£30 Find Cheap Flights from Chicago to Florida

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Florida departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Florida

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Florida, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Florida, as well as popular online travel agencies
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Flight Deals

Book Cheap Chicago to Florida Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Florida that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to Florida

Tue, 28 Apr - Tue, 5 May
Multiple Airlines Logo
13:27 - 17:44
ORD
-
FLL
3h 17mdirect
Multiple Airlines Logo
07:00 - 09:31
FLL
-
ORD
3h 31mdirect
£67Multiple Airlines
Mon, 13 Apr - Thu, 16 Apr
Spirit Airlines Logo
18:10 - 22:15
ORD
-
FLL
3h 05mdirect
Spirit Airlines Logo
07:05 - 09:36
FLL
-
ORD
3h 31mdirect
£68Spirit Airlines
Mon, 20 Apr - Sat, 25 Apr
Spirit Airlines Logo
19:15 - 23:24
ORD
-
FLL
3h 09mdirect
Spirit Airlines Logo
07:05 - 09:36
FLL
-
ORD
3h 31mdirect
£72Spirit Airlines
Thu, 30 Apr - Thu, 7 May
Frontier Logo
15:52 - 20:11
ORD
-
MIA
3h 19mdirect
Frontier Logo
07:00 - 09:37
MIA
-
ORD
3h 37mdirect
£82Frontier
Tue, 28 Apr - Tue, 5 May
Multiple Airlines Logo
18:08 - 15:29
ORD
-
MCO
20h 21m
1 stop
Multiple Airlines Logo
20:58 - 23:13
MCO
-
ORD
3h 15mdirect
£90Multiple Airlines
Thu, 30 Apr - Thu, 7 May
Frontier Logo
15:52 - 20:11
ORD
-
MIA
3h 19mdirect
Frontier Logo
07:00 - 09:37
MIA
-
ORD
3h 37mdirect
£93Frontier
Tue, 14 Apr - Sat, 18 Apr
United Airlines Logo
10:50 - 14:46
ORD
-
TPA
2h 56mdirect
United Airlines Logo
07:15 - 09:19
TPA
-
ORD
3h 04mdirect
£148United Airlines
Wed, 15 Apr - Tue, 21 Apr
Southwest Logo
19:35 - 23:20
ORD
-
MCO
2h 45mdirect
Southwest Logo
19:45 - 21:55
MCO
-
ORD
3h 10mdirect
£148Southwest
Tue, 5 May - Sat, 9 May
Southwest Logo
05:55 - 09:35
ORD
-
MCO
2h 40mdirect
Southwest Logo
06:30 - 11:30
MCO
-
ORD
6h 00m
1 stop
£156Southwest
Thu, 9 Apr - Thu, 16 Apr
United Airlines Logo
06:45 - 10:21
ORD
-
JAX
2h 36mdirect
United Airlines Logo
09:20 - 14:27
JAX
-
ORD
6h 07m
1 stop
£209United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Florida flights

Get data-powered insights and trends into flights from Chicago to Florida to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Florida flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Florida from Chicago found in the last 72 hours was to Fort Myers, at £29 return. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Fort Lauderdale (FLL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was £98.

What is the cheapest time of day to fly to Florida?

The average price for all round-trip flights from Chicago to Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida is generally in the evening, when retur flights cost £102 on average. Morning departures are around 70% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the morning, which is peak travel time and where the average cost of a ticket is £173.

Can I save money by flying with a stopover from Chicago to Florida?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a stopover may cost you more time, but you can also save money on the route, with a 1 stop stopover the cheapest option at £254 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Florida, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Florida is August, when tickets cost £128 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of return tickets is £221 and £221 respectively.

What’s the cheapest day of the week to fly from Chicago to Florida?

The average price of all round-trip flights from Chicago to Florida clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Florida on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago to Florida. For your return ticket, we recommend flying on a Tuesday and avoiding Thursdays for the best deals.

How far in advance should I book a flight from Chicago to Florida?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Florida, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on a flight from Chicago to Florida, you should book around 2 weeks before departure, which saves you about 21% compared to booking last-minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Find deals

Good to know - Cheap tickets from Chicago to Florida

Low seasonSeptember
Best time to beat the crowds (20% less expensive on average)
Most popular time to fly (20% more expensive on average)

Flights from Chicago to Florida: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Chicago to Florida 
Learn how KAYAK collects reviews and tips from users.
SteveFlew with Spirit Airlines
ORD
-
MCO
Mar 2026
Bring a seat cushion if you're flying Spirit.
Verified travelerFlew with American Airlines
ORD
-
TPA
Dec 2024
I recommend having movies and songs downloaded on your device.
AyannaFlew with Spirit Airlines
ORD
-
TPA
May 2024
Fly out of Midway airport instead of O'Hare because its smaller and easier to manage.
LaurenFlew with Spirit Airlines
ORD
-
MCO
Feb 2024
If you can get by with a personal item, spirit has the best prices often at the best times to fly chicago to orlando for a weekend

FAQs - booking Florida flights

  • Are pet/service animal relief areas at Tampa International Airport (TPA)?

