Flights from Chicago to Florida

Flight deals from Chicago to Florida

Looking for cheap flights from Chicago to Florida, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Flying from Chicago to Florida

Arm yourself with these facts on the fly.
Cheapest flight foundAED 148, Miami
Cheapest month to flyJune
Average flight time2 hrs, 43 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineSouthwest Airlines

Frequently asked questions

We looked at all of the upcoming round-trip flights from Chicago to Florida we could find over the next 12 months. It looks like AED 148 is the best price. This is good, compared to the average Florida ticket price of AED 1,082.
The cheapest month to fly from Chicago to Fort Myers Southwest Florida Reg Airport is usually September. The cheapest month to fly from Chicago to Northwest Florida Beaches International Airport is usually August. The cheapest month to fly from Chicago to Pensacola Airport is usually August. And the cheapest month to fly from Chicago to Melbourne Orlando International Airport is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Florida on Tuesday, June 11, 2024.
If you're flying from Chicago, the cheapest city in Florida to fly into is Miami. The cheapest airport serving Miami at the moment is Miami International.
The average flight time between Chicago and Florida is 2 hours and 43 minutes.
Most popular flights