$426 Cheap Flights from Florence (FLR) to Chicago (ORD)

View $426 flight on Fri, Feb 13, 2026Opens in a new window

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

Cheap Flights from Florence to Chicago (FLR-ORD)

Prices were available within the past 7 days and start at $426 for one-way flights and $486 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Fri, Apr 24 - Fri, May 1
FLR
Florence
ORD
Chicago
$486 Roundtrip, found 4 hours ago
$486
Roundtrip
found 4 hours ago
Select TAP Portugal flight, departing Fri, Apr 24 from Florence to Chicago, returning Fri, May 1, priced at $486 found 4 hours ago
TAP Portugal
Thu, Dec 4 - Wed, Dec 10
FLR
Florence
ORD
Chicago
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Thu, Dec 4 from Florence to Chicago, returning Wed, Dec 10, priced at $487 found 1 day ago
TAP Portugal
Fri, Apr 24 - Fri, May 1
FLR
Florence
ORD
Chicago
$490 Roundtrip, found 4 hours ago
$490
Roundtrip
found 4 hours ago
Select TAP Portugal flight, departing Fri, Apr 24 from Florence to Chicago, returning Fri, May 1, priced at $490 found 4 hours ago
TAP Portugal
Thu, Dec 4 - Wed, Dec 10
FLR
Florence
ORD
Chicago
$491 Roundtrip, found 1 day ago
$491
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Thu, Dec 4 from Florence to Chicago, returning Wed, Dec 10, priced at $491 found 1 day ago
ITA Airways
Sun, Sep 6 - Sun, Sep 20
FLR
Florence
ORD
Chicago
$632 Roundtrip, found 6 days ago
$632
Roundtrip
found 6 days ago
Select ITA Airways flight, departing Sun, Sep 6 from Florence to Chicago, returning Sun, Sep 20, priced at $632 found 6 days ago
Lufthansa
Sat, Nov 22 - Fri, Nov 28
FLR
Florence
ORD
Chicago
$634 Roundtrip, found 1 day ago
$634
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Sat, Nov 22 from Florence to Chicago, returning Fri, Nov 28, priced at $634 found 1 day ago
Air Canada
Tue, Nov 25 - Fri, Dec 5
FLR
Florence
ORD
Chicago
$636 Roundtrip, found 10 hours ago
$636
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Tue, Nov 25 from Florence to Chicago, returning Fri, Dec 5, priced at $636 found 10 hours ago
Swiss International Air Lines
Sat, Nov 22 - Fri, Nov 28
FLR
Florence
ORD
Chicago
$642 Roundtrip, found 1 day ago
$642
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Sat, Nov 22 from Florence to Chicago, returning Fri, Nov 28, priced at $642 found 1 day ago
British Airways
Fri, Mar 6 - Mon, Mar 16
FLR
Florence
ORD
Chicago
$660 Roundtrip, found 2 days ago
$660
Roundtrip
found 2 days ago
Select British Airways flight, departing Fri, Mar 6 from Florence to Chicago, returning Mon, Mar 16, priced at $660 found 2 days ago
Iberia
Mon, Nov 24 - Tue, Dec 2
FLR
Florence
ORD
Chicago
$670 Roundtrip, found 3 days ago
$670
Roundtrip
found 3 days ago
Select Iberia flight, departing Mon, Nov 24 from Florence to Chicago, returning Tue, Dec 2, priced at $670 found 3 days ago

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

September is typically the cheapest month to fly

From $404 - $1,126 per traveler.

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $638
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $638
Flights from Florence (FLR) to Chicago (ORD)
Origin airport
Peretola
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air France, American Airlines, Austrian Airlines, British Airways, Brussels Airlines, Delta, ITA Airways, Iberia, KLM, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines, United
Roundtrip price
$485
Distance
4683 mi

Florence to Chicago Flights

The cheapest times to fly from Florence to Chicago

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 Florence to Chicago are during the month of April. You can find some of the cheapest flights from Florence to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Florence to Chicago

Sunday is one of the best days to book for cheap flights from Florence to Chicago: 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 Florence to Chicago

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 Florence to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $426 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 Florence to Chicago 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 Florence to Chicago 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 Peretola Airport (FLR) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $426 or cheap return flight from $486 from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD)?
April is the cheapest month to fly from FLR to ORD. Avoiding peak travel times is often the key to finding better fares.
What is the cheapest airline that flies from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from FLR to ORD. Then, sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD)?
There aren't any daily direct flights departing from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from FLR to ORD?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary 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 Peretola Airport (FLR) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Peretola Airport (FLR) to O'Hare Intl. Airport (ORD) route, travel before 3 PM. Later flights are 22% more likely to be canceled.**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 Peretola Airport (FLR) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your trip to book your flight from FLR to ORD generally means paying more. While you may find some last-minute discounts, they aren't always guaranteed. Keep your travel plans flexible to maximize your chances of scoring a bargain.
Is it cheaper to book a FLR to ORD flight and hotel package?
You'll typically save money by securing a FLR to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. Once you've chosen your ideal flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Peretola Airport (FLR) to O'Hare Intl. Airport (ORD)?
Usually, it's possible to cancel or reschedule your FLR to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.