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Cheap Flights from Florence (FLR) to Chicago (CHIA)

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Compare Florence to Chicago flight deals

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

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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.$360 per passenger.Departing Mon, Jun 2.One-way flight with ITA Airways.Outbound indirect flight with ITA Airways, departing from Florence on Mon, Jun 2, arriving in Chicago O'Hare International.Price includes taxes and charges.From $360, select.
Chicago.$367 per passenger.Departing Wed, Aug 27.One-way flight with ITA Airways.Outbound indirect flight with ITA Airways, departing from Florence on Wed, Aug 27, arriving in Chicago O'Hare International.Price includes taxes and charges.From $367, select.
Chicago.$394 per passenger.Departing Sat, Oct 4.One-way flight with Vueling Airlines.Outbound indirect flight with Vueling Airlines, departing from Florence on Sat, Oct 4, arriving in Chicago O'Hare International.Price includes taxes and charges.From $394, select.
Chicago.$401 per passenger.Departing Tue, Sep 23.One-way flight with Vueling Airlines.Outbound indirect flight with Vueling Airlines, departing from Florence on Tue, Sep 23, arriving in Chicago O'Hare International.Price includes taxes and charges.From $401, select.
Chicago.$408 per passenger.Departing Tue, Mar 24.One-way flight with Iberia.Outbound indirect flight with Iberia, departing from Florence on Tue, Mar 24, arriving in Chicago O'Hare International.Price includes taxes and charges.From $408, select.
Chicago.$410 per passenger.Departing Thu, May 14.One-way flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Thu, May 14, arriving in Chicago O'Hare International.Price includes taxes and charges.From $410, select.
Chicago.$413 per passenger.Departing Thu, Nov 6.One-way flight with British Airways.Outbound indirect flight with British Airways, departing from Florence on Thu, Nov 6, arriving in Chicago O'Hare International.Price includes taxes and charges.From $413, select.
Chicago.$492 per passenger.Departing Fri, May 30.One-way flight with Vueling Airlines.Outbound indirect flight with Vueling Airlines, departing from Florence on Fri, May 30, arriving in Chicago O'Hare International.Price includes taxes and charges.From $492, select.

Find the cheapest month 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 June.
May
from $492
Jun
from $360
Jul
from $600
Aug
from $367
Sep
from $401
Oct
from $394
Nov
from $413
Dec
Find prices
Jan
Find prices
Feb
Find prices
Mar
from $408
Apr
Find prices

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$359
Cheapest month to flyJune

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 $579. 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 $577.
There are no flights flying from Florence to Chicago, as of May 2025.
The cheapest month to fly from Florence to Chicago is usually May 2025.
If you're flying from Florence Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $579.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Florence Airport to Chicago on Monday, September 15, 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 May, the average temperature is usually around 56°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
Currently, ITA Airways offers the cheapest flight tickets to Chicago.

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

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

  • Allow plenty of time to get on your FLR to Chicago flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Delays at check-in and security are more likely if you're jetting off during high season, so allow even more breathing space. A good rule of thumb for peak periods? Arrive up to four hours early for international flights and at least two hours for domestic departures.

  • Stopovers are the perfect opportunity to take a break from traveling and perhaps even visit a new city. When browsing for plane tickets from FLR to Chicago, uncheck the 'Direct flights only' box to see where you can visit along the way. Top options include:

    • Frankfurt Airport (FRA)

    • Charles de Gaulle Airport (CDG)

    • Franz Josef Strauss Airport (MUC)

  • Located around 4 miles from the center of Florence, FLR can be reached in about 30 minutes by car (depending on traffic). The journey on public transport will take roughly 1 hour 20 minutes.

  • Planning to catch an early flight from Firenze-Peretola Airport to Chicago? Avoid the hassle of rushing to the airport (and catch some extra z's) by choosing one of these hotels near FLR:

  • Of all flights leaving Firenze-Peretola Airport, 68.62% land on time at their destination.

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

  • The lowest price we've seen for a one-way Firenze-Peretola Airport to Chicago flight is $360. The cheapest price for a return flight is $577. Remember fares can change due to availability at the time of booking.

  • Don't wait until the last minute. You're more likely to pick up cheap flights from FLR to Chicago if you book ahead. Airlines often offer some fantastic early bird rates.

  • If you have flexibility with your travel dates, try using the 'Whole month' search tool. It'll give you the cheapest price across every month when searching for your Firenze-Peretola Airport to Chicago ticket.

  • Locking in a cheap flight from FLR to Chicago is a breeze with Price Alerts. Simply set up one of these automatic notifications and we'll let you know when a deal gets even better.

  • Pick your ideal departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Firenze-Peretola Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 25 miles from the center of Chicago. If you're getting a cab or a ride-share, the drive takes roughly 35 minutes.

  • If you're taking public transport, expect a journey time of around 55 minutes.

  • If you have a late flight from Firenze-Peretola Airport to Chicago, nothing beats the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and sleeping not long after at one of these accommodation options near ORD:

  • Say yes to new adventures by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and experience the lesser-explored corners of Chicago and beyond.

  • Reserving your vehicle from O'Hare International Airport about four weeks in advance of your flight from FLR to Chicago can help you get the lowest rate.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 12 miles from central Chicago. Once you've hopped off your flight from Firenze-Peretola Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • You can expect the trip to take roughly 45 minutes on public transport.

  • After stepping off your FLR to Chicago flight, tuck yourself in at a hotel close to MDW. These are some comfortable options that'll help you slip into relaxation mode:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car simple. These companies are located in or around the terminal and will have you on the road before long.

  • Don't pay more than you need to. Securing your ride four weeks before your arrival at MDW will help you save.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city center after your flight from Firenze-Peretola Airport to Chicago has landed. Central Chicago is about 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • The journey takes roughly 4 hours 15 minutes on public transport.

  • Enjoy a more leisurely start to your break by checking in to a hotel near RFD after your FLR to Chicago flight. Unwind after a day of travel or simply take a moment to get your footing in a new city at:

  • Whether you're searching for an economy for a solo getaway or a full-size SUV to fit a group of friends, you'll find the perfect Chicago Rockford International Airport rental car for your needs. Check out the range of wheels available from companies such as Budget, Alamo and National.

  • Rental companies sometimes offer deals for early bookings, so book your ride from RFD ahead of your flight from Firenze-Peretola Airport to Chicago. Plan ahead and your wallet will thank you.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Before you book your flights from Firenze-Peretola Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a lively atmosphere and plenty of activities, while low season means you'll get better hotel deals and fewer crowds.

  • Before locking in your Firenze-Peretola Airport to Chicago plane ticket, think about the type of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 59ºF to 84ºF.

  • January sees average temperatures of between 10ºF and 37ºF. Look for a cheap ticket from FLR to Chicago around that time if you like traveling in cooler conditions.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the ideal place to stay. As soon as you've booked your flight from Firenze-Peretola Airport to Chicago, browse our selection of accommodation options including:

  • Art Institute of Chicago and Millennium Park are just the start of the top-rated attractions to put on your Chicago itinerary. Keep the adventure rolling by checking out LandShark Beer Garden at Navy Pier.

Explore more of United States

  • You've visited Chicago, now it's time to discover other parts of United States. Travel around 280 miles south-east to Columbus to tick off its leading sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a packed itinerary ahead.

  • Indianapolis is another essential stop in United States and is around 160 miles south-east of Chicago. No trip is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

More travel options

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.