$28 Find Cheap Flights from Illinois 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 Illinois to Florida departing on 3/3. 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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

September

High season

March

Cheapest flight

$28
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Fort Myers

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

Insights shared by verified travelers who flew the route from Illinois to Florida 
Verified travelerFlew with American AirlinesORD-TPADec 2024
I recommend having movies and songs downloaded on your device.
AyannaFlew with Spirit AirlinesORD-TPAMay 2024
Fly out of Midway airport instead of O'Hare because its smaller and easier to manage.
MusarratFlew with SouthwestMDW-JAXMay 2024
Southwest is best airline and Midway is also good airport in Chicago
JenFlew with Allegiant AirPIA-PGDMar 2024
Love flying out of small airports close to start/end destinations!
LaurenFlew with Spirit AirlinesORD-MCOFeb 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 for booking flights from Illinois to Florida

  • How does KAYAK find such low prices on flights from Illinois 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 Illinois to Florida.

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

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

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Illinois 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 Illinois 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 Illinois to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Illinois to Florida

Need help choosing which airline to fly with from Illinois 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.
7.4
United AirlinesOverall score based on 8984 reviews
6.7Food
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
Airline reviews

Maybe add a seat trade app for flyers that didn’t get seats together

10.0 ExcellentScott, Jan 2025EWR - MIA
Read more United Airlines reviews

Maybe add a seat trade app for flyers that didn’t get seats together

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

The flying experience was great. The flight was on time with no boarding issues during a peak travel period. The short cut baggage drop and process was not smooth and efficient at Dulles.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Boarded over an hour late, no communication, the sign just changed, no attendant to answer questions - she disappeared forever (hiding). Small plane and couldn’t hear the overhead nor understand.

Paid for a window and was assigned to a middle seat with 2 very large people on each side of me. Flight was sold out and I feel I need to be refunded foe paying for a window seat and being put in a middle one..

I had a very unpleasant encounter with one man from customer service: he was extremely rude and miserable. And his condition was reflected on his decision to send me to the worst airport hotel and get an awful flight connection. My hotel shuttle had never arrived and I had to book another hotel. People served by other representatives got a much better treatment and deal.

Very mediocre greeting as we boarded, and the lead flight attendant accent was almost unrecognizable. He joked around a lot, while trying to give the safety demonstration, but did not succeed. My wife’s row was completely missed for beverages and the lead flight attendant didn’t even know that our row was Main cabin and able to have beverages at no charge. We are platinum, 2,000,000 miles on American Airlines and this was not a stellar crew.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

The flight left a bit late, but arrived close to time expected…With the flight being close to full the crew did well serving drinks to all in a very timely fashion. The flight was a pleasure…

Check bag location is full of rude employees who are unwilling to assist with issues after talking to AA on the phone and relaying messages. The boarding was good. While on the flight it got really hot. Asked flight attendant if there’s a way to drop the temp and make it more comfortable as we are flying from DC to Miami so flying from cold to hot weather. No changes made. Stayed hot and uncomfortable on the plane. When asked again about the AC being down the flight attendant said no the WiFi was down but not the AC. I mentioned it was still hot. No changes.

There was a delay that affected all passengers with connecting flights.

Missed our connector because our first flight was delayed, it was a miracle that we managed to get a second flight. Luggage was lost. People were rude. Flight was delayed and overbooked. Terrible experience. Worst flight I’ve ever had out of hundreds of domestic and international flights. I’ve been on a more comfortable 20 hour flight from Guam than the two hours it took NC TO FL.

Great flight from Charlotte to Orlando. In flight wifi and entertainment was not working til 25 minutes were left in the flight would be my only complaint.

Boarding was smooth and on time. Flight itself was smooth (aside from some turbulence) and no glitches. On the downside, Spirit's no-frills service was as expected (no food or drink, cramped seating, extra cost for carry-ons, etc.), the announcements were nearly incomprehensible, and the constant niggling offers of upgrades and other services for sale (wifi, sandwiches, etc.) is annoying. Overall, a pleasant and uneventful experience - definitely worth the price.

The ticket agent wouldn't check our bags, eventhough the flight was delayed and wouldn't board for another hour. The gate agents were only mildly better than the ticket agent. They also had a terrible attitude and work ethics.

we are al people and we go through stuff so my scale is only how i felt, I understand we are all humans, i would definitely ride with soirit again, people in orlando are very helpful which makes it all the better .

My flight was arbitrarily changed from 6:00 AM to 5:10 AM ... One less hour of sleep after Christmas Eve, NOT very thoughtful, Oh, and I could not get a refund!!! I paid extra for a front seat and WIFI, there's was NO WIFI (flight 993 Dec 25). Why do you call what you offer FOOD? Would you feed your kids this stuff when you are trapped inside a steel tube for Hours??? Will I get a refund?

Try bad experience. The flight took off leaving behind everyone’s baggage and to top it off the captain nor the crew bothered letting anyone know about this and instead asked us that the baggage can be claimed from carousel 13 when the flight didn’t have even a single baggage. Furthermore they let everyone stand around the carousel for 1 hour to finally let people know that no baggage were loaded onto the flight.

