Cheap flights from Florida to Chicago from £29
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florida to Chicago departing on 30/10. 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 Florida to Chicago
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 Chicago?
The cheapest month to fly to Chicago from Florida is in September. Flight prices, which tend to average around £97, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Chicago from Florida during August instead. Flights to Chicago in August, while not as cheap as those in September, still average around £116.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £148. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £403.
What is the cheapest time of day to depart on your flight to Chicago?
Flying to Chicago from Florida in the morning is the least expensive time of day to depart. momondo users have found prices as low as £256 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £489.
What is the cheapest Florida to Chicago flight route?
Fly from Palm Beach Intl to Chicago O'Hare Intl for the best Florida - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £162 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Florida for as low as £130 on momondo.
What cabin class options are available on Florida to Chicago flights?
There are 3 cabin classes available to choose from on Florida to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from Florida to Chicago on average per day?
As of June 2025, there are 99 flights per day flying from Florida to Chicago. The most common time of day flights depart is 12:00, with 51% of flights taking off in the afternoon.
How many flights depart from Florida to Chicago on average per week?
As of June 2025, 695 flights take off from Florida and land in Chicago each week. The most common flight departure day for this route is Fri, with 17% of weekly flights taking off on this day.
Cheap Florida to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Florida to Chicago
When did momondo last update prices for flights from Florida to Chicago?
Prices for flights from Florida to Chicago were last updated today.
How old do you have to be to fly from Florida to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Florida to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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 Florida to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Florida to Chicago is Boeing 737-800 (20.88% of total bookings). The next most popular plane models are Airbus A321neo (13.43%), Airbus A320neo (11.45%), and Boeing 737 MAX 8 (9.74%).
Best airlines flying from Florida to Chicago
Compare and see reviews for airlines that fly from Florida to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom £205 | Free Cancellation | Rating 7.2 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Florida to Chicago?
It is quick and easy to find Florida to Chicago 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 Chicago that suits you.
Can I find flights from Florida to Chicago with flexible booking policies on momondo?
Flights from Florida to Chicago 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 Florida to Chicago?
momondo helps you find the best flight between Florida and Chicago 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 Florida to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Florida 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.