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Westchester to Key West Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Westchester to Key West

Departure Arrival Travel dates Round-trip
HPN EYW Mon, Aug 4 - Fri, Aug 15 $878

Westchester and Key West airports and terminals

Airports in Westchester NY, US
map of airports in Westchester
  • 1

    JFK Airport (JFK)

    Distance from City Center: 29.7 miles

  • 2

    LaGuardia Airport (LGA)

    Distance from City Center: 22 miles

  • 3

    Newark Airport (EWR)

    Distance from City Center: 35.7 miles

  • 4

    Stewart (SWF)

    Distance from City Center: 36.7 miles

  • 5

    Danbury Airport (DXR)

    Distance from City Center: 25 miles

  • 6

    New Haven Airport (HVN)

    Distance from City Center: 44.6 miles

  • 7

    Westchester County Airport (HPN)

    Distance from City Center: 0.1 miles

  • 8

    Municipal (MMU)

    Distance from City Center: 42 miles

  • 9

    Long Island Macarthur (ISP)

    Distance from City Center: 36.7 miles

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Airports in Key West FL, US
map of airports in Key West
  • 1

    Key West International (EYW)

    Distance from City Center: 2.9 miles

  • 2

    Miami Airport (MIA)

    Distance from City Center: 128.3 miles

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Cheap flights from Westchester to Key West

Sun Mon Tue Wed Thu Fri Sat
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$971
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Key West Airport Hotels

Hotel only $269

Hyatt Windward Pointe

4 stars
4.5 / 5 29 reviews

3675 South Roosevelt Blvd Map

...Transportation Key West International Airport (0.2 mi/0.3 km).... On the southeast side of Key West, the Hyatt Windward Pointe offers a secluded getaway with residential-style accommodations... More

Hotel only $279

Sunrise Suites Resort

3 stars
3.6 / 5 71 reviews

3685 Seaside Drive Map

35% off

...Transportation Key West International Airport (1.1 mi./1.8 km).... Secluded Key West vacation rentals near beach offer kitchens, Wi-Fi Sunrise Suites Resort Key West offers all the convenience... More

Hotel only $208

Doubletree' Grand Key Resort

3990 S. Roosevelt Blvd Map

Includes breakfast for two adults & two children

...Transportation Key West International Airport (1.1 mi./1.8 km).... Mid-range rooms and suites with free shuttle service and pet policy The Green Lodging-certified Doubletree Grand Key Resort... More

Hotel only $249

Sheraton Suites Key West

2001 South Roosevelt Boulevard Map

Save 40% on your stay

...Transportation Key West International Airport (1.1 mi./1.8 km).... The airport adjacent hotel offers suites decorated in Caribbean colors, and the property has undergone a recent renovation... More

Hotel only $239

...Located just after the entrance to the island, the resort sits near the Key West airport and less than five miles from Mallory Square and the popular attractions along Duval Street....... More

Hotel only $179

Ibis Bay Resort

2 stars
3.4 / 5 57 reviews

3101 North Roosevelt Blvd Map

Located just outside of Old Town Key West, the Ibis Bay Resort provides a true feel of Key West with great food, fun, and excitement, while still giving you the rest and relaxation that brought you... More

May

Cheapest weekend flights in May from Westchester to Key West

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 8 Westchester (HPN) Key West (EYW) United Airlines $1,086
Earn $10.86
Return Mon, May 12 Key West (EYW) Westchester (HPN) United Airlines

Lowest roundtrip airfare in May from Westchester to Key West

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, May 14 Westchester (HPN) Key West (EYW) United Airlines $971
Earn $9.71
Return Thu, May 29 Key West (EYW) Westchester (HPN) United Airlines

Best one-week trip in May from Westchester to Key West

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 1 Westchester (HPN) Key West (EYW) United Airlines $1,090
Earn $10.90
Return Thu, May 8 Key West (EYW) Westchester (HPN) United Airlines
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June

Lowest roundtrip airfare in June from Westchester to Key West

Travel dates Departure Arrival Stops: Round-trip
Leave Sun, Jun 29 Westchester (HPN) Key West (EYW) United Airlines $1,076
Earn $10.76
Return Thu, Jul 3 Key West (EYW) Westchester (HPN) United Airlines
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Flights to Key West

Westchester County Airport

Individuals looking for cheap flights from Westchester can easily find travel information at orbitz.com. The site has a special search engine that searches a variety of airlines at once in order to find cheap deals for the budget traveler. The Westchester County Airport serves the residents of Westchester and the surrounding area and is located approximately eight miles from downtown, on Cooney Hill Road. Seven airlines service the Westchester County Airport, including AirTran, American, Delta, United, JetBlue, US Airways and Cape Air. Orbitz.com books flights on the majority of these airlines.

Parking at the Airport

A 24-hour parking garage is available for travelers leaving Westchester. Parking in the lots is charged by the hour or by the day, and there are no discounts available for long-term use. Parking is limited at the airport; once the parking garage has reached capacity, travelers can use the overflow lots. The airport offers free shuttle service to and from the overflow lots. Individuals should make arrangements for drop-off and pick-up prior to the flight.

Transportation to the Airport

The Westchester County Airport offers a variety of travel options to the airport. Travelers can book car rental services using orbitz.com. Car rental fees vary depending on the type of vehicle rented, the length of rental time and the number of miles driven. Limos can be rented by the hour, and taxi services are available for a metered rate plus a drop-off fee. The Bee-Line bus provides services to the airport for a flat fee, and the MTA railroad is also available. Fees for rail travel depend on the distance traveled.

Restaurants at Westchester County Airport

The Skytop Restaurant provides both breakfast menu items and coffee, and the Coffee Shop provides a variety of muffins, doughnuts and coffee items. Orbitz.com can help make finding cheap flights from Westchester easy.

Key West International Airport

With warm weather, amazing views, and dozens of outdoor activities, Key West is a popular vacation spot. Looking for cheap flights to Key West doesn't have to be stressful. Orbitz.com offers discounts on flights to the island from many locations. Key West International Airport is the only airport in this area. Several major airlines operate out of the airport, including Southwest Airlines, Delta Air Lines, American Eagle and US Airways Express.

Getting to Downtown

Since the airport is only two miles from downtown, you can get to almost any downtown spot within 10 to 20 minutes. Many travelers rent a car from one of the companies operating out of the airport, such as Thrifty, Enterprise or Budget. You can also take the Keys Shuttle, which is a large bus that makes stops at the airport throughout the day and drops off passengers at multiple spots around Key West.

Key West Weather

The late spring through late fall is the rainy season in Key West, and the area has more than 50 rainy days throughout this season. Temperatures during the summer can easily reach the high 80s or low 90s, while winter temperatures typically range from the mid 60s to low 70s. When you book your air ticket, make sure that you plan ahead for wet weather.

Festivals and Events

Top local events include Bike Week, Fantasy Fest, Key West Race Week, Hemingway Days Festival, and Key West Songwriters Festival. With Orbitz.com, you can get deals on your hotel room, rental car and on cheap flights to Key West. No matter when you visit, you can make your travel arrangements quickly.

Flight schedule for flights from Westchester to Key West on Sat, Apr 19, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
Delta Air Lines/Delta Air Lines DL4916/DL1355 HPN 6:00 AM EYW 11:40 AM CR7/73W 5hr 40min
US Airways/US Airways US4719/US3215 HPN 6:30 AM EYW 12:09 PM CRJ/E75 5hr 39min
Delta Air Lines/Delta Air Lines DL5146/DL5159 HPN 3:05 PM EYW 9:03 PM CR7/CR7 5hr 58min