Cheap Flight Deals to Key West

Find the best cheap flight deals to Key West International Airport (EYW). Compare fares, book in seconds, and discover everything Key West, Florida has to offer.

Round-trip flights from $199*

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Your Complete Guide to Flying to Key West, Florida

Key West sits at the end of the Florida Keys archipelago, 90 miles from the tip of the Florida mainland and just 90 miles from Cuba — the southernmost city in the continental United States and one of the most distinctly individualistic communities in America. The island’s character is deeply shaped by its literary heritage (Ernest Hemingway lived here for a decade; Tennessee Williams called it home), its celebrated pirate and wrecking history, its vibrant LGBTQ+ community, and a daily ritual that draws everyone to Mallory Square for the communal celebration of sunset.

Key West’s compact Old Town — walkable from nearly everywhere on the island — offers an extraordinary concentration of Victorian conch houses, tropical gardens, excellent restaurants, and the legendary Duval Street bar crawl. The surrounding waters of the Florida Keys National Marine Sanctuary offer the only living coral reef in the continental United States, making Key West a premier snorkeling and diving destination. Book cheap flight deals to Key West (EYW) and escape to America’s most tropical and free-spirited city.

Key West’s nightly ritual of gathering at Mallory Square to celebrate the sunset — with street performers, food vendors, and a communal spirit that captures the essence of Key West’s unique island culture.

Mallory Square Sunset Celebration

Ernest Hemingway’s beautifully preserved 1851 Spanish Colonial home where he wrote several of his most celebrated works, still inhabited by dozens of six-toed cats — descendants of his own polydactyl feline companions.

Hemingway Home and Museum

Key West’s legendary main street stretching the island’s width from the Gulf to the Atlantic, anchoring the vibrant Old Town district of Victorian conch houses, galleries, restaurants, and the famous Sloppy Joe’s bar.

Duval Street & Old Town

The only living coral reef in the continental United States lies just offshore — snorkeling and diving in the Florida Keys’ remarkable coral ecosystems offers extraordinary marine life encounters year-round.

Florida Keys National Marine Sanctuary Snorkeling

A stunning glass conservatory housing hundreds of live butterfly species from around the world in a lush tropical garden setting — a unique and beautiful Key West attraction.

Key West Butterfly and Nature Conservatory

The Overseas Highway Drive

The legendary 113-mile drive from Homestead to Key West across 42 bridges over open ocean — one of the most spectacular highway drives in America, offering the option to stop at the Florida Keys’ many attractions en route.

Key West International Airport (EYW)

The primary commercial airport serving Key West, located 3 miles from downtown. IATA code: EYW. Connects primarily through Miami International (MIA).

Location & Getting Around

Key West is located in Taylor County, West Texas, approximately 180 miles west of Dallas-Fort Worth. Car rentals are available at EYW airport. The city is easily navigable by car with minimal traffic.

Climate & Weather

Key West has a semi-arid climate with hot summers (avg. 95°F in July) and mild winters. The city receives about 23 inches of rain annually. Spring and fall offer the most pleasant visiting conditions.

Events & Festivals

Major annual events include the Children’s Art & Literacy Festival (June), Western Heritage Classic Rodeo (May), and Holiday in Key West (December). Plan flights early around festival dates.

Travel Calendar

Best Time to Fly to Key West

Airfare and weather guide for every month of the year

JAN

Peak season

FEB

Peak season

MAR

Moderate

APR

Moderate

MAY

Low fares

JUN

Low fares

JUL

Moderate

AUG

Moderate

SEP

Moderate

OCT

Low fares

NOV

Moderate

DEC

Peak season

Cheapest fares

Average fares

Peak / expensive

Routes

Popular Routes to Key West (EYW)

