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Flights

From Key West

Cheap Flights from Key West

Browse current best options from Key West. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Key West

RatePunk searches hundreds of travel sites at once for deals on flights from Key West

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

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Today’s best flight deals from Key West

Explore current cheapest deals departing from Key West

EYW

Orlando

United States • Jul 2026

$100

$39

One-way

EYW

Tampa

United States • Sep 2026

$85

$40

One-way

EYW

Knoxville

United States • Aug 2026

$101

$42

One-way

EYW

Tampa

United States • Jul 2026

$98

$44

One-way

EYW

Asheville

United States • Jul 2026

$123

$46

One-way

EYW

Pittsburgh

United States • Aug 2026

$116

$47

One-way

EYW

Cincinnati

United States • Aug 2026

$104

$48

One-way

EYW

Orlando

United States • Aug 2026

$78

$50

One-way

EYW

Columbus

United States • Aug 2026

$106

$54

One-way

EYW

Indianapolis

United States • Jul 2026

$143

$63

One-way

Unlock all 500+ flight deals from Key West and get alerts when great deals appear

Origin Intelligence — 140 Destinations from Key West Tracked

Insights for flights from Key West

Most recent fares from Key West are for destinations within the United States, accounting for 80% of the total over the last 90 days. Beyond domestic travel, Czechia represents 8% of recent fares, while the United Kingdom makes up 6%. Travelers from Key West can reach 140 unique cities across 17 countries, including popular spots like Orlando and Tampa, as well as international destinations such as Prague.
For travelers seeking cheap flights from Key West, the most frequently discounted destination recently has been Knoxville, appearing in a significant number of recent fares. Tampa is also a popular choice, frequently featured in recent deals. Additionally, Prague in Czechia is among the most commonly offered destinations from Key West.
Right now, the cheapest fares from Key West start at $64 for a roundtrip flight to Orlando. You can also find cheap flights from Key West to Knoxville starting at $71. Another economical option is Tampa, with fares beginning at $74.
Only 12.5% of recent fares from Key West are for direct flights, indicating that most routes involve at least one stop. This makes Key West a connecting-dominant origin, with the majority of available flights requiring a layover to reach their final destination.
The flight distances from Key West are predominantly medium-haul, making up 62% of all routes. Short-haul flights account for 32% of the routes, while long-haul international trips represent a smaller share at 6%. This mix suggests a strong focus on regional and continental travel from Key West.

Most popular airlines from Key West

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Southwest Airlines

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Deutsche Luft Hansa

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American Airlines

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United Airlines

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JetBlue Airways

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Alaska Airlines, Inc.

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Air Canada

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WestJet

Last-minute flights going from Key West soon

Thu, Jun 18

⌛ Last-Minute

EYW - Prague

American Airlines

Key West (EYW) - Prague (PRG)

American Airlines

$1,223

$1,030

One-way

Fri, Jun 26

⌛ Last-Minute

EYW - Charleston

Breeze Airways

Key West (EYW) - Charleston (CHS)

Breeze Airways

$387

$178

One-way

Tue, Jun 30

⌛ Last-Minute

EYW - Chattanooga

Deutsche Luft Hansa

Key West (EYW) - Chattanooga (CHA)

Deutsche Luft Hansa

$440

$315

One-way

Fri, Jun 19

⌛ Last-Minute

EYW - Knoxville

Allegiant Air

Key West (EYW) - Knoxville (TYS)

Allegiant Air

$496

$313

One-way

Fri, Jun 19

⌛ Last-Minute

EYW - New Orleans

Breeze Airways

Key West (EYW) - New Orleans (MSY)

Breeze Airways

$450

$298

One-way

Thu, Jun 25

⌛ Last-Minute

EYW - Myrtle Beach

Breeze Airways

Key West (EYW) - Myrtle Beach (MYR)

Breeze Airways

$395

$278

One-way

Most popular destinations to fly from Key West

image of San Francisco

San Francisco

TOP

United States • Jul 2026

from

$300

image of London

London

TOP

United Kingdom • Aug 2026

from

$566

image of Marseille

Marseille

TOP

France • Nov 2026

from

$893

image of Prague

Prague

TOP

Czechia • Nov 2026

from

$824

image of Stockholm

Stockholm

TOP

Sweden • Jul 2026

from

$834

image of Naples

Naples

TOP

Italy • Aug 2026

from

$885

Biggest price drops on international destinations from Key West

Image of Marseille
-29%

EYW - Marseille

$1,264  →  $893

Image of Castellón de la Plana
-27%

EYW - Castellón de la Plana

$1,195  →  $868

Image of Wrocław
-24%

EYW - Wrocław

$1,183  →  $899

Image of London
-32%

EYW - London

$833  →  $566

Popular Airports from Key West

Key West airport insights

🎯 Booking tip

Watch fares to Orlando

Flights from Key West to Orlando start at 39 USD for a direct one-way trip.

