Cheap flights from Florida to Chicago 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 Florida to Chicago departing on 5/30. 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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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from Florida to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Florida to Chicago.
Cheap last minute flights
Planning a quick getaway from Florida to Chicago? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.
American Airlines flights from Florida to Chicago O'Hare Intl Airport
Our best American Airlines deals on Florida to Chicago O'Hare Intl Airport flight tickets
American Airlines![American Airlines]()
Jun 4![American Airlines]()
Jun 11
VPS11:08 amValparaiso Destin-Ft Walton Beach
2h 29m
ORD1:37 pmChicago O'Hare Intl
ORD7:43 amChicago O'Hare Intl
2h 16m
VPS9:59 amValparaiso Destin-Ft Walton Beach
American Airlines![American Airlines]()
Jul 17![American Airlines]()
Jul 20
FLL11:59 amFort Lauderdale
3h 21m
ORD2:20 pmChicago O'Hare Intl
ORD8:25 amChicago O'Hare Intl
3h 00m
FLL12:25 pmFort Lauderdale
United Airlines flights from Florida to Chicago O'Hare Intl Airport
Our best United Airlines deals on Florida to Chicago O'Hare Intl Airport flight tickets
United Airlines![United Airlines]()
Jul 23![United Airlines]()
Jul 28
TPA12:38 pmTampa
3h 04m
ORD2:42 pmChicago O'Hare Intl
ORD7:30 amChicago O'Hare Intl
2h 51m
TPA11:21 amTampa
United Airlines![United Airlines]()
May 15![United Airlines]()
May 18
PNS2:05 pmPensacola
2h 41m
ORD4:46 pmChicago O'Hare Intl
ORD10:40 amChicago O'Hare Intl
2h 28m
PNS1:08 pmPensacola
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How to get the cheapest flight ticket from Florida to Chicago O'Hare Intl Airport
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
Prices
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Other information
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Florida averaging around $198.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $290. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Florida because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $422.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Florida in the evening is the least expensive time of day to depart. momondo users have found prices as low as $304 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $375. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Florida to Chicago O'Hare Intl flight route?
Fly from Orlando to Chicago O'Hare Intl for the best Florida - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Florida when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $235 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Florida for as low as $192 on momondo.
What cabin class options are available on Florida to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Florida to Chicago O'Hare Intl 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 Florida to Chicago O'Hare Intl?
Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from Florida to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Spirit Airlines, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Florida according to our data. Spirit Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Florida to Chicago O'Hare Intl Airport on average per day?
The number of flights available between Florida and Chicago O'Hare Intl Airport is 153 per day as of May 2025. The most frequent departure time is 12:00PM, with 59% of daily flights leaving in the afternoon.
How many flights depart from Florida to Chicago O'Hare Intl Airport on average per week?
As of May 2025, there are 1,071 flights per week flying from Florida to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Thu, with 22% of flights taking off on this day.
Cheap Florida to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Florida to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from Florida to Chicago O'Hare Intl Airport?
Prices for flights from Florida to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Florida to Chicago O'Hare Intl Airport?
There are 6 operators available for flights from Florida to Chicago O'Hare Intl Airport as of May 2025.
How old do you have to be to fly from Florida to Chicago O'Hare Intl Airport?
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 O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport?
Based on momondo bookings for flights between Florida and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737-800, making up 19.90% of the total bookings. Other popular models include Airbus A321neo with 18.21%, Airbus A320neo with 16.16%, and Boeing 737 MAX 8 with 7.28%.
Best airlines flying from Florida to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Florida to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $29 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $59 | Free Cancellation | Rating 6.3 7,963 reviews | |||
| PriceFrom $155 | Free Cancellation | Rating 8.0 4,293 reviews | |||
| PriceFrom $156 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $157 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,934 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLake Geneva
Rockford
Schaumburg
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
South Haven
Joliet
Oak Brook
Racine
New Buffalo
Elgin
Tinley Park
Hammond
Aurora
Orland Park
Waukegan
Janesville
Why use momondo?
Why should I use momondo to find a flight deal from Florida to Chicago?
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 Chicago from Florida.
Can I find flights from Florida to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Florida which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Florida to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Florida to Chicago.
I’m not ready to book a flight from Florida to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Florida to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.
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