Flights from Chicago (MDW) to Key West (EYW)

Considering a quick trip to Key West, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from MDW to EYW. With heaps of cheap fares from Chicago, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.

It’s easy to book flights to Key West from Chicago  

For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Key West from Chicago from different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Key West in just hour(s) and mins, too.   

Snap up great deals on flights to Key West from Chicago 

Choose from flights a day on average, with prices starting at and rising to depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Chicago to Key West today!  

Find cheap airfares to Key West from Chicago 

Here are our insider tips for bagging a flight bargain: 

• Look for midweek flights and late night, early morning arrival and departure times
• Check out other airports near Chicago and Key West
• Avoid peak season (prices tend to be lower in )
• Be flexible with your travel dates and you can usually get cheaper options  

Reasons to book your flights to Key West from Chicago with Wotif

Wotif is a super-easy way to find the best flight for you to Key West. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!