Florida Keys

$116+ Cheap flights to Florida Keys

— EYW
Oct 10 — Oct 171
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Flights to Florida Keys in 2026

Cheapest flights to Florida Keys

Tue 10/65:45 pm -
Nonstop3h 15m
Fri 10/98:46 am -
Nonstop2h 58m
Deal found 9/5$234
Tue 10/612:00 pm -
2 stops9h 40m
Wed 10/74:30 pm -
1 stop6h 35m
Deal found 9/6$234
Fri 11/65:43 pm -
Nonstop3h 25m
Sun 11/86:53 am -
Nonstop3h 07m
Deal found 9/8$235
Wed 9/306:43 pm -
1 stop19h 01m
Mon 10/56:54 pm -
1 stop23h 04m
Deal found 9/5$237
Tue 11/109:29 am -
1 stop12h 02m
Fri 11/136:29 pm -
1 stop25h 33m
Deal found 9/5$238
Sat 11/74:35 pm -
Nonstop3h 25m
Tue 11/107:00 am -
1 stop5h 17m
Deal found 9/9$239
Sun 10/183:51 pm -
1 stop6h 09m
Sat 10/248:59 am -
Nonstop3h 01m
Deal found 9/6$239
Mon 10/51:30 pm -
1 stop8h 30m
Tue 10/135:05 am -
1 stop5h 28m
Deal found 9/7$239
Wed 9/301:00 pm -
1 stop7h 38m
Sat 10/35:22 am -
1 stop6h 28m
Deal found 9/9$240
Wed 10/218:29 pm -
1 stop12h 23m
Tue 11/105:05 am -
1 stop10h 56m
Deal found 9/6$240
Fri 10/2310:29 pm -
1 stop11h 46m
Fri 10/3010:55 pm -
1 stop11h 41m
Deal found 9/9$240
Mon 11/99:29 am -
1 stop12h 20m
Sat 11/145:05 am -
1 stop10h 56m
Deal found 9/9$241

Find flights to Florida Keys

Explore Florida Keys

Find flight deals to Florida Keys

Popular in

August

Cheapest in

January

Average price

$241

Round-trip from

$234

One-way from

$116
Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in September 2026
From New York to Miami
One-way flight from New York to Florida Keys

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Florida Keys that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sat 10/10

12:39 pm-10:19 am

2 stops21h 40m

Key West

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$141

New WindsorMiami

SWF New Windsor Stewart - MIA Miami

SWFMIA

New Windsor Stewart

Wed 11/4

12:39 pm-9:31 pm

2 stops8h 52m

Miami

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$142

New WindsorMiami

SWF New Windsor Stewart - MIA Miami

SWFMIA

New Windsor Stewart

Sat 11/7

12:39 pm-10:29 am

2 stops45h 50m

Miami

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$150

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Thu 11/5

11:00 am-9:24 am

2 stops46h 24m

Key West

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$151

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Thu 11/12

11:00 am-2:08 pm

2 stops27h 08m

Key West

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$155

New WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Thu 11/12

5:27 pm-2:08 pm

1 stop20h 41m

Key West

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$156

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 WindsorKey West

SWF New Windsor Stewart - EYW Key West

SWFEYW

New Windsor Stewart

Sat 11/7

12:39 pm-11:21 am

2 stops22h 42m

Key West

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161

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

Thu 10/29

10:38 am-10:29 am

2 stops23h 51m

Miami

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Florida Keys

How long is the flight to Florida Keys?

On average, a flight from New York to Florida Keys takes 4 hours 28 minutes. Flights to Florida Keys from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Florida Keys?

The cheapest airlines flying from New York to Florida Keys are Frontier, Allegiant Air and Delta.

Rainfall in Florida Keys 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

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).

When is the best time to book a flight to Florida Keys?

To ensure you get the cheapest price possible for a flight to Florida Keys, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Florida Keys

Peruse reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines to the United States to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

FAQs about flying to Florida Keys

Florida Keys climate

The Florida Keys is a year-round travel destination known for its warmth, sunshine and near-perfect beach weather. Travel to the Florida Keys is most popular November to February when the Northerners are looking to escape the frigid winter cold. But this is also when flights to the Florida Keys are most expensive.For cheap flights to the Florida Keys, book your Florida Keys travel during June-August and September-November. At the peak of summer, the average high is 89º F. The weather is still warm and pleasant but the threat of hurricanes during this time is present.

Best Time to Fly to Florida Keys

Peak Season

November to February and March-May are the busiest times in the Florida Keys. The weather is warm, the sun is shining and the beaches are packed with people looking to thaw-out from the cold winter air. The Florida Keys is also a big Spring Break destination so be prepared for crowded Florida Keys flights and hotels if you’re traveling during this time.

Off Season

Smart Floridians know to head to the Florida Keys June-August to “cool off” from the hot and humid air inland. But this is also hurricane season (August – November) so the weather can change in a second. However, it’s likely you’ll find cheap flights to the Florida Keys and discounted hotels and resorts during these months, when the peak tourist season has ended.

Getting around Florida Keys

The best way to explore the Florida Keys is by car, but the Overseas Highway can be extremely busy, particularly at weekends and over holiday periods, so patience is required. This is the only main road in and out of the Keys. In Key West, parking can be difficult; park-and-ride shuttles and taxis are available and recommended.

Buses are available as well. The Dade-Monroe Express bus runs from Key Marathon to Florida City, offering round trips on the hour and stopping on demand. Greyhound runs a Keys shuttle bus several times a day between Miami International Airport, stopping at all major points along the Keys.

Cycling is a pleasant way to explore the individual Keys, and scooter rentals are also popular.

Florida Keys Travel Information

  • Key Largo has some of the best diving opportunities in the world. Take a day and explore the underwater reefs and wrecks. It is also home to John Pennekamp Coral Reef State Park, a spectacular underwater park. If you don’t dive or scuba, and prefer to stay above water, book a tour on a glass-bottom boat so you can the underwater world without getting your feet wet.  
  • Duval Street in Key West is the artist’s district. Take a stroll through many of the galleries and boutiques. After a day of shopping, head to Mallory Square (end of Duval) for the “Sunset Fest.” Everyone gathers here nightly to watch the gorgeous Keys sunset while musicians and street acts perform in the background.
  • If you’re staying on the island of Islamorada, you’ll want to bring your fishing gear. Islamorada has more fishing vessels per square mile than any other vacation destination in the world.
  • Take a trip to Big Pine Key and be on the lookout for the island’s native Key Deer. These rare white tail deer roam Big Pine Key because of the island’s lush forestland and natural landscape.
  • Can I find cheaper flights to Florida Keys if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Florida Keys on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Florida Keys?

    Based on reviews from Cheapflights users, Breeze Airways is rated the highest out of the airlines that fly to Florida Keys.

  • How much is a round-trip flight to Florida Keys?

    A round-trip flight to Florida Keys will typically cost around $142, however they can be found for as little as $78.

  • Where does the fastest flight to Florida Keys depart from?

    For those looking to save time traveling to Florida Keys, Key West offers the quickest one-way flight (0 hours 52 minutes).

  • Does Key West have rental cars?

    Yes. Those touching down at Key West can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Key West?

    Yes. Key West has hotels nearby for those requiring accommodations. The Saint Martin Suite - Sunrise Suites is the closest property to Key West (0.0 mi away from Key West).

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