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CHI - FLR

Find cheap flights from Chicago to Florence from $380

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 8/27. 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
0 bags
Fri 5/24
Fri 5/31

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Florence.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Florence.
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
7:45 pm - 11:30 amORD-FLR
32h 45m1 stop
12:20 pm - 5:55 pmFLR-ORD
12h 35m1 stop
$555Scandinavian Airlines
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Sun, Oct 6 - Thu, Oct 17
7:45 pm - 9:35 amORD-FLR
30h 50m2 stops
12:20 pm - 5:55 pmFLR-ORD
12h 35m1 stop
$560Scandinavian Airlines
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Wed, Oct 2 - Wed, Oct 23
3:00 pm - 10:35 pmORD-FLR
24h 35m1 stop
11:35 am - 1:10 pmFLR-ORD
32h 35m1 stop
$692ITA Airways
Find Deal
Mon, Sep 9 - Mon, Sep 16
3:00 pm - 6:30 pmORD-FLR
20h 30m1 stop
6:35 am - 1:10 pmFLR-ORD
13h 35m1 stop
$743ITA Airways
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Mon, Jul 22 - Tue, Sep 24
1:24 pm - 11:00 amMDW-FLR
14h 36m2 stops
6:35 am - 5:59 pmFLR-MDW
18h 24m2 stops
$855Delta
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Sun, Jul 21 - Thu, Aug 22
10:20 am - 9:05 amORD-FLR
15h 45m2 stops
6:35 am - 6:35 pmFLR-ORD
19h 00m2 stops
$855Delta
Find Deal
Sun, Jul 21 - Thu, Aug 22
2:20 pm - 9:10 amORD-FLR
11h 50m1 stop
9:35 am - 4:10 pmFLR-ORD
13h 35m1 stop
$956SWISS
Find Deal
Sat, Sep 7 - Tue, Nov 26
2:20 pm - 9:15 amORD-FLR
11h 55m1 stop
2:50 pm - 3:55 pmFLR-ORD
32h 05m1 stop
$1,007SWISS
Find Deal
Mon, Jul 15 - Wed, Jul 31
4:00 pm - 12:55 pmORD-FLR
13h 55m2 stops
1:35 pm - 12:30 pmFLR-ORD
29h 55m1 stop
$1,064Lufthansa
Find Deal
Tue, May 21 - Mon, Jul 8
9:25 pm - 10:45 pmORD-FLR
18h 20m2 stops
6:50 pm - 12:15 pmFLR-ORD
24h 25m2 stops
$1,113Lufthansa
Find Deal
Wed, Sep 18 - Mon, Sep 30

Flights from Chicago to Florence - Travel Insights & Trends

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.

What’s the cheapest day of the week to fly from Chicago to Florence?

The average price of all flights from Chicago to Florence clicked on KAYAK for each day over the last 12 months.
For Chicago to Florence, Monday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Florence back to Chicago, the best deals are generally found on Saturday, with Sunday being the most expensive.

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 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 February, where tickets cost $729 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $1,596 and $1,546 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago to Florence, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 31 days before departure.

Which airlines provide the cheapest flights from Chicago to Florence?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Florence found on KAYAK was with Scandinavian Airlines for $426. Scandinavian Airlines proposed a round-trip connection from $555 and ITA Airways from $692.

Good to know

Low season

December

High season

September

Cheapest flight

$380
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 3% increase in price.
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 3 days, the lowest price for a flight from Chicago to Florence was $380 for a one-way ticket and $555 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?

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

  • What is the most popular layover when flying to Florence from Chicago?

    Zurich is the most popular layover city among KAYAK users traveling from Chicago to Florence.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Florence are Delta and SWISS. With an average price for the route of $1,297 and an overall rating of 8.0, Delta is the most popular choice. SWISS is also a great choice for the route, with an average price of $1,226 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.

See more FAQs

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.
See more tips

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.
8.0
DeltaOverall score based on 11004 reviews
8.6crew
8.2boarding
7.9comfort
8.0entertainment
7.5food
Airline reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

So terrible. They would not rebook me for a flight until 2 days. I had to spend so much money to get my own flight. They were rude and not helpful.

Swiss ground crew was again at its prime and although I’m United 1K (Star Alliance Gold) they created problems with my hand luggage - while other passengers were boarding with more handbags and larger hand luggages, were critical on my 2 young kids attending the lounge with me and boarding the plane with me on the priority lane.

Overall a good experience, the flight was on time, the crew very attentive and friendly. However the seats are too cramped, there is no space, and as soon as the person in front reclines the seat, it's literally in your face.

Bag lost. Lost bag recovery process is an unsatisfying customer experience. Because 1) bag is still lost but also 2) the process is outdated and form-heavy and 3) in our case also involved a long line.

We so appreciated that our connecting flight waited for 6 of us!!!

We were very impressed with Swiss Air. The service was exceptional. Unfortunately, we had a baby behind us that screamed for hours. , It was a nightmare, though I completely understand that it was not Swiss Airs fault.

