Skyscanner

Cheap flights from Florence to Chicago

Travelers and cabin class

Compare Florence to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Florence to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Florence to Chicago? Find the lowest prices on one-way and round-trip tickets right here.
Chicago.$543 per passenger.Departing Wed, Sep 3, returning Sun, Sep 7.Round-trip flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Wed, Sep 3, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departing from Chicago O'Hare International on Sun, Sep 7, arriving in Florence.Price includes taxes and charges.From $543, select.
Chicago.$543 per passenger.Departing Sat, Sep 13, returning Sat, Oct 4.Round-trip flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Sat, Sep 13, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departing from Chicago O'Hare International on Sat, Oct 4, arriving in Florence.Price includes taxes and charges.From $543, select.
Chicago.$543 per passenger.Departing Wed, Apr 30, returning Sun, May 4.Round-trip flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Wed, Apr 30, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departing from Chicago O'Hare International on Sun, May 4, arriving in Florence.Price includes taxes and charges.From $543, select.
Chicago.$543 per passenger.Departing Thu, May 1, returning Sun, May 4.Round-trip flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Thu, May 1, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departing from Chicago O'Hare International on Sun, May 4, arriving in Florence.Price includes taxes and charges.From $543, select.
Chicago.$548 per passenger.Departing Thu, Oct 16, returning Wed, Nov 5.Round-trip flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Thu, Oct 16, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departing from Chicago O'Hare International on Wed, Nov 5, arriving in Florence.Price includes taxes and charges.From $548, select.
Chicago.$569 per passenger.Departing Thu, Nov 27, returning Mon, Dec 8.Round-trip flight with British Airways and Iberia.Outbound indirect flight with British Airways, departing from Florence on Thu, Nov 27, arriving in Chicago O'Hare International.Inbound indirect flight with Iberia, departing from Chicago O'Hare International on Mon, Dec 8, arriving in Florence.Price includes taxes and charges.From $569, select.
Chicago.$594 per passenger.Departing Thu, Nov 6, returning Wed, Nov 26.Round-trip flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departing from Florence on Thu, Nov 6, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departing from Chicago O'Hare International on Wed, Nov 26, arriving in Florence.Price includes taxes and charges.From $594, select.
Chicago.$631 per passenger.Departing Mon, Oct 6, returning Wed, Oct 29.Round-trip flight with KLM.Outbound indirect flight with KLM, departing from Florence on Mon, Oct 6, arriving in Chicago O'Hare International.Inbound indirect flight with KLM, departing from Chicago O'Hare International on Wed, Oct 29, arriving in Florence.Price includes taxes and charges.From $631, select.

When is the cheapest time to fly from Florence to Chicago?

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Florence to Chicago flights are currently cheapest in May.
Apr
from $1,185
May
from $543
Jun
from $706
Jul
from $721
Aug
from $722
Sep
from $543
Oct
from $631
Nov
from $594
Dec
Find prices
Jan
Find prices
Feb
Find prices
Mar
from $1,148

Alternative Florence to Chicago routes

Looking for the cheapest, fastest or easiest route from Florence to Chicago? You could fly into the following airports instead.

Florence to Chicago: Flight information

The things to know before you go.
Cheapest flight found$543
Cheapest month to flySeptember

Finding cheap flights from Florence to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Florence to Chicago is $543. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Florence to Chicago. But we found flights with one or more stops from $543.
There are no flights flying from Florence to Chicago, as of April 2025.
The cheapest month to fly from Florence to Chicago is usually April 2025.
If you're flying from Florence Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from $543.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Florence Airport to Chicago on Wednesday, September 3, 2025.
No airlines currently offer direct flights between Florence Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, British Airways offers the cheapest flight tickets to Chicago.

Traveling from Firenze-Peretola Airport (FLR) to Chicago: what you need to know

  • Firenze-Peretola Airport is located in Florence. Based in the UTC-5 timezone, Chicago is 6 hours behind Florence.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your flight from FLR to Chicago.

  • Be prepared for longer queues during popular months such as July and other peak seasons. Arriving up to fours hours ahead of international flights and two hours for a domestic departure is a good idea.

  • Consider adding a stopover to possibly find a cheaper flight from FLR to Chicago. Simply deselect 'Direct flights only' when searching for the departures. Break up your trip (and maybe save some cash) by stopping at one of these popular airports:

    • Charles de Gaulle Airport (CDG)

    • Frankfurt Airport (FRA)

    • Franz Josef Strauss Airport (MUC)

  • You will need an ETA for United States if you have a passport from Italy and are traveling for tourism purposes. Visa and travel documentation requirements change frequently. So before booking your cheap ticket from Firenze-Peretola Airport to Chicago, check with your airline as well as the destination country's local embassy or consulate for the most up-to-date information.

  • The journey from central Florence to FLR takes about 1 hour and 20 minutes by public transport. If you ride-share, drive or get a cab, you'll cover the 10 kilometers in 29 minutes or so, depending on traffic.

  • In search of a handy hotel near FLR? If you've booked an early flight from Firenze-Peretola Airport to Chicago, these accommodation options will put you moments from check-in:

How to find the cheapest flights from Firenze-Peretola Airport (FLR) to Chicago

  • The lowest price we've found for a one-way ticket from Firenze-Peretola Airport to Chicago is $336. The cheapest price for a return flight is $543. Bear in mind fares can change due to availability at the time of booking.

  • It's usually best to book as early as possible if you want to find cheap tickets from FLR to Chicago. That's because airlines change prices based on demand, which tends to rise closer to departure.

  • Getting cheap tickets from Firenze-Peretola Airport to Chicago is easy if you can be flexible with your travel dates. Try using the 'Whole month' tool to show the best prices across every month and snap up a great deal.

  • Finding a cheap ticket from FLR to Chicago couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Play around with the filters to find your ideal journey. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Firenze-Peretola Airport to Chicago, use the 'Sort by' function. You can also filter results by airline, arrival and departure times, and journey duration.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the busiest month to hop on a flight from Firenze-Peretola Airport to Chicago while February is the quietest. To work out the best time to go to Chicago, consider the pace you like to travel at.

  • The warmest month in Chicago is July, with the temperature ranging between 15ºC and 29ºC. Lock in your flights from Firenze-Peretola Airport to Chicago in this month if you enjoy this type of weather.

  • If you like cooler conditions, search for a cheap flight from FLR to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • After locking in your flight from Firenze-Peretola Airport to Chicago, think about where you want to stay in this city. Make one of these options your base for exploring Chicago:

  • Millennium Park and Art Institute of Chicago are just two of the big attractions to put on your Chicago itinerary. Keep the sightseeing going at LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Firenze-Peretola Airport to Chicago isn't our only cool trick. Check out our car rentals in Chicago and explore the city on your own terms. We search for deals from trusted car rental companies and put them all in one place. You can instantly compare offers and then book with no fees.

Plan the rest of your trip from Florence to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.