Cheap flights to Key West
14 cities have regular scheduled flights to Key West (EYW). 7 airlines fly to the city, from major international carriers to budget low-cost options. Most flights depart from Atlanta, Charlotte, Miami, New York City, Chicago. Compare fares, choose the best option and book your tickets online at the best price. Enter your departure city above to find flights and check prices.
New York City — Miami
Atlanta — Key West
Chicago — Key West
Fort Lauderdale — Atlanta
Miami — Atlanta
Charlotte — Washington, D.C.
Tampa — Key West
Washington, D.C. — Key West
Popular departure cities to Key West
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United StatesFlight insights to Key West
Data-driven trends for direct flights to Key West — how often airlines fly, where passengers come from, and typical fares and flight times.
Most frequent departure cities
The most frequent direct routes to Key West come from Atlanta, Charlotte and Miami. Atlanta leads with around 65 flights a week.
- Atlanta65 flights/week
- Charlotte47 flights/week
- Miami42 flights/week
- New York City38 flights/week
- Chicago29 flights/week
Direct routes & fares
Popular non-stop routes to Key West range from Miami at $82 to Charlotte at $300 — a quick way to compare direct-flight fares.
- Atlantafrom $231
- Charlottefrom $300
- Miamifrom $82
- New York Cityfrom $230
- Chicagofrom $141
Cheapest departure cities
The cheapest places to fly to Key West from right now are Miami from $82, Dallas from $140 and Chicago from $141.
- Miamifrom $82
- Dallasfrom $140
- Chicagofrom $141
- Orlandofrom $199
- New York Cityfrom $230
Longest direct flights
The longest direct flight to Key West is from Boston at about 3h 20m, followed by New Haven (3h 6m) and Chicago (3h 4m).
- Boston3h 20m
- New Haven3h 6m
- Chicago3h 4m
- New York City2h 59m
- Philadelphia2h 50m
Frequently asked questions
- Which cities have flights to Key West?
- There are 14+ cities with regular flights to Key West, from major international hubs to nearby regional airports. Pick your departure city to compare fares and book.
- Where do most flights to Key West depart from?
- Most travelers fly to Key West from Atlanta, Charlotte, Miami, New York City, Chicago. These routes have the highest flight frequency and passenger traffic, so fares are usually competitive.
- How many airlines fly to Key West?
- 7 airlines operate flights to Key West, ranging from major international carriers to budget low-cost airlines. Competition helps keep fares affordable.
- When is the best time to book flights to Key West?
- For short-haul routes, booking 4–8 weeks ahead usually gives the best prices. For long-haul flights, aim for 2–3 months ahead. Prices also drop in off-peak seasons and for midweek departures.
- How to find cheap flights to Key West?
- Compare offers from multiple airlines, use flexible dates and set up price alerts. Our platform lets you track price trends and choose the best time to buy your tickets.