Flights from Chicago to Florida

Q: Are there any direct flights from Chicago to Florida?

Chicago O'Hare International Airport , Chicago Midway Airport and Chicago Rockford Airport all offer direct flights 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.

Tampa.SAR 217 per passenger.Departing Sun, 25 Jan, returning Thu, 29 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sun, 25 Jan, arriving in Tampa International.Inbound direct flight with Frontier Airlines departs from Tampa International on Thu, 29 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 217, select.

Fort Lauderdale.SAR 217 per passenger.Departing Sun, 11 Jan, returning Thu, 15 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sun, 11 Jan, arriving in Fort Lauderdale International.Inbound direct flight with Frontier Airlines departs from Fort Lauderdale International on Thu, 15 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 217, select.

Orlando.SAR 217 per passenger.Departing Sat, 10 Jan, returning Sat, 17 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 10 Jan, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Sat, 17 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 217, select.

Miami.SAR 218 per passenger.Departing Thu, 19 Feb, returning Thu, 26 Feb.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 19 Feb, arriving in Miami International.Inbound direct flight with Frontier Airlines departs from Miami International on Thu, 26 Feb, arriving in Chicago Midway.Price includes taxes and charges.From SAR 218, select.

Fort Myers.SAR 221 per passenger.Departing Sun, 25 Jan, returning Fri, 30 Jan.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Sun, 25 Jan, arriving in Fort Myers Southwest Florida Reg.Inbound direct flight with Spirit Airlines departs from Fort Myers Southwest Florida Reg on Fri, 30 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 221, select.

Punta Gorda.SAR 341 per passenger.Departing Sun, 11 Jan, returning Thu, 15 Jan.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Sun, 11 Jan, arriving in Punta Gorda.Inbound direct flight with Allegiant Air departs from Punta Gorda on Thu, 15 Jan, arriving in Chicago Midway.Price includes taxes and charges.From SAR 341, select.

Sarasota.SAR 394 per passenger.Departing Sun, 14 Dec, returning Sun, 28 Dec.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Sun, 14 Dec, arriving in Sarasota.Inbound direct flight with Allegiant Air departs from Sarasota on Sun, 28 Dec, arriving in Chicago Rockford.Price includes taxes and charges.From SAR 394, select.

Destin.SAR 509 per passenger.Departing Thu, 18 Dec, returning Tue, 23 Dec.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Midway on Thu, 18 Dec, arriving in Destin-Ft Walton Beach.Inbound direct flight with Allegiant Air departs from Destin-Ft Walton Beach on Tue, 23 Dec, arriving in Chicago Midway.Price includes taxes and charges.From SAR 509, select.

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Flying from Chicago to Florida

Arm yourself with these facts on the fly.

Cheapest flight found	SAR 217
Cheapest month to fly	January
Average flight time	2 hrs, 45 mins
Cheapest airport to fly from	Chicago O'Hare International
Most popular airline	American Airlines

How to find cheap flights from Chicago to Florida

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Florida. Other savvy travellers recently found return flights from SAR 217 and one-way tickets from SAR 109 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Tampa International

At the moment, the lowest priced flight tickets to Florida are from Chicago O'Hare International Airport to Tampa International Airport.

Fly in January

We crunched the flight calendar and found the cheapest time to fly from Chicago to Florida is currently January.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in Florida.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago to Florida go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Florida to Florida flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Chicago to Florida flight price?

We looked at all of the upcoming return flights from Chicago to Florida we could find over the next 12 months. It looks like SAR 217 is the best price. This is good, compared to the average Florida ticket price of SAR 710.

What is the cheapest month to fly from Chicago to Florida?

The cheapest month to fly from Chicago to Vero Beach Airport is usually December. The cheapest month to fly from Chicago to Tallahassee Airport is usually January. The cheapest month to fly from Chicago to Punta Gorda Airport is usually January. And the cheapest month to fly from Chicago to Tampa International Airport is usually January.

Which upcoming date is cheapest to fly from Chicago to Florida on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Florida on Sunday, 25 January 2026.

Are there any direct flights from Chicago to Florida?

Chicago O'Hare International Airport, Chicago Midway Airport and Chicago Rockford Airport all offer direct flights to Florida.

If I'm flying from Chicago, where in Florida is cheapest to fly into?

If you're flying from Chicago, the cheapest city in Florida to fly into is Tampa. The cheapest airport serving Tampa at the moment is Tampa International.