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$25 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 12/3. 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
0 bags

Search 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Florida.

Best Florida Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Orlando
Orlandononstop$67
Miami
Miaminonstop$78
Tampa
Tampanonstop$82
Fort Myers
Fort Myersnonstop$84
West Palm Beach
West Palm Beach1 stop$142
Jacksonville
Jacksonville1 stop$122
Sarasota
Sarasotanonstop$78
Pensacola
Pensacola1 stop$121
Key West
Key Westnonstop$249
Panama City
Panama City1 stop$219
Valparaiso
Valparaisononstop$137
Daytona Beach
Daytona Beach2 stops$298
Punta Gorda
Punta Gordanonstop$102
Tallahassee
Tallahassee2 stops$374
Melbourne
Melbourne1 stop$401
Gainesville
Gainesville1 stop$348

Good to know

Low season

September

High season

March

Cheapest flight

$25
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Chicago O'Hare Airport to Tampa

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 to Florida from Chicago 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 Chicago 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 to Florida with an airline and back to Chicago 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 to Florida from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Florida

  • Morning departure is around 8% more expensive than an evening flight, on average*.
  • 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.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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

Insights shared by verified travelers who flew the route from Chicago to Florida 
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
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

Top 5 airlines serving 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.
7.7
Cathay PacificOverall score based on 877 reviews
7.4Food
7.6Comfort
8.1Crew
7.9Entertainment
7.9Boarding
Airline reviews

I was really impressed with the experience it was my first trip overseas. Nice staff

10.0 ExcellentAnonymous, Oct 2024LAX - HKG
Read more Cathay Pacific reviews

I was really impressed with the experience it was my first trip overseas. Nice staff

Not enough food for everyone. . Always run out of food when we ask

The crews were smiling all the time with soft tunes when they spoke; the food was excellent. Thank you!

They charged me $900 to board my flight I already paid for just because I missed my previous flight. I do not recommend this airline by any means.

Not good. Small seats. Not enough food that customers wanted. No special requests were given that i could see. Slow response from flight attendants

Mediocre. Nothing special. Bad airline food Never received the food I requested Slow response from ground staff concerning my wheelchair. I was left at a holding area and had to walk the distance to the gate. In Hong Kong

For a transpacific flight, flying economy is awful! The seats are cramped and its meant for petite folks! Good luck if you have long legs. BOARDING - AWFUL, we got to Hong Kong - the gate was listed, but upon arrival, there was a MESS of boarding procedures, they basically DIY'ed how to board but making three lines and putting three ground crew to check for passports in the terminal area. THEN to make it worse, after going through that cattle process, all of a sudden you see people standing and looking confused, apparently we were told to get in line to board, but the AV notification wasnt even working. So people started cramming in line - worse than cattle. One saving point, the flight crew forgot to serve me dinner and after waiting for it, I fell asleep since this was a midnight flight. After letting a crew know that I was forgotten, all of my meals were served first !!! Yay for being in the economy seats! Nothing much to write home about once more!

Was a nice experience, crews were nice and accommodating. My only complain is the super tight leg room for the economy class.

Bathroom was not cleaned as often as other airlines does. It was gross for a less than full flight capacity.

Rarely saw a flight attendant. Never received what I wanted from drink service. Twice I was told they would return with my order. I never saw the flight attendant again. I has requested a Moslem meal. I did not receive. It

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

American is a steady for me. I always get what I expect from them. Sincere effort to get me from one place to another.

BAD. As a family could not sit together. The gate agent told us there was only one seat in the middle left, when we got on the plane the situation was very different with whole rows of seats empty

Everything was excellent and as expected. The boarding process was great but deboarding was a bit slow. No fault of the crew; it just seemed like the passengers didn’t want to leave! 😂

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

The flight was delayed and the announcements were hard to hear, but the crew was great

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

Really nice, flight attendants were so helpful with me and my kids. Extremely grateful, keep up the good work and spirit :)

I liked the low price. I did not like the cramped passenger seats. As a below average size person I was cramped in the seat; I can only imagine how uncomfortable an average or large size person would be. I guess that is part of the deal with low cost airlines.

It just baffled me that spirit boarding process that I was charged 2 check in fees for a person bag and carry on. I ended up lugging 3 kids under 10 with 2 bags and to find out at the boarding area that I could not get on the plane due to my lack of reading the baggage policy. I understand if that was the case but the agent also failed to understand one item was in fact a personal item such as laptop bag and charge me as if it was a carry on not personal item. And knowing it’s a horrible storm and last flight in the destination of travel. I could have very easily handed the items to my relative to keep but I didn’t learned about this enforced policy until I was about to board.

I’m not a fan of Spirit Airlines from a not-so-good experience the last time & I swore I would not fly this airline again- bc they charge for EVERYTHING. I only flew Spirit this time bc it wasn’t my choice. I decided to use a “Mystery Ticket” bc of the great price, not knowing it would choose this airline! I found out on this trip how they pick a random seat with a “sticker” for a prize-are we in first grade? just doesn’t seem right & now the first 3 or 4 rows get special treatment-we all paid for our tickets, not just them.

