How much is a flight from Chicago O'Hare to Key West?

There’s no fixed price — fares between Chicago and Key West can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Which airports serve Chicago and Key West?

When planning a trip of about 1254 mi, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Key West: The only active airport in Key West is Key West - International.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Find flights from Chicago O'Hare to Key West that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from Delta, United, American, and booking sites like Expedia and eDreams.

Other popular destinations

Interested in United States? These cities are also in demand: Atlanta, Los Angeles, Miami, New York City, Orlando.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.