CHI - FLR

$375 Find Cheap Flights from Chicago to Florence - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Florence departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
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Everything you should know

Cheapest round-trip
$801
Typical prices: $865-$1,242
Scandinavian Airlines
Thu 9/24Sat 10/3
ORD - FLR • 1 stop
Cheapest one-way
$375
Typical prices: $419-$778
Multiple Airlines
Mon 10/5
ORD - FLR • 3 stops
Top airlines
Cheapest • from $801 (round-trip)
Best reviews • 7.5 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Chicago and Florence. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $668 (round-trip)
Shortest trip • 11h 10m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Florence (CHI-FLR)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Florence that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Florence

Thu, Sep 24 - Sat, Oct 3
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:30 pm - 4:10 pm
FLR
-
ORD
27h 40m
1 stop
$801Scandinavian Airlines
Thu, Oct 15 - Sat, Oct 24
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:30 pm - 5:45 pm
FLR
-
ORD
29h 15m
1 stop
$802Scandinavian Airlines
Tue, Aug 18 - Tue, Sep 15
ITA Airways Logo
3:00 pm - 10:40 pm
ORD
-
FLR
24h 40m
1 stop
ITA Airways Logo
6:25 am - 1:10 pm
FLR
-
ORD
13h 45m
1 stop
$802ITA Airways
Wed, Oct 21 - Wed, Nov 4
Multiple Airlines Logo
3:35 pm - 12:40 pm
ORD
-
FLR
14h 05m
1 stop
Multiple Airlines Logo
6:55 pm - 4:15 pm
FLR
-
ORD
28h 20m
1 stop
$802Multiple Airlines
Wed, Oct 21 - Wed, Nov 4
Multiple Airlines Logo
3:35 pm - 12:40 pm
ORD
-
FLR
14h 05m
1 stop
Multiple Airlines Logo
6:55 pm - 4:15 pm
FLR
-
ORD
28h 20m
1 stop
$802Multiple Airlines
Tue, Aug 18 - Tue, Sep 15
ITA Airways Logo
3:00 pm - 10:40 pm
ORD
-
FLR
24h 40m
1 stop
ITA Airways Logo
6:25 am - 1:10 pm
FLR
-
ORD
13h 45m
1 stop
$803ITA Airways
Mon, Jan 25 - Sat, Jan 30
Lufthansa Logo
9:50 pm - 4:20 pm
ORD
-
FLR
11h 30m
1 stop
Lufthansa Logo
6:30 am - 6:21 pm
FLR
-
ORD
18h 51m
2 stops
$816Lufthansa
Wed, Dec 9 - Sun, Dec 13
United Airlines Logo
6:00 pm - 4:20 pm
ORD
-
FLR
15h 20m
1 stop
United Airlines Logo
6:30 am - 1:10 pm
FLR
-
ORD
13h 40m
1 stop
$817United Airlines
Wed, Dec 9 - Sun, Dec 13
United Airlines Logo
6:00 pm - 4:20 pm
ORD
-
FLR
15h 20m
1 stop
United Airlines Logo
2:20 pm - 7:58 pm
FLR
-
ORD
36h 38m
2 stops
$825United Airlines
Thu, Oct 22 - Thu, Nov 5
Lufthansa Logo
3:35 pm - 8:15 pm
ORD
-
FLR
21h 40m
1 stop
Lufthansa Logo
10:20 am - 9:10 pm
FLR
-
ORD
17h 50m
2 stops
$847Lufthansa
Booking Insights

KAYAK's insights & trends for Chicago to Florence flights

Get data-powered insights and trends into flights from Chicago to Florence to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Florence?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Florence departing in September.

Flight prices are typical for this route right now.

Flights to Florence from Chicago usually cost between $771 and $1,102 in September.
The lowest price found in the past 5 days was $801 on Scandinavian Airlines (Sep 24-Oct 3).

What is the cheapest month to fly from Chicago to Florence?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Florence, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Florence is November, where tickets cost $869 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,451 and $1,319 respectively.

