Cheap flights from Chicago Midway Airport to Florida Keys from $79
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 Midway Airport to Florida Keys departing on 8/18. 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 Midway Airport 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 October is another great option to travel to Florida Keys, with average flight prices from Chicago Midway Airport averaging around $178.
What is the cheapest day to depart on your flight to Florida Keys?
The cheapest day to depart from Chicago Midway Airport to Florida Keys is on a Wednesday when prices can be found for as low as $130. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $261.
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 Chicago Midway Airport to Florida Keys in the evening for as low as $182. 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 afternoon are often more expensive with an average ticket price of $283.
How far in advance should I book a flight to Florida Keys?
You are more likely to see cheaper flights to Florida Keys from Chicago Midway Airport when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $263 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Chicago Midway Airport for as low as $164 on momondo.
Cheap Chicago Midway Airport to Florida Keys flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Florida Keys
Best Price Found | $79 |
|---|---|
Fastest flight time | 3h 00m |
Direct flights | Mon, Tue, Fri, Sat and Sun |
Airports in Florida Keys | 1 airport |
When did momondo last update prices for flights from Chicago Midway Airport to Florida Keys?
Prices for flights from Chicago Midway Airport to Florida Keys were last updated today.
How many operators does momondo search for flights from Chicago Midway Airport to Florida Keys?
There are 6 operators available for flights from Chicago Midway Airport to Florida Keys as of June 2025.
How old do you have to be to fly from Chicago Midway Airport to Florida Keys?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport 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 Chicago Midway Airport to Florida Keys?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Florida Keys is Boeing 737 MAX 8, representing 16.54% of all bookings. The subsequent popular models are Airbus A320neo at 14.38%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.37%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 11.10%.
Best airlines flying from Chicago Midway Airport to Florida Keys
Compare and see reviews for airlines that fly from Chicago Midway Airport to Florida Keys with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $248 | Free Cancellation | Rating 8.0 7,950 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Florida Keys?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Florida Keys for you.
Can I find flights from Chicago to Florida Keys with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Florida Keys flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Florida Keys?
momondo provides multiple filters to help you find the best flight to Florida Keys from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Florida Keys right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Florida Keys, momondo offers a useful price alert feature which will track prices for flights to Florida Keys from Chicago and alert you when they change.