
Cheap Flights from Chicago to Florida
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Chicago to Florida Plane Tickets
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KAYAK's insights & trends for Chicago to Florida flights
Get data-powered insights and trends into flights from Chicago to Florida to help you find the cheapest flights, the best time to fly and much more.
How much is a round-trip flight from Chicago to Florida?
Flight prices are below average for this route right now.
Flights to Florida from Chicago usually cost between $251 and $407 in November.The lowest price found in the past 5 days was $189 on Frontier (Nov 11-Nov 18).
What is the cheapest Chicago to Florida flight route?
The cheapest ticket to Florida from Chicago found in the last 5 days was to Fort Lauderdale, at $57 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 $202.
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 $284 on average. Morning departures are around 24% 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 $351.
Can I save money by flying with a layover from Chicago to Florida?
No, with an average price for the route of $408, prices are generally cheapest when you fly direct.
What is the cheapest month to fly from Chicago to Florida?
The cheapest month for flights from Chicago to Florida is January, when tickets cost $229 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $353 and $345 respectively.
What’s the cheapest day of the week to fly from Chicago to Florida?
If you are looking for a flight deal from Chicago to Florida, look for departures on Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Florida, Friday is the cheapest day to fly and Sunday is the most expensive.
How far in advance should I book a flight from Chicago to Florida?
To get a below average price on the flight from Chicago to Florida, you should book around 3 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.
Which airlines fly non-stop between Chicago and Florida?
There are 6 airlines that fly nonstop from Chicago to Florida. They are: American Airlines, Frontier, JetBlue, Southwest, United Airlines and Allegiant Air. The cheapest price of all airlines flying this route was found with Frontier at $57 for a round-trip flight to Miami (MIA). On average, Allegiant Air offers the best prices for nonstop flights between Chicago and Florida.
Which airlines fly most frequently between Chicago and Florida?
Chicago and Florida are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (296 flights per week), American Airlines (211 flights per week), and Air New Zealand (207 flights per week).
How long does a flight from Chicago to Florida take?
The duration of a flight to Florida depends on your arrival airport. The shortest routes to Florida from Chicago are to Jacksonville, which takes 2h 12m, Pensacola, which takes 2h 17m, and Panama City, which takes 2h 17m.
Which cabin class options are there for flights between Chicago and Florida?
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Chicago to Florida?
The earliest flight from Chicago to Florida departs at 6:00 am, landing in Orlando at 9:48 am.
What’s the latest departure time from Chicago to Florida?
If you prefer to fly at night, the latest flight from Chicago to Florida jets off at 8:11 pm and lands in Orlando at 12:08 am.
Good to know
Low season | September |
|---|---|
High season | March |
Cheapest flight | $61 |
Flights from Chicago to Florida: the best tips from KAYAK users
FAQs - booking Florida flights
Top tips for finding cheap flights to Florida
Reviews of the top 5 airlines serving from Chicago to Florida
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.
A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack
I like the staff members they were super nice and helpful very sweet people :)
Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.
Overall good, just screaming kids in the area the whole flight.
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
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.
I'm not a fan of Southwest's model. I don't like the herding style of boarding.
Excellent experience. WiFi worked on this leg of My trip
Price was crazy watch it if you Chan he your flight
On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.
Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s
No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.
In overall it was a good experience, the only down point was that the entertainment screen was working properly.
After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.
Always wish for more healthy, gluten free options. We have to bring our own.
Our seats were all the way in back of the plane,
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.
Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.
My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.
Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.
Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.
Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.
No WiFi, no power to charge phone, confusing boarding, delays
There is a considerable amount of people that use the wheel chair pre boarding along of large groups of family / friends. This is not right should be limited only to the person in need and the airline assistant. Some of these people use overhead bins that do not belong to them. The aircraft had a non functional wifi . The service was bad.
KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!
First time flying JetBlue and my perception changed. Love it.
Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.
The wifi didn't work and I needed to do some work. This was a business trip.
First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.
My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.
The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.
DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.
AA was fine....the overall experience was subpar, but not due to the airline due to broader issues
Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes
The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.
Flight to Tampa was delayed taking off due to plane arriving late but no other issues
We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.
The Airline was not prepared for weather delays. We were held up due to an incoming flight being delayed and so we did not have a flight crew. This caused an extra delay for departure by 2 hours.
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 !!!!!!!
Better than expected. Staff were friendly and nice on both flights.
Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.
Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.
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.
I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.
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.
Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.
They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.