How far in advance should I book a flight from Chicago to Florence?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Florence, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Florence, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

November

Cheapest flight

$375
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago O'Hare Airport to Florence

When to book flights from Chicago to Florence

Are your dates flexible? Find out the best times to travel from Chicago to Florence based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Florence

  • Are there any lounges at the Florence Airport?

    When you land at FLR, you might want to refresh and reboot after your long flight. The Masaccio Lounge located in the Departures Terminal airside on the first floor grants pay-at-the-door access. Amenities of this lounge include air-conditioning, alcoholic and non-alcoholic drinks, internet, telephone, and more.

  • Are there any car rental agencies at FLR?

    The car rental facility at FLR is the Palagio degli Spini, a separate building that you can reach by catching a free shuttle bus at the short-term parking garage of FLR. These buses depart about every 20min. Car rental agencies here include Auto Europa, Sicily by Car, Dollar, Budget, Hertz, and many more.

  • Do the Chicago airports have facilities for nursing moms?

    Yes. ORD provides several freestanding lactation suites and mother's rooms in every terminal throughout the airport. MDW provides a lactation suite on Concourse A and a mother's room on Concourse C. All of these spaces are clean, quiet places where moms can breastfeed in private if they choose or where they can go if they need to pump.

  • Does either Chicago Airport have a USO?

    Yes. ORD has 2 USOs and MDW has one. All three of these USO lounges welcome active-duty US military members and their dependents. ORD has a USO landside in Terminal 2 and airside in Terminal 3 on the G Concourse. Midway has a USO located post-security on Concourse C. These lounges provide traveling soldiers with refreshments, comfy furniture, devices for connectivity and entertainment, and more.

  • What is the cheapest flight from Chicago to Florence?

    In the last 5 days, the lowest price for a flight from Chicago to Florence was $375 for a one-way ticket and $801 for a round-trip.

  • Do I need a passport to fly between Chicago and Florence?

    Yes

  • Which airports will I be using when flying from Chicago to Florence?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Florence (Florence Peretola). The cheapest flights are generally found on the Chicago O'Hare Airport to Florence Peretola flight route.

  • Which aircraft models fly most regularly from Chicago to Florence?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Florence?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and Florence, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Florence, KLM or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Florence are KLM and Delta. With an average price for the route of $979 and an overall rating of 7.8, KLM is the most popular choice. Delta is also a great choice for the route, with an average price of $1,184 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Chicago to Florence?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Florence.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Florence?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Florence from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Florence?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Florence with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Florence?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Florence from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Florence

  • The city of Chicago is served by two major airports - Chicago O'Hare International Airport (ORD) and Midway International Airport (MDW). ORD is a hub for United Airlines and America Airlines. MDW is a hub for Southwest Airlines and a focus city for Frontier Airlines. Florence Airport (FLR) is an international airport that serves the city of Florence in Tuscany, Italy. This airport is a hub for several international airlines such as Lufthansa and Iberia and a focus city for Air Dolomiti and Vueling.
  • When you are booking your flights from Chicago to Florence, it is unlikely that you will find a direct flight. However, one-stop flights on airline such as Iberia, Lufthansa, SWISS, and Austrian Airlines depart ORD and land at FLR. Layover cities include Madrid (MAD), Munich (MUC) Zurich (ZHR), and Vienna (VIE). Austrian Airlines, Icelandair, and Porter Airlines are among the carriers that operate two-stop flights from Chicago to Florence. These flights depart from both MDW and ORD.
  • If you need some assistance when you land at FLR, you can visit the Tourism Kiosk in the Arrivals area where you can get information about what to see, where to stay, and general inquiries. This kiosk is open every day from 9 a.m. to 7 p.m., except Sunday, when it closes at 2 p.m. The service is not available on New Year's Day or Christmas.
  • If you want to get from FLR into Florence city center on public transportation, you can take a relatively inexpensive bus. Autolinee Toscane, C.A.P., and Blubus are some of the companies that provide service along this route. A bus ride from FLR into the city takes about 15min.
  • Both airports that serve Chicago, ORD and MDW, provide travelers with an airport interfaith chapel. You can pray, contemplate, or relax in these quiet places of sanctuary. These chapels provide worship materials, prayer rugs, rosaries, and ablution facilities. In ORD, you can find the chapel in Terminal 2, and at MDW, you can find the chapel on Concourse C.

