$146 Find Cheap Flights from Chicago Midway Airport to Key West - Compare and Save

In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Key West was $151 for a one-way ticket and $323 for a round-trip.

Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

We unfortunately don’t have that data for this specific route.

SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Key West.

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Key West.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and EYW can sometimes prove cheaper using this method.

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.