Cheap flights from Chicago to Florida from £44
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 7/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customise your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Florida
Cheap return flights
Cheap one-way flights
Cheap last-minute flights
Cheap direct flights
Alaska Airlines flights from Chicago to Florida
Our best Alaska Airlines deals on Chicago to Florida flight tickets
United Airlines flights from Chicago to Florida
Our best United Airlines deals on Chicago to Florida flight tickets
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
What is the cheapest month to fly to Florida?
The cheapest month to fly to Florida from Chicago is in September. Flight prices, which tend to average around £137, are often lower during this time because this is during the off-season. If you’re not able to fly to Florida in September, then May is your next best option. Flight prices from Chicago to Florida during May average around £139.
What is the cheapest day to depart on your flight to Florida?
The cheapest day to depart from Chicago to Florida is on a Tuesday. Travellers who choose to depart for Florida on a Tuesday will often find tickets for as low as £233. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around £297. These prices are subject to change though, so be sure to set up a Price Alert for flights to Florida.
What is the cheapest time of day to depart on your flight to Florida?
According to our data, the cheapest time of day to fly to Florida is in the afternoon. momondo users have found flights departing from Chicago to Florida in the afternoon for as low as £220. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Florida is in the morning when prices are around £312.
What is the cheapest Chicago to Florida flight route?
Fly from Chicago O'Hare Intl to Miami 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 £221 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 £180 on momondo.
What cabin class options are available on Chicago to Florida flights?
There are 3 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, United Airlines, and Delta are the most popular carriers operating from Chicago to Florida
Which airlines fly to Florida?
Spirit Airlines, Frontier 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 45% of people opting to fly with this airline when travelling to Florida. Keep in mind that there are 4 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?
The number of flights available between Chicago and Florida is 113 per day as of May 2025. The most frequent departure time is 18:00, with 47% of daily flights leaving at midday.
How many flights depart from Chicago to Florida on average per week?
As of May 2025, there are 793 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Thu, with 21% of flights 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 are updated daily.
How many operators does momondo search for flights from Chicago to Florida?
As of May 2025, there are 4 operators available to choose from for flights from Chicago to Florida.
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 required travel and health documents for your Florida trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Florida. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Florida?
Based on momondo bookings for flights between Chicago and Florida, the leading plane model is Airbus A321neo, making up 19.88% of the total bookings. Other popular models include Airbus A320neo with 17.98%, Boeing 737-800 with 17.35%, and Boeing 737 MAX 8 with 8.48%.
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 £21 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom £57 | Free Cancellation | Rating 6.3 7,963 reviews | |||
| PriceFrom £104 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom £258 | Free Cancellation | Rating 7.4 8,696 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Florida?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida from Chicago.
Can I find flights from Chicago to Florida with flexible booking policies on momondo?
Flights from Chicago to Florida with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Chicago to Florida?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Florida from Chicago.
I’m not ready to book a flight from Chicago to Florida right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Florida from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.