Cheap flights from Chicago to Florida from $28
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Florida departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from Chicago to Florida that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Florida.
Cheap last minute flights
Planning a quick getaway from Chicago to Florida? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Florida, so you can enjoy a seamless trip without layovers.
Cheap bus & train deals from Chicago to Florida
Find recent round-trip train or bus tickets from Chicago to Florida.
All round-trip flight deals from Chicago to Florida
The cheapest plane tickets from Chicago to Florida found on KAYAK recently.
Spirit Airlines flights from Chicago to Florida
Our best Spirit Airlines deals on Chicago to Florida flight tickets
Spirit Airlines![Spirit Airlines]()
Feb 18![Spirit Airlines]()
Feb 21
ORD5:45 amChicago O'Hare Intl
2h 50m
RSW9:35 amFort Myers SW Florida Intl
RSW11:58 amFort Myers SW Florida Intl
3h 11m
ORD2:09 pmChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Feb 3![Spirit Airlines]()
Feb 7
ORD6:06 pmChicago O'Hare Intl
2h 52m
MCO9:58 pmOrlando
MCO9:12 amOrlando
3h 08m
ORD11:20 amChicago O'Hare Intl
United Airlines flights from Chicago to Florida
Our best United Airlines deals on Chicago to Florida flight tickets
United Airlines![United Airlines]()
Mar 1![United Airlines]()
Mar 5
ORD10:50 amChicago O'Hare Intl
8h 14m
1 stop
PBI8:04 pmPalm Beach Intl
PBI4:28 pmPalm Beach Intl
3h 27m
ORD6:55 pmChicago O'Hare Intl
United Airlines![United Airlines]()
Feb 18![United Airlines]()
Feb 25
ORD7:35 amChicago O'Hare Intl
3h 17m
MIA11:52 amMiami
MIA7:00 amMiami
3h 34m
ORD9:34 amChicago O'Hare Intl
See travel insights to Florida from
How to get the cheapest flight ticket from Chicago to Florida
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Florida?
In general, September is the cheapest month to fly from Chicago to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $177. If you’re not able to fly to Florida in September, then April is your next best option. Flight prices from Chicago to Florida during April average around $178.
What is the cheapest day to depart on your flight to Florida?
On average, the least expensive day to fly to Florida from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $419. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Monday is $467.
What is the cheapest time of day to depart on your flight to Florida?
Flying to Florida from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $181 when looking at flights departing in the evening. Flights to Florida are more costly in the afternoon, with an average ticket price of $277. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to Florida flight route?
Fly from Chicago O'Hare Intl to Sarasota Bradenton Intl for the best Chicago - Florida flight prices
How far in advance should I book a flight to Florida?
You are more likely to see cheaper flights to Florida from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $259 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago for as low as $187 on momondo.
What cabin class options are available on Chicago to Florida flights?
There are 4 cabin classes available to choose from on Chicago to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Florida?
Frontier and Spirit Airlines are the most popular carriers operating from Chicago to Florida
What airlines fly to Florida?
Spirit Airlines, American Airlines and United Airlines are the top three most popular airlines that fly to Florida from Chicago according to our data. Spirit Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 8 different airlines that fly to Florida on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Florida on average per day?
As of January 2025, there are 187 flights per day flying from Chicago to Florida. The most common time of day flights depart is 6:00PM, with 47% of flights taking off at noon.
How many flights depart from Chicago to Florida on average per week?
1,314 flights are operational weekly from Chicago to Florida as of January 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.
Cheap Chicago to Florida flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Florida
When did momondo last update prices for flights from Chicago to Florida?
Prices for flights from Chicago to Florida were last updated today.
How many operators does momondo search for flights from Chicago to Florida?
The number of operators available for flights from Chicago to Florida is 7 as of January 2025.
How old do you have to be to fly from Chicago to Florida?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Florida.
What documentation or ID do you need to fly to Florida?
The travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Florida?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Florida is Boeing 737-800, representing 18.66% of all bookings. The subsequent popular models are Airbus A321neo at 17.19%, Airbus A320neo at 15.27%, and Boeing 737-900 at 7.85%.
Best airlines flying from Chicago to Florida
Compare and see reviews for airlines that fly from Chicago to Florida with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $29 | Free Cancellation | Rating 6.0 3,442 reviews | |||
| PriceFrom $58 | Free Cancellation | Rating 6.3 8,111 reviews | |||
| PriceFrom $95 | Free Cancellation | Rating 7.4 8,975 reviews | |||
| PriceFrom $103 | Free Cancellation | Rating 7.3 801 reviews | |||
| PriceFrom $134 | Free Cancellation | Rating 7.0 386 reviews | |||
| PriceFrom $144 | Free Cancellation | Rating 8.0 8,514 reviews | |||
| PriceFrom $146 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $171 | Free Cancellation | Rating 8.1 4,654 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Florida?
It is quick and easy to find Chicago to Florida flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Florida that suits you.
Can I find flights from Chicago to Florida with flexible booking policies on momondo?
Yes. All flights to Florida from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Florida?
Once all potential Chicago to Florida flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Florida right now. Can momondo alert me if prices change?
Price alerts on flights to Florida from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.
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