$109+ Cheap flights from New Windsor (SWF) to Key Largo, FL
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Oct 12 — Oct 191
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
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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
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Best
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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 September 12, 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 September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Tue 10/2710:36 pm -
2 stops35h 12m
Deal found 9/10![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/295:15 am -
2 stops35h 34m
Deal found 9/11![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 9/11. 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
Sat 10/315:05 am -
2 stops31h 03m
Deal found 9/11![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1310:36 pm -
2 stops34h 52m
Deal found 9/8![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/213:23 pm -
2 stops18h 25m
Deal found 9/10![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Wed 10/145:05 am -
2 stops28h 23m
Deal found 9/10![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2010:36 pm -
2 stops35h 12m
Deal found 9/9![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 9/12. 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
Sun 10/1810:55 pm -
2 stops19h 16m
Deal found 9/12![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/10![Multiple Airlines logo]()
$276
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 September 12, 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 September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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
Sat 10/315:05 am -
2 stops31h 03m
Deal found 9/11![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/275:05 am -
2 stops52h 43m
Deal found 9/10![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1310:36 pm -
2 stops34h 52m
Deal found 9/8![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 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 10/2010:36 pm -
2 stops35h 12m
Deal found 9/7![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/235:15 am -
2 stops30h 24m
Deal found 9/10![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Thu 10/2210:55 pm -
2 stops36h 44m
Deal found 9/10![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/8. 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
Wed 10/145:05 am -
2 stops28h 23m
Deal found 9/8![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:49 pm -
2 stops23h 16m
Fri 12/1112:45 pm -
1 stop22h 54m
Deal found 9/7![Multiple Airlines logo]()
$297
Last-minute flights from Stewart to Key LargoDiscover last-minute flight deals from Stewart to Key Largo. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Key Largo. Data last updated September 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1310:36 pm -
2 stops34h 52m
Deal found 9/8![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Wed 10/145:05 am -
2 stops28h 23m
Deal found 9/10![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/213:23 pm -
2 stops18h 25m
Deal found 9/10![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2010:36 pm -
2 stops35h 12m
Deal found 9/9![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 9/12. 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
Sun 10/1810:55 pm -
2 stops19h 16m
Deal found 9/12![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/10![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Tue 10/2710:36 pm -
2 stops35h 12m
Deal found 9/10![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/295:15 am -
2 stops35h 34m
Deal found 9/11![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 9/11. 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
Sat 10/315:05 am -
2 stops31h 03m
Deal found 9/11![Multiple Airlines logo]()
$251
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 September 12, 2026.
Search for one-way flight options from Stewart to Key Largo. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 9/8. 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/197:01 pm -
2 stops26h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$125
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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $242 (Kiwi.com) |
One-way from | $109 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $213 |
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 September 12, 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
Mon 10/26
7:01 pm-9:31 pm
2 stops26h 30m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Wed 11/11
12:39 pm-9:31 pm
2 stops8h 52m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$137
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 12/5
12:39 pm-6:05 pm
2 stops29h 26m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Wed 11/18
12:39 pm-9:31 pm
2 stops8h 52m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Quickest round-trip
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Wed 10/21
12:39 pm-9:29 pm
2 stops8h 50m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sat 10/3
12:39 pm-5:59 pm
2 stops29h 20m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Sun 10/4
11:48 am-4:29 pm
2 stops28h 41m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Thu 12/10
6:49 pm-12:52 am
2 stops30h 03m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
New WindsorMiami
SWF New Windsor Stewart - MIA Miami
SWFMIA
New Windsor Stewart
Wed 10/7
12:39 pm-9:50 pm
2 stops33h 11m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$171
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
Sat 10/31
5:05 am-12:08 pm
2 stops31h 03m
$251
Showing 1-10 of 17 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 September 12, 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.
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 September 12, 2026.
Travelers seeking maximum savings on their New Windsor to Key Largo flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 12, 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
7.4
Food
6.6
Crew
7.9
Overall
7.1
Entertainment
7.2
Boarding
7.3
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
ISP - FLL
Comfort
7.4
Food
6.6
Crew
7.9
Overall
7.1
Entertainment
7.2
Boarding
7.3
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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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 September 12, 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 September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$141 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$147 | Average$336 | FlexibilityNo cancel fee | On-time62% |