pm -
1 stop8h 45m
Sat 10/174:05 pm -
2 stops18h 11m
Deal found 8/19![Multiple Airlines logo]()
$314
Last-minute flights from Stewart to Key LargoDiscover last-minute flight deals from Stewart to Key Largo. Data last updated August 24, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Key Largo. Data last updated August 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/2212:05 pm -
2 stops16h 47m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/231:00 pm -
2 stops45h 15m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$697
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/2511:48 am -
2 stops11h 17m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$610
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/2612:05 pm -
2 stops11h 00m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$566
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 8/277:31 pm -
2 stops27h 34m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$524
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/2810:56 am -
2 stops25h 29m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$876
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/307:31 pm -
2 stops38h 44m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/21![Multiple Airlines logo]()
$388
One-way flights from Stewart to Key LargoSearch for one-way flight options from Stewart to Key Largo. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
Search for one-way flight options from Stewart to Key Largo. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/1111:06 am -
2 stops33h 32m
Deal found 8/21![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 10/2511:58 am -
2 stops33h 52m
Deal found 8/24![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/1712:39 pm -
1 stop8h 45m
Deal found 8/19![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/267:01 pm -
2 stops23h 11m
Deal found 8/19![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/3012:39 pm -
2 stops31h 54m
Deal found 8/24![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 10/110:28 am -
2 stops30h 01m
Deal found 8/21![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/1012:39 pm -
1 stop8h 45m
Deal found 8/20![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 10/2210:38 am -
2 stops35h 12m
Deal found 8/21![Multiple Airlines logo]()
$134
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 August 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $243 (Kiwi.com) |
One-way from | $120 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $292 |
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 7,457,451 searches. Data last updated August 24, 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
Cheapest round-trip
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Sat 10/24
5:05 am-11:08 am
2 stops30h 03m
$243
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Wed 10/28
5:05 am-9:48 am
2 stops28h 43m
$246
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/24
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Wed 10/28
5:05 am-9:48 am
2 stops28h 43m
$247
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Fri 11/6
4:30 pm-11:39 am
2 stops19h 09m
$270
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Tue 10/20
11:29 pm-9:48 am
2 stops34h 19m
$285
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/10
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Tue 10/13
11:29 pm-9:28 am
2 stops33h 59m
$303
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Fri 10/23
11:29 pm-11:08 am
2 stops35h 39m
$307
Quickest round-trip
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/10
12:39 pm-9:24 pm
1 stop8h 45m
Miami
Sat 10/17
4:05 pm-10:16 am
2 stops18h 11m
$314
Cheapest one-way
Quickest one-way
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/17
12:39 pm-9:24 pm
1 stop8h 45m
$124
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Thu 10/1
10:28 am-10:30 am
2 stops48h 02m
$134
Showing 1-10 of 18 resultsSorted by cheapest first
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.
SWF-MIA
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
SWF-KE9
SWF-MIA
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 August 24, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 29% on flights from New Windsor to Key Largo by exploring options for tickets at noon.
How much does it cost to fly round-trip from New Windsor to Key Largo?
Airfare is above average for this route at the moment.
New Windsor to Key Largo flights typically cost between $204 and $217 in October.The cheapest round-trip price found within the last 5 days was $243 on Multiple Airlines (Oct 17-Oct 24).
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 August 24, 2026.
Peruse reviews from past customers who have flown with 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.
Comfort
7.5
Food
6.6
Boarding
7.3
Crew
7.9
Entertainment
7.2
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
ISP - FLL
Comfort
7.5
Food
6.6
Boarding
7.3
Crew
7.9
Entertainment
7.2
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
ISP - FLL
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.
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Alternative routes for Stewart to Key Largo
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Complete your trip
Complete your trip to Key Largo by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Stewart to Key Largo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Stewart and Key Largo flights
Browse other Stewart and Key Largo flight options. Last updated on August 24, 2026.
Popular flight searches
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Stewart to Key Largo flights
Consider these flights traveling from Stewart to Key Largo.
Top 2 airlines flying from Stewart to Key Largo
Discover the top 2 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 7,457,451 searches. Data last updated August 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$96 | Average$145 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$142 | Average$333 | FlexibilityNo cancel fee | On-time62% |