S$998 Cheap Flights from Chicago to Florence

View S$998 flight on Fri, 14 Aug, 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 S$998 for one-way flights and S$1,712 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,712 Return, found 6 days ago
S$1,712
Return
found 6 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,712 found 6 days ago
JetBlue Airways
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,713 Return, found 6 days ago
S$1,713
Return
found 6 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,713 found 6 days ago
JetBlue Airways
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,774 Return, found 6 days ago
S$1,774
Return
found 6 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,774 found 6 days ago
JetBlue Airways
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,776 Return, found 6 days ago
S$1,776
Return
found 6 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,776 found 6 days ago
Lufthansa
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,788 Return, found 6 days ago
S$1,788
Return
found 6 days ago
Select Lufthansa flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,788 found 6 days ago
United
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,791 Return, found 6 days ago
S$1,791
Return
found 6 days ago
Select United flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,791 found 6 days ago
Lufthansa
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,804 Return, found 6 days ago
S$1,804
Return
found 6 days ago
Select Lufthansa flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,804 found 6 days ago
Lufthansa
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,813 Return, found 6 days ago
S$1,813
Return
found 6 days ago
Select Lufthansa flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,813 found 6 days ago
Swiss International Air Lines
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,816 Return, found 6 days ago
S$1,816
Return
found 6 days ago
Select Swiss International Air Lines flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,816 found 6 days ago
Austrian Airlines
Fri, 14 Aug - Mon, 17 Aug
ORD
Chicago
FLR
Florence
S$1,839 Return, found 6 days ago
S$1,839
Return
found 6 days ago
Select Austrian Airlines flight, departing Fri, 14 Aug from Chicago to Florence, returning Mon, 17 Aug, priced at S$1,839 found 6 days ago

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

April is typically the cheapest month to fly

From S$608 - S$1,764 per traveller.

Frequently asked questions

How much is a flight from O'Hare Airport to Amerigo Vespucci Airport?
If you're planning on travelling between O'Hare Airport and Peretola Airport (FLR), round-trip flights start from S$1,712. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to FLR?
We understand that things crop up unexpectedly, so we've made it as simple as possible for you to cancel your trip online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to FLR that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Airport to Amerigo Vespucci Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Florence Airport?
The distance is around 7,500 kilometres, so fill your carry-on bag with everything you need to make the long journey comfortable. Wondering what to take on board your Chicago to Florence flight? A sleep mask, earplugs and a neck pillow are among the essentials.
Which airlines fly direct from O'Hare Airport to Amerigo Vespucci Airport?
Unfortunately, there are no airlines that fly direct between O'Hare Intl. Airport (ORD) and Amerigo Vespucci Airport. You'll need to book a flight with at least one stop.
Are ORD to FLR flight tickets cheaper when they're purchased at the last minute?
It is possible to get an amazing last-minute deal from O'Hare Airport to FLR, but there's no guarantee. As many airlines release seats up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Peretola
Return price
S$1,711
Distance
7493 km

Book with confidence

Perfect flights from Chicago to Florence

Your Journey from Chicago to Florence

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Florence caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including JetBlue Airways, British Airways, United, Swiss International Air Lines, Lufthansa, American Airlines, Austrian Airlines. Our selection of flights from O'Hare Intl. to Peretola caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

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Experience the joy of finding cheap flights from O'Hare Intl. to Peretola that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$998 and roundtrip prices from S$1,712*.
 

Pre-Flight Essentials

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Experience the Vibrant Florence

Picture yourself stepping off the plane in Florence and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Florence Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Florence.
 

Beyond the Flight – Exploring Florence

With Expedia, your adventure extends beyond the flight. Explore Florence at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Florence with Confidence

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to Florence

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