Compare fares across the most-searched departure cities
FromToFrom PriceType
Miami (MIA)
Miami
Key West (EYW)
Key West, Florida
from $199*Round Trip
Atlanta (ATL)
Atlanta
Key West (EYW)
Key West, Florida
from $229*Round Trip
Charlotte (CLT)
Charlotte
Key West (EYW)
Key West, Florida
from $239*Round Trip
New York (JFK)
New York
Key West (EYW)
Key West, Florida
from $249*Round Trip
Chicago (ORD)
Chicago
Key West (EYW)
Key West, Florida
from $259*Round Trip
Philadelphia (PHL)
Philadelphia
Key West (EYW)
Key West, Florida
from $249*Round Trip
Boston (BOS)
Boston
Key West (EYW)
Key West, Florida
from $259*Round Trip
Dallas (DFW)
Dallas
Key West (EYW)
Key West, Florida
from $279*Round Trip
Airport Guide

Key West Regional Airport (EYW)

Everything you need to know about flying into and out of Key West’s main commercial airport.

IATA Code

EYW

Key West

Distance to City

3 mi

From downtown Key West

Main Hub Airlines

AA / 9E

American / Endeavor Air

Key Connections

EYW

Miami International hub

Travel Tips

Tips for Finding Cheap Flights to Key West

Insider strategies to cut your airfare to EYW significantly

01

Book 3–6 Weeks Ahead

For flights to Key West, booking 3 to 6 weeks before departure typically yields the best fares. Prices usually rise sharply within 2 weeks of departure.

02

Fly on Tuesdays or Wednesdays

Mid-week departures to EYW are consistently 15–25% cheaper than weekend flights. Avoid Friday and Sunday travel for the lowest rates.

03

Consider Connecting via DFW

Most flights to Key West connect through Miami International (MIA). Booking this connection often unlocks more schedule options and better pricing. Booking a DFW connection often unlocks more schedule options and better pricing compared to nonstop alternatives.

04

Travel in January, February, or September

These are the off-peak months for Key West air travel. Fares can be 30–40% lower than during the busy summer season.

05

Set Fare Alerts

Sign up for price drop notifications on your preferred Key West route. Fares fluctuate daily and a well-timed alert can save you $50–$150 per ticket.

06

Use Flexible Date Search

If your travel schedule allows, check fares ±3 days around your ideal dates. A one-day shift in departure can sometimes cut prices dramatically.

Frequently Asked Questions

Cheap flight deals to Key West (EYW) start from around $199 for round-trip tickets from Miami. As a small island airport, fares tend to be higher than major Florida gateways. Many travelers choose to fly into Miami (MIA) or Fort Lauderdale (FLL) and drive the spectacular 160-mile Overseas Highway to Key West instead.
Key West is served by Key West International Airport (IATA: EYW), located approximately 3 miles from downtown Duval Street. American, Delta, and Silver Airways provide connecting service. Many visitors prefer the iconic Overseas Highway drive from Miami (160 miles, 3.5 hours) as an alternative.
May, June, and October offer the lowest airfares to Key West (EYW). Winter (December-February) is peak season with the finest dry-season weather and highest prices. Fantasy Fest (October) and other Key West events drive seasonal demand spikes.
Key West (EYW) is served by American Airlines through Miami (MIA) and Charlotte (CLT), Delta Air Lines through Atlanta (ATL), and Silver Airways with regional connections. Fort Lauderdale (FLL, 160 miles) and Miami (MIA, 160 miles) offer dramatically broader carrier options.
Book 4-6 weeks ahead for winter peak season. Fantasy Fest (late October) and New Year's should be booked 2-3 months ahead. Consider the Overseas Highway drive from Miami (FLL or MIA) as a potentially more affordable and scenic alternative.
Top attractions include Mallory Square's nightly sunset celebration, the Hemingway Home and Museum, Duval Street and Old Town's conch houses, snorkeling and diving on the Florida Keys coral reef, the Key West Butterfly Conservatory, and the legendary Overseas Highway drive.
Key West (EYW) has limited nonstop service from Atlanta and select other cities, with most flights connecting through Miami or Charlotte. Miami International (MIA, 160 miles) and Fort Lauderdale (FLL, 155 miles) are strongly recommended as alternative entry points with dramatically broader carrier options and the option to drive the spectacular Overseas Highway.
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