The flight was delayed, and we waited for more than an hour on the plane.

This was the best spirit airlines fight I have ever had. I take spirit up to 3 or more times a year and I am ready to be the Jared of spirit. 🤪 Best flight ever. Everyone was great. I hope my return flight is the same. When you're traveling with a 9 month old you need a different type of care and accommodation. I didn't ask the staff for anything but I didn't have any added stress.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

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.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

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.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

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

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

Book cheap flights from Chicago to Florida

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Chicago to Florida found on KAYAK in the last 72 hours.
11/18Mon
nonstopFrontier
3h 03mORD-MCO
11/20Wed
nonstopFrontier
3h 09mMCO-ORD
$67
11/13Wed
nonstopFrontier
3h 01mORD-MCO
11/20Wed
nonstopFrontier
3h 09mMCO-ORD
$68
12/3Tue
1 stopSpirit Airlines
4h 56mORD-FLL
12/4Wed
nonstopSpirit Airlines
3h 22mFLL-ORD
$69
12/3Tue
nonstopSpirit Airlines
3h 00mORD-FLL
12/4Wed
nonstopSpirit Airlines
3h 22mFLL-ORD
$75
1/29Wed
nonstopUnited Airlines
2h 52mORD-MCO
2/5Wed
nonstopUnited Airlines
3h 02mMCO-ORD
$157
12/10Tue
nonstopUnited Airlines
2h 48mORD-MCO
12/13Fri
nonstopUnited Airlines
3h 03mMCO-ORD
$177
11/20Wed
1 stopDelta
6h 41mMDW-TPA
11/24Sun
1 stopDelta
4h 07mTPA-MDW
$196
2/4Tue
1 stopDelta
6h 05mORD-MCO
2/15Sat
1 stopDelta
7h 54mMCO-ORD
$196
2/7Fri
nonstopAmerican Airlines
3h 13mORD-MIA
2/13Thu
nonstopAmerican Airlines
3h 31mMIA-ORD
$197
1/29Wed
1 stopAmerican Airlines
7h 06mORD-MCO
2/5Wed
nonstopAmerican Airlines
2h 58mMCO-ORD
$203

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Florida found on KAYAK in the last 72 hours.
12/3Tue
nonstopSpirit Airlines
2h 41mORD-TPA
$25
11/20Wed
nonstopFrontier
3h 01mORD-MCO
$28
12/15Sun
nonstopUnited Airlines
2h 52mORD-TPA
$66
1/21Tue
nonstopUnited Airlines
3h 05mORD-RSW
$70
2/26Wed
nonstopAmerican Airlines
2h 50mORD-RSW
$79
11/16Sat
1 stopJetBlue
8h 28mORD-FLL
$91
12/7Sat
1 stopJetBlue
9h 54mORD-RSW
$95
1/12Sun
1 stopDelta
4h 10mMDW-TPA
$97
12/3Tue
1 stopDelta
6h 41mMDW-TPA
$98
2/12Wed
1 stopAmerican Airlines
9h 25mORD-PBI
$107

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Last minute flights from Chicago to Florida

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Florida that are departing in the next 10 days.
11/4Mon
nonstopFrontier
2h 58mMDW-MIA
11/11Mon
nonstopFrontier
3h 15mMIA-MDW
$108
11/5Tue
multi-stop
10h 13mORD-MCO
11/8Fri
nonstop
3h 15mMCO-ORD
$122
11/4Mon
multi-stopSpirit Airlines
10h 18mORD-FLL
11/7Thu
multi-stopSpirit Airlines
11h 49mFLL-ORD
$140
11/4Mon
multi-stopSpirit Airlines
12h 37mORD-FLL
11/7Thu
multi-stopSpirit Airlines
11h 49mFLL-ORD
$141
11/5Tue
multi-stopDelta
6h 09mMDW-MIA
11/12Tue
multi-stopDelta
6h 51mMIA-MDW
$272
11/5Tue
multi-stopAmerican Airlines
5h 54mORD-TPA
11/5Tue
multi-stopAmerican Airlines
6h 34mTPA-ORD
$311
11/5Tue
multi-stopDelta
4h 52mORD-FLL
11/5Tue
multi-stopDelta
6h 15mFLL-ORD
$316
11/5Tue
nonstopUnited Airlines
3h 16mORD-MIA
11/6Wed
nonstopUnited Airlines
3h 28mMIA-ORD
$377
11/5Tue
nonstopAmerican Airlines
2h 40mORD-TPA
11/5Tue
multi-stopAmerican Airlines
6h 03mTPA-ORD
$381
11/5Tue
nonstopUnited Airlines
3h 16mORD-MIA
11/6Wed
multi-stopUnited Airlines
8h 43mMIA-ORD
$382

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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.