Cheap flights from Illinois to Florida Keys from $42
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Florida Keys departing on 7/29. 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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Spirit Airlines flights from Illinois to Florida Keys
Our best Spirit Airlines deals on Illinois to Florida Keys flight tickets
Southwest flights from Illinois to Florida Keys
Our best Southwest deals on Illinois to Florida Keys flight tickets
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How to get the cheapest flight ticket from Illinois to Florida Keys
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 Keys?
The month of July is another great option to travel to Florida Keys, with average flight prices from Illinois averaging around $185.
What is the cheapest day to depart on your flight to Florida Keys?
The cheapest day to depart from Illinois to Florida Keys is on a Thursday when prices can be found for as low as $430. The most expensive day to fly to Florida Keys is Monday, with ticket prices averaging around $460.
What is the cheapest time of day to depart on your flight to Florida Keys?
According to our data, the cheapest time of day to fly to Florida Keys is in the evening. momondo users have found flights departing from Illinois to Florida Keys in the evening for as low as $239. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the morning are often more expensive with an average ticket price of $477.
What is the cheapest Illinois to Florida Keys flight route?
Fly from Chicago O'Hare Intl to Key West for the best Illinois - Florida Keys flight prices
How far in advance should I book a flight to Florida Keys?
You are more likely to see cheaper flights to Florida Keys from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $268 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Illinois for as low as $213 on momondo.
What cabin class options are available on Illinois to Florida Keys flights?
There are 3 cabin classes available to choose from on Illinois to Florida Keys 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 Illinois to Florida Keys?
Spirit Airlines, Frontier, and Southwest are the most popular carriers operating from Illinois to Florida Keys
What airlines fly to Florida Keys?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Florida Keys from Illinois according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 3 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.
How many flights depart from Illinois to Florida Keys on average per day?
As of July 2025, there are 46 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 8:00AM, with 100% of flights taking off at noon.
How many flights depart from Illinois to Florida Keys on average per week?
323 flights are operational weekly from Illinois to Florida Keys as of July 2025. The most popular departure day for this route is Sat, with 17% of flights per week taking off on this day.
Cheap Illinois to Florida Keys flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Florida Keys
Best Price Found | $42 |
|---|---|
Fastest flight time | 2h 40m |
Direct flights | Every day |
Airports in Florida Keys | 2 airports |
When did momondo last update prices for flights from Illinois to Florida Keys?
Prices for flights from Illinois to Florida Keys are updated daily.
How many operators does momondo search for flights from Illinois to Florida Keys?
The number of operators available for flights from Illinois to Florida Keys is 7 as of July 2025.
How old do you have to be to fly from Illinois to Florida Keys?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Illinois to Florida Keys?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Florida Keys is Boeing 737-800 (16.87% of total bookings). The next most popular plane models are Airbus A321neo (9.24%), Boeing 737-900 (8.09%), and Airbus A321-100/200 (5.61%).
Best airlines flying from Illinois to Florida Keys
Compare and see reviews for airlines that fly from Illinois to Florida Keys with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $264 | Free Cancellation | Rating 7.4 8,846 reviews | |||
| PriceFrom $268 | Free Cancellation | Rating 7.2 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Florida Keys?
It is quick and easy to find Illinois to Florida Keys 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 Keys that suits you.
Can I find flights from Illinois to Florida Keys with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Illinois to Florida Keys flights to just show those with flexible booking policies.
How can momondo help me find flights from Illinois to Florida Keys?
momondo helps you find the best flight between Illinois and Florida Keys by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Illinois to Florida Keys right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Illinois to Florida Keys flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.