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

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Flight deals from Chicago to Florence

Looking for a cheap last-minute deal or the best return flight from Chicago to Florence Airport? If you want to travel next month, return fares start from $1,243. Find the lowest prices on one-way and return tickets right here.
Florence.$982 per passenger.Departing Fri, 2 Oct, returning Fri, 9 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Florence.Inbound indirect flight with TAP Air Portugal, departs from Florence on Fri, 9 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $982, select.
Florence.$984 per passenger.Departing Wed, 30 Sep, returning Sat, 10 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 30 Sep, arriving in Florence.Inbound indirect flight with TAP Air Portugal, departs from Florence on Sat, 10 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $984, select.
Florence.$992 per passenger.Departing Wed, 23 Sep, returning Wed, 30 Sep.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 23 Sep, arriving in Florence.Inbound indirect flight with TAP Air Portugal, departs from Florence on Wed, 30 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $992, select.
Florence.$994 per passenger.Departing Wed, 28 Oct, returning Sat, 14 Nov.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 28 Oct, arriving in Florence.Inbound indirect flight with TAP Air Portugal, departs from Florence on Sat, 14 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $994, select.
Florence.$1,053 per passenger.Departing Sun, 18 Apr, returning Mon, 26 Apr.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Sun, 18 Apr, arriving in Florence.Inbound indirect flight with Scandinavian Airlines, departs from Florence on Mon, 26 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,053, select.
Florence.$1,068 per passenger.Departing Wed, 18 Nov, returning Wed, 25 Nov.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Wed, 18 Nov, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Wed, 25 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,068, select.
Florence.$1,102 per passenger.Departing Tue, 26 Jan, returning Tue, 2 Feb.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Tue, 26 Jan, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Tue, 2 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,102, select.
Florence.$1,103 per passenger.Departing Wed, 2 Dec, returning Wed, 9 Dec.Return flight with Iberia and British Airways.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Wed, 2 Dec, arriving in Florence.Inbound indirect flight with British Airways, departs from Florence on Wed, 9 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,103, select.
Florence.$1,109 per passenger.Departing Wed, 3 Feb, returning Wed, 10 Feb.Return flight with British Airways.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Wed, 3 Feb, arriving in Florence.Inbound indirect flight with British Airways, departs from Florence on Wed, 10 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,109, select.
Florence.$1,109 per passenger.Departing Tue, 19 Jan, returning Tue, 26 Jan.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Tue, 19 Jan, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Tue, 26 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,109, select.
Florence.$1,118 per passenger.Departing Tue, 18 Aug, returning Thu, 27 Aug.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Tue, 18 Aug, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Thu, 27 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,118, select.
Florence.$1,133 per passenger.Departing Mon, 30 Nov, returning Fri, 11 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 30 Nov, arriving in Florence.Inbound indirect flight with Delta, departs from Florence on Fri, 11 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,133, select.
Florence.$1,192 per passenger.Departing Mon, 22 Mar, returning Sun, 28 Mar.Return flight with Air France and KLM.Outbound indirect flight with Air France, departs from Chicago O'Hare International on Mon, 22 Mar, arriving in Florence.Inbound indirect flight with KLM, departs from Florence on Sun, 28 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,192, select.
Florence.$1,221 per passenger.Departing Mon, 31 Aug, returning Thu, 17 Dec.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Mon, 31 Aug, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Thu, 17 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,221, select.
Florence.$1,236 per passenger.Departing Sun, 30 Aug, returning Wed, 9 Sep.Return flight with British Airways and Iberia.Outbound indirect flight with British Airways, departs from Chicago O'Hare International on Sun, 30 Aug, arriving in Florence.Inbound indirect flight with Iberia, departs from Florence on Wed, 9 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,236, select.
Florence.$1,239 per passenger.Departing Sun, 5 Jul, returning Tue, 18 Aug.Return flight with KLM.Outbound indirect flight with KLM, departs from Chicago O'Hare International on Sun, 5 Jul, arriving in Florence.Inbound indirect flight with KLM, departs from Florence on Tue, 18 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,239, select.

Find the cheapest month to fly from Chicago to Florence

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Florence flights are currently cheapest in October.
Jun
from $1,497
Jul
from $1,243
Aug
from $1,118
Sep
from $992
Oct
from $982
Nov
from $1,068
Dec
from $1,103
Jan
from $1,109
Feb
from $1,109
Mar
from $1,192
Apr
from $1,053
May
from $1,288

Chicago to Florence: Alternative routes

Compare routes from Chicago to Florence below. You may find an airport to fly into that's cheaper, faster, or easier than Florence.

