Flights from Chicago to Florida

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

Chicago Midway Airport , Chicago O'Hare International 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.

Miami.R 1,026 per passenger.Departing Mon, 20 Oct, returning Mon, 27 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 20 Oct, arriving in Miami International.Inbound direct flight with Frontier Airlines departs from Miami International on Mon, 27 Oct, arriving in Chicago Midway.Price includes taxes and charges.From R 1,026, select.

Orlando.R 1,026 per passenger.Departing Thu, 11 Sep, returning Sat, 13 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 11 Sep, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Sat, 13 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,026, select.

Fort Lauderdale.R 1,323 per passenger.Departing Sat, 20 Sep, returning Tue, 23 Sep.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Sat, 20 Sep, arriving in Fort Lauderdale International.Inbound direct flight with Spirit Airlines departs from Fort Lauderdale International on Tue, 23 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,323, select.

Tampa.R 1,380 per passenger.Departing Thu, 4 Sep, returning Sun, 7 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 4 Sep, arriving in Tampa International.Inbound direct flight with Frontier Airlines departs from Tampa International on Sun, 7 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,380, select.

Fort Myers.R 1,765 per passenger.Departing Thu, 4 Dec, returning Sun, 14 Dec.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Thu, 4 Dec, arriving in Fort Myers Southwest Florida Reg.Inbound direct flight with Spirit Airlines departs from Fort Myers Southwest Florida Reg on Sun, 14 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,765, select.

Sarasota.R 1,860 per passenger.Departing Sun, 2 Nov, returning Thu, 6 Nov.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Sun, 2 Nov, arriving in Sarasota.Inbound direct flight with Allegiant Air departs from Sarasota on Thu, 6 Nov, arriving in Chicago Rockford.Price includes taxes and charges.From R 1,860, select.

Punta Gorda.R 1,960 per passenger.Departing Sun, 12 Oct, returning Sat, 1 Nov.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Midway on Sun, 12 Oct, arriving in Punta Gorda.Inbound direct flight with Allegiant Air departs from Punta Gorda on Sat, 1 Nov, arriving in Chicago Rockford.Price includes taxes and charges.From R 1,960, select.

West Palm Beach.R 2,517 per passenger.Departing Fri, 3 Oct, returning Mon, 6 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 3 Oct, arriving in West Palm Beach International.Inbound indirect flight with Frontier Airlines, departs from West Palm Beach International on Mon, 6 Oct, arriving in Chicago Midway.Price includes taxes and charges.From R 2,517, select.

Flying from Chicago to Florida

Arm yourself with these facts on the fly.

Cheapest flight found	R 556, Fort Lauderdale
Cheapest month to fly	September
Average flight time	2 hrs, 42 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 R 1,023 and one-way tickets from R 556 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 Fort Lauderdale

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

Fly in September

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

Fly on a Saturday

From our data, we can see that Saturday seems to be the cheapest time to fly from Chicago to Florida.

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 Chicago 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 R 1,023 is the best price. This is good, compared to the average Florida ticket price of R 3,080.

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

The cheapest month to fly from Chicago to Miami International Airport is usually October. The cheapest month to fly from Chicago to Melbourne Orlando International Airport is usually September. The cheapest month to fly from Chicago to Daytona Beach Airport is usually January. And the cheapest month to fly from Chicago to Northwest Florida Beaches International Airport is usually October.

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 Monday, 20 October 2025.

Are there any direct flights from Chicago to Florida?

Chicago Midway Airport, Chicago O'Hare International 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 Miami. The cheapest airport serving Miami at the moment is Miami International.