    The airport has several designated areas for pets and service animals to use for relieving themselves. In the grassy area across the vehicle drives of the departure and arrival area is an outdoor pet relief area. The other pet relief areas are past the security at the gate level on each airside building; the areas have receptacles, drinking sinks, and disposable waste bags.

  • Are there kids-friendly amenities at Chicago O’Hare International Airport (ORD)?

    Yes. ORD provides nursing stations for mothers to pump or feed their kids. The nursing facilities are on Terminal 1, concourse B by Gate B10, Terminal 2, concourse F next to the Crossover between Gates E9 and E5, Terminal 3, concourse L by Gate L6, and Terminal 5, concourse M next to Gate M20. Additionally, ORD has nursing pods on Terminal 1 on concourse B by Gate B7, concourse C by Gates C11 and C23, and on Terminal 2, on concourse E close to Gate E1. On Terminal 2, in the main hall close to Gate F1, a Family Lounge offers a delegated space for kids to play.

  • Is there a rental car center at Tampa International Airport (TPA)?

    TPA has several rental car companies on its premises. To reach TPA’s onsite rental car center you’ll take the SkyConnect Train from the Main Terminal. SIXT, Payless, Alamo, Budget, Avis, National, Enterprise, Hertz, and Dollar are some of the onsite rental car agencies. Moreover, TPA has an off-airport rental car faculty, which is at one's disposal at the end of Blue and Red Luggage Claim via service courtesy vehicle.

  • Are there airline lounges at Chicago O'Hare International Airport (ORD)?

    The United Lounge is on Terminal 1 close to Gates B6, B18, and C16, and Terminal 2 is next to Gate F9. The Admiral’s Club is on Terminal 3 next to Gates G8, L2A, and H6/K6. On Terminal 5, there is the Sky Club next to Gate M13, SAS Lounge next to Gate M19, Swissport Lounge close to Gate M13, and British Airways Lounge close to Gate M17. The United Polaris Lunges is in Terminal 1 near Gate C18. Passengers who don't own membership to the airline clubs in ORD can purchase a day's pass for most of the airline lounges.

  • How does KAYAK find such low prices on flights from Chicago to Florida?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Florida.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Florida?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Florida is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Florida?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from Chicago to Florida with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Florida?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight from Chicago to Florida

  • Chicago International Airport (ORD) is one of the main airports serving the city of Chicago. ORD is a hub for United Airlines and American Airlines both facilitating flights from Chicago to Florida.
  • If you’re looking to unwind and revitalize before your flight to Florida, check out the yoga room in ORD. The yoga room provides complimentary yoga mats as well as a place to stow your belongings. The yoga room is situated in Terminal 3, on the Mezzanine Level, open daily from around 6 am to 10 pm.
  • If you need a place to rest after your flight from Chicago, Orlando International Airport (MCO) has a hotel. The Hyatt Regency Hotel is situated between Terminals A and B.
  • Miami International Airport (MIA) is one of the airports serving the metropolis of Miami and is a hub for American Airlines, which facilitates flights to Florida from Chicago.
  • MIA has a multi-sensory room offering passengers with hidden disabilities a spot to de-stress after their flight. The sensory room is on concourse D adjacent to the TSA security checkpoint 4.

Reviews of the top airline flying from Chicago to Florida

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Florida. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Florida? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.3
Spirit AirlinesOverall score based on 8520 reviews
7.0Crew
5.9Comfort
6.6Boarding
5.0Food
4.9Entertainment
Airline reviews

The plane was clean and crew was nice. Can’t speak on food as I did not have any

8.0 ExcellentAnonymous, Mar 2026
RIC - FLL
Read more Spirit Airlines reviews

The plane was clean and crew was nice. Can’t speak on food as I did not have any

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Everything is an additional fee. No one said anything when I checking in and got my boarding pass about my small carry on suitcase. Charged me $100 at the gate for that little bag that I still had to take with me. Delays for both flights for no reason and then when I asked everyone said something different. Never flying spirit again. If it was just one thing maybe. This was a show from the minute I got to the airport.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

The bag situation was confusing. I didn’t know I had to pay for Carry ons. The seats were uncomfortable and there was no entertainment

It was terrible. I had to pay again once I got to the airport because they said they never received the payment.

bought basic spirit fares, add checked bags - like the up front info on website about this. bring your own snacks, buy a soda after TSA security to bring with you, or buy on the plane (limited selection) all in all, a good experience

4 hour delay, 2 hours in the airport and then 2 hours on the tarmac. With a flight full of kids it would have been better to leave us in the airport for the delay, it was crying kids chaos on the flight. Miserable. And no apology or airline credit for the significant delay.

Everything you need to know for your flight from Chicago to Florida

Cabin class types available on flights to Florida

Cabin classes available on flights to Florida. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights from Chicago to Floridafrom £681
Business Class flights from Chicago to Floridafrom £982
Premium Economy Class flights from Chicago to Floridafrom £879
Economy class flights from Chicago to Floridafrom £29