$384 Cheap Flights from Chicago (ORD) to Florence (FLR)

View $384 flight on Wed, Apr 1, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Florence Airport, Peretola (FLR)

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Cheap Flights from Chicago to Florence (ORD-FLR)

Prices were available within the past 7 days and start at $384 for one-way flights and $427 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Scandinavian Airlines
Tue, Apr 14 - Tue, Apr 28
ORD
Chicago
FLR
Florence
$427 Roundtrip, found 19 hours ago
$427
Roundtrip
found 19 hours ago
Select Scandinavian Airlines flight, departing Tue, Apr 14 from Chicago to Florence, returning Tue, Apr 28, priced at $427 found 19 hours ago
TAP Portugal
Thu, Oct 23 - Thu, Nov 6
ORD
Chicago
FLR
Florence
$440 Roundtrip, just found
$440
Roundtrip
just found
Select TAP Portugal flight, departing Thu, Oct 23 from Chicago to Florence, returning Thu, Nov 6, priced at $440 just found
TAP Portugal
Fri, Jan 16 - Thu, Jan 29
ORD
Chicago
FLR
Florence
$444 Roundtrip, found 2 hours ago
$444
Roundtrip
found 2 hours ago
Select TAP Portugal flight, departing Fri, Jan 16 from Chicago to Florence, returning Thu, Jan 29, priced at $444 found 2 hours ago
TAP Portugal
Wed, Jan 7 - Thu, Jan 15
ORD
Chicago
FLR
Florence
$444 Roundtrip, found 2 days ago
$444
Roundtrip
found 2 days ago
Select TAP Portugal flight, departing Wed, Jan 7 from Chicago to Florence, returning Thu, Jan 15, priced at $444 found 2 days ago
Iberia
Tue, Nov 11 - Tue, Nov 25
ORD
Chicago
FLR
Florence
$570 Roundtrip, found 1 hour ago
$570
Roundtrip
found 1 hour ago
Select Iberia flight, departing Tue, Nov 11 from Chicago to Florence, returning Tue, Nov 25, priced at $570 found 1 hour ago
United
Mon, Mar 16 - Tue, Mar 24
ORD
Chicago
FLR
Florence
$572 Roundtrip, just found
$572
Roundtrip
just found
Select United flight, departing Mon, Mar 16 from Chicago to Florence, returning Tue, Mar 24, priced at $572 just found
Lufthansa
Tue, Nov 11 - Tue, Nov 25
ORD
Chicago
FLR
Florence
$574 Roundtrip, found 1 hour ago
$574
Roundtrip
found 1 hour ago
Select Lufthansa flight, departing Tue, Nov 11 from Chicago to Florence, returning Tue, Nov 25, priced at $574 found 1 hour ago
British Airways
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
FLR
Florence
$575 Roundtrip, found 20 hours ago
$575
Roundtrip
found 20 hours ago
Select British Airways flight, departing Tue, Nov 11 from Chicago to Florence, returning Tue, Nov 18, priced at $575 found 20 hours ago
Air Canada
Wed, Feb 4 - Wed, Feb 11
ORD
Chicago
FLR
Florence
$576 Roundtrip, found 12 hours ago
$576
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Wed, Feb 4 from Chicago to Florence, returning Wed, Feb 11, priced at $576 found 12 hours ago
Swiss International Air Lines
Tue, Nov 25 - Fri, Dec 5
ORD
Chicago
FLR
Florence
$579 Roundtrip, found 5 days ago
$579
Roundtrip
found 5 days ago
Select Swiss International Air Lines flight, departing Tue, Nov 25 from Chicago to Florence, returning Fri, Dec 5, priced at $579 found 5 days ago

Find the cheapest month to fly from Chicago (ORD) to Florence (FLR)

April is typically the cheapest month to fly

From $467 - $1,348 per traveler.

Alternative airports near Florence

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Peretola FLR. Cheapest and Closest option available. Average driving time to city center is 14 minutes. Flights from $669
FLR
Peretola
CheapestClosest
Average driving time to city center14 min
Flights from $669
Flights from Chicago (ORD) to Florence (FLR)
Origin airport
O'Hare Intl.
Destination airport
Peretola
Airlines serving
Air Canada, Air France, American Airlines, Austrian Airlines, British Airways, Brussels Airlines, Delta, Finnair, ITA Airways, Iberia, Icelandair, KLM, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines, United
Roundtrip price
$427
Distance
4683 mi

Chicago to Florence Flights

The cheapest times to fly from Chicago to Florence

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Florence are during the month of April. You can find some of the cheapest flights from Chicago to Florence with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Florence

Sunday is one of the best days to book for cheap flights from Chicago to Florence: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Florence

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Florence in 2025. You can also book with separate airlines for your outbound and return journeys, from $384 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Florence flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Florence airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR) cost?
Get a cheap one-way flight from $384 or cheap return flight from $427 from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR)?
The cheapest month to fly from ORD to FLR is April, when there's less demand. Off-peak months are typically when airlines offer lower prices between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR)?
To find the cheapest airline that'll fly you from ORD to FLR, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR)?
Direct flights from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to FLR?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR)?
To land at Peretola Airport (FLR) on schedule, select a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR) last-minute?
Waiting until just before your departure to book a flight from ORD to FLR generally means paying more. While you may come across some last-minute deals, there's no guarantee. Be flexible with your travel plans for the best chance of scoring a bargain.
Is it cheaper to book an ORD to FLR flight and hotel package?
You'll generally save money by booking an ORD to FLR flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After selecting your ideal flights and accommodations, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Peretola Airport (FLR)?
If you reserved your ORD to FLR flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

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*Available to One Key members.