📅 Cheapest travel period

Jan, Dec, Feb

Prices from Key West tend to be lower in Jan, Dec, and Feb.

⏱️ Best time to book

8+ months in advance

Booking 8+ months ahead of time can save you money, with median fares at $125.

✈️ Airlines to watch

American Airlines, Deutsche Luft Hansa, JetBlue Airways, United Airlines

Major US carriers and a low-cost airline offer many domestic routes from Key West.

💸 Cheapest deals found

From ~$39 direct / ~$64 roundtrip

The cheapest fares from EYW are to destinations within the United States, including Orlando and Knoxville.

🗓️ Best days to catch a deal

Mon - Sun

Flights from EYW are cheapest on Mon, with a median fare of $181, and Sun, with a median fare of $189.

Key West main airports to depart from

Key West International (EYW)

Cheapest

Key West International is ideal for travelers seeking direct access to Key West and nearby Florida Keys.

📍 ~5 km from Key West (reachable by car)

💸 Flights from ~$64

Airports nearby Key West used as alternative

Miami International (MIA)

Miami International offers an extensive flight network and is a major international hub, useful for diverse travel needs.

📍 ~200 km from Key West (reachable by car)

💸 Flights from ~$70

Fort Lauderdale–Hollywood International (FLL)

Cheapest

Fort Lauderdale–Hollywood International is a major secondary hub often providing competitive pricing from low-cost carriers.

📍 ~245 km from Key West (reachable by car)

💸 Flights from ~$54

Southwest Florida International (RSW)

Southwest Florida International serves as the primary airport for Southwest Florida, offering good alternatives for Gulf Coast travel.

📍 ~290 km from Key West (reachable by car)

💸 Flights from ~$74

Palm Beach International (PBI)

Palm Beach International is a large commercial airport with significant carrier presence and is generally less congested.

📍 ~325 km from Key West (reachable by car)

💸 Flights from ~$72

Punta Gorda (PGD)

Punta Gorda is a focus city for budget carriers, offering a smaller terminal for faster security and boarding.

📍 ~375 km from Key West (reachable by car)

💸 Flights from ~$63

Business & First Class Flight Deals from Key West

Discover luxury on the budget with premium cabin class on flights from Key West.

Elite

Best Elite deals from Key West

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From EYW

Elite

New York

United States • Jun 2026

89% AI deal score

$1,207

$799

Save $408

United Airlines

United Airlines

Business Class

From EYW

Elite

Honolulu

United States • Aug 2026

86% AI deal score

$2,540

$2,129

Save $411

Delta

Delta

Business Class

From EYW

Elite

Chicago

United States • Nov 2026

86% AI deal score

$1,078

$799

Save $279

United Airlines

United Airlines

Business Class

From EYW

Elite

San Diego

United States • Aug 2026

82% AI deal score

$1,369

$1,175

Save $194

Delta

Delta

Business Class

From EYW

Elite

New York

United States • Nov 2026

79% AI deal score

$934

$722

Save $212

American

American

Business Class

From EYW

Elite

San Francisco

United States • Aug 2026

76% AI deal score

$1,374

$1,331

Save $43

American

American

Business Class

From EYW

Elite

Las Vegas

United States • Sep 2026

75% AI deal score

$1,413

$1,331

Save $82

American

American

Business Class

From EYW

Elite

Seattle

United States • Aug 2026

74% AI deal score

$1,472

American

American

Business Class

From EYW

Elite

New Orleans

United States • Aug 2026

72% AI deal score

$719

$625

Save $94

Delta

Delta

Business Class

From EYW

Elite

Washington, D.C.

United States • Aug 2026

67% AI deal score

$789

$723

Save $66

Delta

Delta

Business Class

Booking Flights from Key West: Frequently Asked Questions

Historically, there have been 8 destinations with median prices under $150 from Key West. For example, flights to Orlando typically have a median price of $59. Other affordable options include Gulfport at a median of $102 and Indianapolis at $103. Across the trailing quarter, these destinations represent some of the most budget-friendly choices.

From Key West, travelers can typically fly to 140 unique cities across 17 countries. The United States accounts for the vast majority of destinations, representing 80% of all flights. Other notable regions include Czechia, which makes up 8% of destinations, and the United Kingdom, accounting for 6% of available routes in the trailing 90 days.

In the trailing 90 days, Knoxville has historically been the most frequently discounted destination from Key West. Tampa is also a popular choice, with a significant number of deals. Prague, in Czechia, is another prominent international destination, consistently appearing among the top options for travelers departing from Key West.

Explore More Destinations from Key West

Departing from nearby city?

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