Reviews of the top 5 airlines serving from Chicago to Florence

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Florence. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Florence? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
SWISSOverall score based on 2022 reviews
8.3Crew
7.4Comfort
7.7Boarding
6.8Entertainment
7.1Food
Airline reviews

Made us gate check carry ons Then didn’t get them on the plane. Service they used didn’t deliver our carry ons for more than a day Total mess

2.0 MediocreAndrew, Dec 2025
ZRH - FCO
Read more SWISS reviews

Made us gate check carry ons Then didn’t get them on the plane. Service they used didn’t deliver our carry ons for more than a day Total mess

They didn't give us Nothing to eat, come on..... 1 package of chips and a glass of soda won't do anything to the company

I slept the whole flight so I can't tell you about the food and there was no entertainment offered. Crew was very nice, seats were comfortable in business, and boarding was easy.

The seats had no space at all beyond the knees. The seat in-front literally reclined on your face, very uncomfortable plane. Was nothing like the normal SWISS experience. The food was okay but could be better.

They rebooked our flight and then canceled our trip halfway through the journey without any explanation. Needed to pay by ourselves for alternative flight options without any help from Swiss.

Flight was diverted from Firenze to Pisa causing delay and inconvenience.

Easy boarding Seats were very uncomfortable no room arm rests didn't even go up all the way

Wonderful experience! The crew was outstanding and amazing from check in to gate to flight crew! Amazing. Thank you!

Carry on luggage size for economy passengers significantly smaller than other airlines, so nearly all ecomy passengers had their bags taken and checked.

Missed connecting train since flight was late into Zurich and I had to stay at airport hotel because of it as well as I had to repurchase train ticket

No crying babies the whole flight would be nice. Impossible to sleep. No free snacks , only the main meal

The crew was amazing. Our seats was not very clean and even that was not a full flight but our seats was right beside the WC which did not let us to have a moment of rest.

They lost my luggage and can’t find it. My trip is ruined. Online tracking of lost luggage doesn’t work

Seat was lumpier than I’ve ever remembered it to be although comfortable when tilted back. I don’t recall being that hungry after being served food from SAS before. Flight attendant on the second flight to Aalborg seemed to be having a bad day.

They charge for bottles of water which is crazy period we hit turbulent weather and it's in a good job period

On this shorter leg and with an older plane, just mediocre. On the connecting long haul (Chicago to Copenhagen) everything was great.

My outbound flight was incredible... Milan to Chicago. The crew worked so well together. Each passenger felt spoiled and incredibly valued. The crew on this flight was fine. Nothing to complain specifically about but could not give top rating only because of the superior crew, hospitality, warmth we felt on the first flight. Unfortunately. You managed to lose my luggage ..my only piece checked in. Lost in Copenhagen so I had the added stress, time wasted to file the report. To make things worse, Italian rail decided to strike that Sunday so I could not take the train as planned back to Switzerland. Horrible waiting time and poor communication for boarding substitution bus. The substition bus to the town of Stabio did not run on time and was late about 40 minutes.

Other than a delay that had nothing to do with the staff, it was a very pleasant experience.

The flight was cancelled early on and messed up the whole vacation and hard to get a refund from Kayak as they owned the ticket and of course they did not believe that SAS cancelled the ticket. Definite bad side to third party. SAS had rescheduled but overlapped the connecting flights. That did not work. Flight was cancelled long ago but Kayak still has it. Like it was taken? Bad IT ? Or all assumptions and no follow up which is the whole IT world. It needs to wake up and be more efficient. Especially as the world is going, there will be no freedom to do anything. And we will be living like the Middle Ages. Yeah, go read up on that while you still can.

