$50 Find Cheap Flights from Chicago O'Hare Airport 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 O'Hare Intl to Florida departing on 9/28. 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

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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.
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Cheap Flights from O'Hare Intl to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlandononstop$94
Miami
Miaminonstop$117
Fort Lauderdale
Fort Lauderdalenonstop$112
Tampa
Tampanonstop$104
Fort Myers
Fort Myersnonstop$98
West Palm Beach
West Palm Beach1 stop$200
Jacksonville
Jacksonville1 stop$188
Sarasota
Sarasota2 stops$265
Pensacola
Pensacola1 stop$204
Key West
Key West1 stop$242
Panama City
Panama Citynonstop$317
Valparaiso
Valparaiso1 stop$260
Punta Gorda
Punta Gorda2 stops$260
Tallahassee
Tallahassee1 stop$297
Gainesville
Gainesville1 stop$329
Orlando
Orlandononstop$94
Miami
Miaminonstop$117
Fort Lauderdale
Fort Lauderdalenonstop$112
Tampa
Tampanonstop$104
Fort Myers
Fort Myersnonstop$98
West Palm Beach
West Palm Beach1 stop$200
Jacksonville
Jacksonville1 stop$188
Sarasota
Sarasota2 stops$265
Pensacola
Pensacola1 stop$204
Key West
Key West1 stop$242
Panama City
Panama Citynonstop$317
Valparaiso
Valparaiso1 stop$260
Punta Gorda
Punta Gorda2 stops$260
Tallahassee
Tallahassee1 stop$297
Gainesville
Gainesville1 stop$329

Book Cheap O'Hare Intl to Florida Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl 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 round-trip flight deals from O'Hare Intl to Florida

Fri, Sep 26 - Mon, Sep 29
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
$94Frontier
Find Deal
Sun, Sep 7 - Sat, Sep 13
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
Frontier Logo
1:02 pm - 3:17 pmMCO-ORD
3h 15mnonstop
$95Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
Spirit Airlines Logo
5:23 pm - 9:16 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:13 amRSW-ORD
3h 13mnonstop
$98Spirit Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Spirit Airlines Logo
7:00 am - 10:51 amORD-RSW
2h 51mnonstop
Spirit Airlines Logo
11:56 am - 2:06 pmRSW-ORD
3h 10mnonstop
$99Spirit Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
7:07 pm - 11:17 pmORD-MIA
3h 10mnonstop
American Airlines Logo
10:07 pm - 12:37 amMIA-ORD
3h 30mnonstop
$137American Airlines
Find Deal
Sat, Sep 27 - Tue, Sep 30
American Airlines Logo
2:44 pm - 6:50 pmORD-RSW
3h 06mnonstop
American Airlines Logo
1:36 pm - 3:52 pmRSW-ORD
3h 16mnonstop
$157American Airlines
Find Deal
Sat, Sep 20 - Fri, Sep 26
United Airlines Logo
10:40 am - 2:44 pmORD-RSW
3h 04mnonstop
United Airlines Logo
2:26 pm - 4:41 pmRSW-ORD
3h 15mnonstop
$169United Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
United Airlines Logo
10:40 am - 2:43 pmORD-RSW
3h 03mnonstop
United Airlines Logo
2:26 pm - 4:41 pmRSW-ORD
3h 15mnonstop
$171United Airlines
Find Deal
Wed, Oct 8 - Mon, Oct 13
Southwest Logo
6:00 am - 11:55 amORD-PBI
4h 55m1 stop
Southwest Logo
6:15 am - 12:45 pmPBI-ORD
7h 30m1 stop
$243Southwest
Find Deal
Wed, Sep 24 - Sun, Sep 28
Southwest Logo
6:00 am - 6:50 pmORD-PBI
11h 50m2 stops
Southwest Logo
7:30 am - 11:50 amPBI-ORD
5h 20m1 stop
$248Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Florida flights

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

What is the cheapest Chicago O'Hare Intl Airport 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 O'Hare Intl Airport found in the last 72 hours was to Fort Myers, at $73 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Orlando Airport (MCO), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $80.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Florida?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $406 on average.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Florida?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Florida is September, when tickets cost $178 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $388 and $359 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Florida?

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

When flying from Chicago O'Hare Airport to Florida, you should consider leaving on a Tuesday and avoid Mondays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Fridays and the most expensive ones on Mondays.

How far in advance should I book a flight from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport 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 the flight from Chicago O'Hare Intl Airport to Florida, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$50
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to Orlando Airport

Flights from O'Hare Intl to Florida: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from O'Hare Intl 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.
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 - booking Florida flights

  • Which airport should I fly to if I want to visit Naples, Florida?

    Vacationers planning to visit Naples, in southwest Florida on the gulf coast, and popular vacation areas like Fort Myers, Sanibel Island, and Marco Island, should fly to Southwest Florida International Airport (RSW). Flights from Chicago O'Hare Airport (ORD) to Southwest Florida International Airport (RSW) on JetBlue and Sun Country Air generally have one layover, while United Airlines offers direct service.

  • Can I bring a pet when I fly from Chicago to Florida?

