$53 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 7/26. 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

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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.
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Flight Deals

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$166
Miami
Miami1 stop$198
Fort Lauderdale
Fort Lauderdalenonstop$98
Tampa
Tampa1 stop$181
Fort Myers
Fort Myersnonstop$295
West Palm Beach
West Palm Beachnonstop$289
Jacksonville
Jacksonvillenonstop$221
Sarasota
Sarasotanonstop$259
Pensacola
Pensacola2 stops$313
Key West
Key Westnonstop$319
Valparaiso
Valparaiso1 stop$264
Panama City
Panama City1 stop$337
Tallahassee
Tallahassee1 stop$248
Gainesville
Gainesville1 stop$399
Orlando
Orlandononstop$166
Miami
Miami1 stop$198
Fort Lauderdale
Fort Lauderdalenonstop$98
Tampa
Tampa1 stop$181
Fort Myers
Fort Myersnonstop$295
West Palm Beach
West Palm Beachnonstop$289
Jacksonville
Jacksonvillenonstop$221
Sarasota
Sarasotanonstop$259
Pensacola
Pensacola2 stops$313
Key West
Key Westnonstop$319
Valparaiso
Valparaiso1 stop$264
Panama City
Panama City1 stop$337
Tallahassee
Tallahassee1 stop$248
Gainesville
Gainesville1 stop$399

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

Thu, Sep 3 - Sun, Sep 6
Frontier Logo
7:55 am - 12:12 pm
ORD
-
FLL
3h 17mnonstop
Frontier Logo
9:53 am - 12:25 pm
FLL
-
ORD
3h 32mnonstop
$98Frontier
Fri, Aug 28 - Sun, Sep 6
Frontier Logo
7:55 am - 12:12 pm
ORD
-
FLL
3h 17mnonstop
Frontier Logo
9:53 am - 12:25 pm
FLL
-
ORD
3h 32mnonstop
$102Frontier
Sun, Aug 2 - Wed, Aug 5
Multiple Airlines Logo
8:05 am - 7:23 am
ORD
-
TPA
22h 18m
1 stop
Multiple Airlines Logo
2:10 pm - 7:53 pm
TPA
-
ORD
6h 43m
1 stop
$182Multiple Airlines
Thu, Jul 23 - Tue, Jul 28
Multiple Airlines Logo
8:05 am - 7:23 am
ORD
-
TPA
22h 18m
1 stop
Multiple Airlines Logo
2:25 pm - 7:53 pm
TPA
-
ORD
6h 28m
1 stop
$183Multiple Airlines
Tue, Jun 23 - Wed, Jul 8
American Airlines Logo
7:20 pm - 10:48 pm
ORD
-
JAX
2h 28mnonstop
American Airlines Logo
7:10 am - 8:58 am
JAX
-
ORD
2h 48mnonstop
$221American Airlines
Wed, Aug 5 - Wed, Aug 12
United Airlines Logo
6:19 pm - 9:59 pm
ORD
-
JAX
2h 40mnonstop
United Airlines Logo
11:51 am - 4:59 pm
JAX
-
ORD
6h 08m
1 stop
$227United Airlines
Tue, Jun 30 - Wed, Jul 8
Delta Logo
5:30 am - 1:43 pm
ORD
-
JAX
7h 13m
1 stop
Delta Logo
11:47 am - 6:29 pm
JAX
-
ORD
7h 42m
1 stop
$237Delta
Wed, Aug 12 - Tue, Aug 18
United Airlines Logo
11:10 am - 3:10 pm
ORD
-
SRQ
3h 00mnonstop
United Airlines Logo
4:25 pm - 6:36 pm
SRQ
-
ORD
3h 11mnonstop
$259United Airlines
Tue, Jun 23 - Wed, Jul 1
Delta Logo
5:30 am - 11:45 am
ORD
-
SRQ
5h 15m
1 stop
Delta Logo
6:23 pm - 11:59 pm
SRQ
-
ORD
6h 36m
1 stop
$277Delta
Thu, Jul 2 - Mon, Jul 6
American Airlines Logo
7:29 pm - 11:29 pm
ORD
-
RSW
3h 00mnonstop
American Airlines Logo
6:15 am - 8:33 am
RSW
-
ORD
3h 18mnonstop
$296American Airlines
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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Florida departing in September.

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 5 days was to Fort Lauderdale, at $81 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 5 days was $149.

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

The average price for all round-trip flights from Chicago O'Hare Intl Airport 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 at night, when round-trip flights cost $250 on average. Morning departures are around 18% 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 $316.

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.

No, with an average price for the route of $382, prices are generally cheapest when you fly direct.

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 August, when tickets cost $221 (return) on average. On the other hand, the most expensive months are March and May, when the average cost of round-trip tickets is $350 and $324 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 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$53
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago O'Hare Airport to Fort Lauderdale

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 
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

  • 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.

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: Orlando $113 one-way - $245 round-trip; Miami $187 one-way - $375 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 4255 reviews
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Very easy to use and convenient, you can perform any action within the same portal

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Okay considering we had weather delays which the Pilot notified us of immediately!

N Everything was perfect from boarding to assistance to baggage in Tampa

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

Everything you need to know for your flight from O'Hare Intl to Florida

Information on your arrival and departure airports