Boarding the plane outside in the rain was a pain. Very safe flight

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

It was okay. Mothers with rowdy children should be invited to sit in front of them.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

My baggage has been lost for the last 6 days! The problem originated at LAX with Lufthansa, which was a very big disappointment from LAX to Munich. The flight was delayed over an hour, the overhead bins on the window side are too small for most carryon's, the in-seat video screen were very poor as they would not respond to your touch quickly and would stop and start all over again, the earphone jacks are not like most standard ones, the seats still has wrappers and trash in pockets and on the seats. and there was no USB outlet to charge your phone or other devices. The German reputation for quality is bogus with this airline. BUT the responsibility for delivering my luggage became Air Dolomiti's as they were the last leg of the trip. The baggage area was chaos because several flights arrived at once. I took me over an hour to file a claim, the agent entered my info incorrectly, and the contact numbers for Lost and Found at the airport was never answered. I have never been called by Air Dolomiti or the baggage delivery company. I had to do all the calling. AD's live agents gave me two wrong phone numbers for the baggage company. When I finally got the right one on my third call, OF COURSE, no one answers and I still do not have any information on when my bags should arrive. VERY UNPROFESSIONAL operations by Lufthansa and Air Dolomiti. I will make sure I book any other air carriers on the rest of my flights to Italy this year.

Flew Premium Economy. The seats were comfortable and tilted back far enough to sleep. Food was okay and service friendly and efficient. We bought tickets through Kayak partner Underpricer and the price was good.

ITA has these new Airbus A330 Neo that hates economy class passengers. The seats have absolutely no cushion to a point where it hits your spine constantly and reminds you to fork out for premium economy or don’t travel next time. The food was absolutely horrible, ETA mentioned 3 meals for 12 hour flight but it was mostly 1 meal and 2 light snacks. I am vegetarian, so my 2’d food was 1 slice of tomato, 1 cucumber on a dry cold bun. The other 2 meals were disgusting. My young one threw up the entire time. Flight attendants were the cherry on top - plain bad. They would skip servicing drinks to some passengers completely and if you call for an attendant, they will come and stop the button on top without even asking you what you need. I would avoid ITA by all means - there are plenty of options including SAS for same routes with better seats and humane treatment.

Nice flight. Uneventful, very good crew, comfortable seats. Pleasant experience.

ITA cancelled fligh rebooked with Lufthansa. Flight good, but 2hour connection in Frankfurt was HORRIBLE, took 1.9 hours to get through scanner, customs, another security, got to gate after running all the way, so caught it but stressful and terrible start to trip.

The boarding process was organized and efficient, and the crew was friendly and attentive throughout the flight. Food and drinks were typical economy class, but good. The aircraft was old, and the restroom was not very clean. However, we arrived on time, so overall the experience was good.

In Prem Econ, safe and timely flight, good amount of space, mostly comfortable seats. Little irritants: When lying down, seat kept shifting on me...as a short person w/light weight, my seat often reverted to semi-upright. Footrest was broken. TV screen didn't work, after I asked a few times a FA rebooted it to work again. And food was marginal. I don't expect much from airplane food...surprisingly, ITA didn't even meet expectations.

Flight was canceled. Rebooked on Lufthansa Also Canceled. Had to pay 3000 more per person and fly Alaska to EWR and fly emirates to Athens.

This was a typical hour-long flight. Not much leg room, no entertainment and no food.

It was fine. I wish there were more or better selections for entertainment.

The worst part about the trip was the seat. It looked old, with a sagging cushion and crumbs on it before I sat down. When I sat down I saw that the back of the seat was broken and it would only stay in one (reclined) position. I had purposefully paid extra ($65) for that seat because a) I can only sleep on translatlantic flights if I am next to the window and b) I wanted to be close to the front because I had a tight connecting flight in Rome. One flight attendant didn't care about the problem while another offered me a middle seat in the back of the plane. Of course he did not mention a refund for the fee I had paid for this seat. The food was mediocre, not even close to the good food in Alitalia, back in the day. The entertainment system did not work when I tried to "follow the flight". English of announcements was often impossible to understand (spoke poorly and too fast).

Everything you need to know for your flight from Chicago to Florence

Information on your arrival and departure airports