    United Airlines permits travel for cats and dogs in the cabin. Passengers may bring a maximum of two pets, and they must purchase an adjacent seat for each pet. American Airlines permits pets in carriers under 100 pounds in the Priority Parcel Service class. JetBlue permits small dogs and cats onboard, whose total weight of the pet and carrier do not exceed 20 pounds and must fit under the seat in front of you.

  • How can I make my flight from Chicago to Florida sustainable?

    Choosing airlines that incorporate sustainability into their operations is a great way to travel sustainably. United Airlines agreed to purchase up to 52.5 million gallons of Neste MY Sustainable Aviation Fuel, which is produced from waste and raw materials. United was the first U.S. airline to complete a purchase agreement for sustainable aviation fuel (SAF).

  • How many bags can I bring on flights between Chicago and Florida?

    United Airlines, American Airlines, and Delta Air Lines all permit passengers to bring one carry-on bag and one personal item onboard, and these three airlines generally charge for checked bags. Checked bag fees may be avoided depending on frequent flier or cardholder status, depending on the airline. Sun Country Air permits one personal item as a carry-on.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport 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 O'Hare Airport to Florida.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport 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 Chicago O'Hare Airport 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 Chicago O'Hare Airport 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 O'Hare Airport 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 O'Hare Airport to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

    The cheapest time of day to fly to Florida is generally in the evening, when round-trip flights cost $239 on average. Morning departures are around 21% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $308.

Top tips for finding cheap flights to Florida

  • Looking for a cheap flight? 25% of our users found tickets from Chicago O'Hare Airport to the following destinations at these prices or less: Fort Lauderdale $105 one-way - $175 round-trip; Orlando $75 one-way - $139 round-trip; Miami $108 one-way - $226 round-trip
  • Travelers flying from Chicago to Florida have many options of competitive fares when they fly from O'Hare International Airport (ORD), the city’s primary airport. As a hub for both United Airlines and American Airlines, many destinations throughout Florida are easily accessible.
  • Passengers visiting Fort Lauderdale will be pleased with the selection of direct flights from O'Hare International Airport to Fort Lauderdale-Hollywood International Airport (FLL) with United Airlines, American Airlines, and Spirit Airlines.
  • Those who may be traveling around southeast Florida can also find direct flights from United Airlines, American Airlines, and Spirit to Miami International Airport (MIA) from O'Hare International airport. This is a great option for travelers who may have several destinations to visit within the greater Miami region.
  • Central Florida is well known for its themed resorts in the Orlando area, including Walt Disney World Resort and Universal Orlando. These popular destinations are served by Orlando International Airport (MCO). Spirit Airlines, American Airlines and United Airlines both offer nonstop service to Orlando International airport, while Delta, JetBlue, and Sun Country Air provide flights with one layover.
  • Business travelers flying to Tampa International Airport (TPA), on Florida’s western gulf coast, can find a great selection of direct flights on American Airlines, United Airlines, and Spirit. Delta Air Lines offers service between Chicago to Tampa with one layover. Business travelers may wish to take advantage the lounges at Tampa International Airport, which include American Airlines Admirals Club and Delta Sky Club.

Reviews of the top 5 airlines serving from O'Hare Intl 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 O'Hare Intl 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.
8.0
SouthwestOverall score based on 4243 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It is southwest seat was ok. Not the most comfortable seat

Plz don't take away free bags and free seating

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

Wow truly top notch airline Efficient nice snacks courteous staff Fast boarding !

My experience with Spirit was good, but the experience with Kayak was not. Based on the Spirit agent Kayak added an additional charge after purchasing the tickets. When I buy the tickets I paid the total amount and I only pay once. This time they added an additional charge because based on Spirit they partially charge the tickets and I still needed to pay a second time. This is not good at all and Unprofessional

Spirit gets such a bad rap. I have never had a bad experience with them and the crew is always friendly and funny. This trip I had knee replacement surgery surgery 10 weeks ago. It is still a little rough to get get from point a to point b. And Spirit was on top of it. When there was a seat available the stewardess asked me if I wanted to move to an open seat so I could elevate my leg on the empty seat? 5 stars all around. They helped me on and helped me off the plane. I can’t say enough about the crew!!

This gate agents are always so rude! I stopped flirting with spirit years ago for that reason I thought it would change by now. It’s so tacky they try to treat you like a school child i hate it

The staff was very sarcastic, the flight was delayed. There was no wi-fi o any type of entertainment. The plane was dirty and we have to wait a long time for the luggage to come out.

Booked through kayak, everything seemed normal but when it came time to go, my flight ticket didn’t exist, so I had to purchase another set of tickets at the airport the day of the flight, for about double. When I reached kayaks customer service, they claimed no responsibility, and pushed me onto another 3rd party booking service, airfare assist, where I have had no luck getting any kind of help or refund. I’ve used kayak many times, but I’ll never again after I’ve been burned by this.

The air fares are good, Charging me for every single thing 😩

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

I am very happy with my experience with Spirit Airlines. Both flights were on time. Boarding was very pleasant. Crew was very nice. Flights were amazing and we even arrived earlier than the schedule time. I am hoping Spirits keeps on having non stop flight from Ft Lauderdale to Hartford for many years to come.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

It was a no frills flight. Would have liked to be able to charge my device

Seats were extremely uncomfortable and it was very hot on the plane.

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