Cheap flights from Chicago to Florida from $37
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 5/27. 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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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
What is the cheapest month to fly to Florida?
In general, July 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 $160. If you’re not able to fly to Florida in July, then September is your next best option. Flight prices from Chicago to Florida during September average around $177.
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 $417. 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 $461.
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 $196 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $492. Departure times in the morning 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 Greater Rockford to Orlando Sanford 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 $261 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 $204 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?
Spirit Airlines, Frontier, and United 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 31% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 9 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 April 2025, there are 186 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?
1,306 flights are operational weekly from Chicago to Florida as of April 2025. The most popular departure day for this route is Thu, 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 April 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 Airbus A321neo, representing 20.79% of all bookings. The subsequent popular models are Airbus A320neo at 18.34%, Boeing 737-800 at 17.24%, and Boeing 737 MAX 8 at 8.10%.
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 $37 | Free Cancellation | Rating 5.9 3,283 reviews | |||
| PriceFrom $42 | Free Cancellation | Rating 6.3 7,940 reviews | |||
| PriceFrom $89 | Free Cancellation | Rating 7.3 734 reviews | |||
| PriceFrom $95 | Free Cancellation | Rating 7.4 8,685 reviews | |||
| PriceFrom $134 | Free Cancellation | Rating 6.9 348 reviews | |||
| PriceFrom $144 | Free Cancellation | Rating 8.0 7,920 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $180 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $233 | Free Cancellation | Rating 7.3 2,924 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.