Lost MacBook, had time to retrieve, but was told I had no time. Need Silver MacBook back

I did not fly Spirit. Connie fraudulently used my email to book her flight. I do not know Connie!

Terrible all around. Not much else to say, other than an awful experience from start to finish.

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The MOST uncomfortable seat I've EVER experienced on ANY airlines. My wife & I were in agony at the end of the flight. NEVER AGAIN!

Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.

Boarding was organized and flight was on time. Overall very satisfied with my flight.

The boarding gate was in Terminal D, but the Frontier counter was in Terminal E. So I had to move back and forth between terminals to check in my luggage. This was the worst experience that I had in terms of flights.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Airline changed the gate from Terminal A to Terminal D which is quite far and only sent a text message few minutes before boarding. Around 50 people missed their flight and as plane didn’t wait for them.

The personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

Horrible my trip was delayed 3 hours, we already have set in the plane and they delayed the flight.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Book cheap flights from Illinois to Florida

Recent round-trip flight deals

2/19Mi
nonstopFrontier
3h 09mORD-PBI
2/26Mi
nonstopFrontier
3h 28mPBI-ORD
$57
2/22Sa
nonstopFrontier
2h 43mMDW-TPA
3/1Sa
nonstopFrontier
2h 54mTPA-MDW
$57
2/2So
nonstopSpirit Airlines
2h 52mORD-MCO
2/6Do
nonstopSpirit Airlines
3h 08mMCO-ORD
$75
2/11Di
nonstopSpirit Airlines
2h 54mORD-RSW
2/14Fr
nonstopSpirit Airlines
3h 11mRSW-ORD
$76
2/26Mi
nonstopUnited Airlines
3h 17mORD-MIA
3/4Di
nonstopUnited Airlines
3h 34mMIA-ORD
$157
3/1Sa
nonstopSouthwest
2h 35mMDW-TPA
3/4Di
nonstopSouthwest
2h 50mTPA-MDW
$157
2/24Mo
nonstopAmerican Airlines
2h 56mORD-PBI
2/28Fr
nonstopAmerican Airlines
3h 21mPBI-ORD
$159
3/1Sa
nonstopAmerican Airlines
2h 53mORD-PBI
3/4Di
nonstopAmerican Airlines
3h 21mPBI-ORD
$164
2/22Sa
nonstopUnited Airlines
2h 59mORD-RSW
2/28Fr
1 stopUnited Airlines
6h 09mRSW-ORD
$178
2/4Di
1 stopSouthwest
8h 05mORD-PBI
2/26Mi
1 stopSouthwest
9h 10mPBI-ORD
$189

Search by stops

Search by airline

Search by price

Recent one-way flight deals

3/3Mo
nonstopFrontier
3h 01mORD-RSW
$28
2/12Mi
nonstopFrontier
3h 09mORD-PBI
$28
2/23So
nonstopSpirit Airlines
2h 50mORD-RSW
$37
2/2So
nonstopSpirit Airlines
2h 52mORD-MCO
$37
2/19Mi
nonstopUnited Airlines
3h 20mORD-MIA
$79
2/25Di
nonstopSouthwest
2h 35mMDW-TPA
$79
2/23So
nonstopSouthwest
2h 35mMDW-TPA
$85
2/23So
nonstopUnited Airlines
2h 52mORD-MCO
$86
2/4Di
nonstopAmerican Airlines
3h 04mORD-PBI
$90
4/8Di
nonstopAmerican Airlines
2h 44mORD-SRQ
$99

Search by stops

Search by airline

Search by price

Last minute flights from Illinois to Florida

Last minute flight, train and bus deals

1/25Sa
nonstop
2h 54mORD-RSW
1/30Do
nonstop
3h 20mRSW-ORD
$77
1/25Sa
nonstopFrontier
3h 01mORD-RSW
1/30Do
nonstopFrontier
3h 20mRSW-ORD
$79
1/25Sa
nonstopSpirit Airlines
2h 54mORD-RSW
2/1Sa
nonstopSpirit Airlines
3h 05mRSW-ORD
$80
1/25Sa
nonstopSpirit Airlines
2h 54mORD-RSW
1/27Mo
nonstopSpirit Airlines
3h 09mRSW-ORD
$86
1/26So
multi-stopSouthwest
8h 10mMDW-MIA
2/2So
multi-stopSouthwest
7h 30mMIA-MDW
$362
1/26So
nonstopSouthwest
3h 05mMDW-MIA
1/29Mi
nonstopSouthwest
3h 15mMIA-MDW
$367
1/25Sa
nonstopAmerican Airlines
3h 03mORD-PBI
1/27Mo
nonstopAmerican Airlines
3h 22mPBI-ORD
$404
1/25Sa
multi-stopAmerican Airlines
5h 50mORD-PBI
1/27Mo
nonstopAmerican Airlines
3h 22mPBI-ORD
$414
1/25Sa
nonstopUnited Airlines
3h 14mORD-PBI
1/31Fr
nonstopUnited Airlines
3h 32mPBI-ORD
$484
1/24Fr
nonstopUnited Airlines
3h 14mORD-PBI
1/30Do
multi-stopUnited Airlines
6h 18mPBI-ORD
$494

Search by stops

Search by airline

Search by price

Everything you need to know for your flight to Florida

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.