Florence

6km from central Florence
Closest
from $982
Search flights

Pisa International

69km from central Florence
from $1,063
Search flights

Bologna International

85km from central Florence
Cheapest
from $912
Search flights

Chicago to Florence: Flight information

The things to know before you go.
Cheapest flight found$982
Cheapest month to flyOctober

Finding cheap flights from Chicago to Florence: Frequently asked questions

The best price we found for a return flight from Chicago to Florence is $982. 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 Chicago to Florence. But we found flights with one stop from $982.
As of June 2026, there are no flights flying from Chicago to Florence.
The cheapest month to fly from Chicago to Florence is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Florence Airport on Friday, 2 October 2026.
No airlines currently offer direct flights between Chicago and Florence Airport. 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 Florence 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 Florence is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Florence is TAP Air Portugal .

Flying from Chicago to Florence Peretola Airport (FLR): What you need to know

  • Florence is seven hours ahead of Chicago. Florence Peretola Airport is located in Florence, which is in the UTC+1 timezone.

  • To ensure you catch your flight from Chicago to FLR, allow plenty of time to check in and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • July is a peak travel month. If you're heading away then or during a major holiday like Fourth of July, show up even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Think about adding a stopover to find cheap flights from Chicago to FLR. Just deselect 'Direct flights only' when browsing departures from Chicago O'Hare International Airport (ORD). Break up your trip (and maybe get a better deal) by stopping at one of these airports:

    • London Heathrow Airport (LHR)

    • Frankfurt Airport (FRA)

    • Paris Charles de Gaulle Airport (CDG)

  • Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. The journey by public transport is roughly 45 minutes.

  • Want a relaxed start to your trip? Stay near Chicago O'Hare International Airport. Whether you have an early flight from Chicago to Florence Peretola Airport or want to avoid feeling rushed, these hotels have you covered:

  • 70% of flights leaving from Chicago O'Hare International Airport arrive at their destination on schedule.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from central Chicago in approximately 25 minutes by car (depending on traffic conditions). The journey on public transport takes roughly 30 minutes to travel the 16 kilometres or so.

  • Taking off bright and early? Think about checking in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to FLR flight:

  • Chicago Midway International Airport has an on-time performance of 76%. This figure shows how often flights that depart from this airport arrive at their destination on schedule.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the centre of Chicago, RFD is around 145 kilometres away. It'll take you roughly 1 hour 40 minutes to get there by car and 2 hours or so if you take public transport.

  • Skip the rush on your departure day — stay near Chicago Rockford International Airport and know you'll be at your gate with time to spare. Settle in at one of these hotels the day before if you have an early Chicago to Florence Peretola Airport flight:

  • Airports have an on-time performance rating that tracks how often flights touch down within the expected time frame. At RFD, that figure is 71%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Florence Peretola Airport (FLR)

Getting from Florence Peretola Airport (FLR) to central Florence

  • Florence Peretola Airport is roughly 6 kilometres from central Florence. How long it takes to get there by car hire or taxi depends on the time of day. Do a little research before your trip.

  • When travelling by public transport, expect a journey time of roughly 25 minutes.

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

  • Right now, $495 is the best price we've found for a one-way ticket from Chicago to Florence Peretola Airport. The cheapest price for a return flight is $982. Remember fares may change due to demand at the time of booking.

  • Don't wait until the last moment. You're more likely to find cheap flights from Chicago to FLR if you book early. Airlines often offer some excellent early bird discounts.

  • Cheap Chicago to Florence Peretola Airport tickets are easier to find when your travel dates are flexible. Try using the 'Whole month' search function to compare fares across the month and then choose the cheapest day.

  • You don't need to check back in every day to find out if prices have dropped when you create a Price Alert. We'll let you know when a better deal is available on plane tickets from Chicago to FLR.

  • Find an affordable flight from Chicago to Florence Peretola Airport by using filters. Choose your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Florence Peretola Airport (FLR)

  • September is the busiest month for flights from Chicago to Florence Peretola Airport (FLR). Visit Florence in January if you prefer a quieter experience.

  • Book a Chicago to FLR plane ticket departing in August if you want to visit the city during its warmest month. Expect temperatures in Florence to range from 14ºC (57ºF) to 35ºC (95ºF).

  • If you'd rather travel in cooler conditions, look for a cheap ticket from Chicago to Florence Peretola Airport in January when temperatures are between -1ºC (30ºF) and 11ºC (52ºF).

More about Florence

  • Once you've booked your flight from Chicago to Florence Peretola Airport, find a hotel that puts you in a great location. Make one of these options your base for exploring Florence:

  • Brunelleschi's Dome and David of Michelangelo are a couple of big attractions to add to your Florence must-do list. Continue your sightseeing adventures at Uffizi Gallery.

Explore more of Italy

  • Rome is just one of the many cities in Italy waiting to be discovered once you've seen the sights of Florence. Around 241 kilometres away to the southeast, top sights here include Vatican Museums, St. Peter's Basilica and Saint Peter's Square.

  • Around 241 kilometres northwest of Florence, Milan is another essential stop in Italy. Experience the best of this destination with a visit to Leonardo's Last Supper Museum, Milan Cathedral and Teatro alla Scala.

Plan the rest of your trip from Chicago to Florence

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.