Flights from Chicago to Florida

Flight deals from Chicago to Florida

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

Flying from Chicago to Florida

Arm yourself with these facts on the fly.
Cheapest flight found$75, Miami
Cheapest month to flyAugust
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 return flights from Chicago to Florida we could find over the next 12 months. It looks like $75 is the best price. This is good, compared to the average Florida ticket price of $440.
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 Pensacola Airport is usually June. The cheapest month to fly from Chicago to West Palm Beach International Airport is usually October. And the cheapest month to fly from Chicago to Punta Gorda Airport is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Florida on Wednesday, 28 August 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