A lot of things could have been better. They lost our luggage. We missed our connection from YVR to Naples when we arrived in Zurich and then we got re-routed to Rome and then Naples. We eventually got to Naples but our bags didn’t. Our experience at the lost luggage in the Naples was not at all reassuring. They didn’t seem that interested in our problem. I did a live chat with Swiss customer service and all they could do is tell me to follow the process. Meanwhile we’ve had to spend significant money on clothes and I have to replace medications. This has meant our trip so far has been totally different than what we had planned. It’s not clear that our baggage will ever show up which means we will have lost significant amount of clothing and other things and our two month trip to Europe will have more problems than good memories. So far we are not happy.

We had to move to terminal 5 for the next part of our trip. Very un-organized and difficult.

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

Cons: "Flight was completely full and certain passengers were belligerent about wearing face masks. The cabin crew did not enforce mask wearing, stating “we are not the police”"

TERRIBLE! Staff was unfriendly, rude, and demeaning. One flight attendant touched me to grab the complimentary blanket off my neck because I couldn't take it home, while a bunch of other people took theirs home. I have never been so ill treated. I am not happy at all. And flight was delayed, no information until short notice for everything. Lost an entire day at my destination. I expect a full refund for that experience. Never will fly with them EVER again

My return flight has been changed to JFK from EWR without any notice or reason

I upgraded to economy plus and it’s so worth the price. The crew is exceptional and the food is pretty decent. I would definitely fly with them again.

The flight was on time and loading was fine. I really disliked that all drinks other than coffee or tea had a cost. Deplaning was also an issue as people did not wait for those in front of them to get out before they pushed forward

Flight was delayed 3 hours. Pilot cancelled flight under 4 people volunteered to change their seats to economy from business class.

Good friendly service and food - The seats in business class are old, too hard and not very comfortable.

Last minute cancelation, though a substitute flight was found I could not pick my meal or seat. The hotel offered didn't have working air control or shower.

My seat was not the one I paid for, the crew was very curt, and the cabin was extremely warm.

Old plane with terrible business class seats - good food and service. Boarding was a joke with business class boarding last.

Best airline to travel on a budget- really like their reasonably priced access to the SAS lounges where available.

Horrible experience. Nothing to give to kids to keep them entertained.

Trouble keeps changing the time and I was booked different flight without knowing it was bad experience

Hated every minute of it. Delayed for over 10 hours only to have to cancel rental car, car insurance and hotel. Its taken me 3days to get to my final destination when it should have only taken 12-14 hours. Very unhappy with Lufthansa.

This flight is always a cramped bus. The gate area was inadequate and announcements were hard to hear. The flight was delayed 45 minutes to an hour by a broken aircraft door, making our total delay from Vilnius 5 hours.

didn’t even get to go one of my returning flights cancelled and I wasn’t even in their system, vacation ruined thanks for nothing

You need to reimburse me for my seats purchased and luggage.

Flight delay wasn’t managed well. I was booked for the next flight for 2 days later!

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.

plane was late. flight was very bumpy most of the way

Seats on the A320 were more comfortable than the A330 I took from RSW to Frankfurt

Ok, but no entertainment. Left late, but made up most of the time.

May be it is not an ITA issue, but the bags took long time to go out.

Good. But there food was poor quality and 95% of movies didn't have English subtitles

I thought they had rebranded themselves in every aspect but it was quite the opposite. The food was terrible the service was sub-par. Overall it was not a good experience.

Service from staff was poor, food choices were limited. Air plane was not clean or hygienic and seemed like not cleaned for days. Seats were uncomfortable.

service from stAff was barely there , food choices were limited. AirPlane was not clean and seemed like it was not cleaned for days.. Seats were very uncomfortable.

I paid for premium seats and the last minute they changed the aircraft for a bigger one, they bumped me to another seat which was NOT at all comfortable for an 11 hour flight, will fight for a refund!!

The landing was catastrophic. I was very scared. I thought it were my last lminues. Pilotes should be more experienced

ALL services were good. An announcement should’ve been made at the end of the flight that filling out a customs form would not be necessary anymore for USA travelers entering Philadelphia.

The flight was smooth, the premier economy seats were comfortable, the flight crew were excellent. The on board food, however, was AWFUL. I suggest bringing your own food on board.

Book cheap flights from Chicago to Florence

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Florence found on KAYAK in the last 72 hours.
8/27Tue
2 stops
17h 45mORD-FLR
$380
8/23Fri
2 stops
35h 26mORD-FLR
$386
10/2Wed
2 stopsScandinavian Airlines
30h 50mORD-FLR
$426
9/11Wed
1 stopITA Airways
20h 30mORD-FLR
$623
8/23Fri
1 stopITA Airways
16h 40mORD-FLR
$663
6/22Sat
1 stopSWISS
11h 50mORD-FLR
$823
10/2Wed
2 stopsDelta
14h 50mMDW-FLR
$896
9/11Wed
2 stopsDelta
13h 26mMDW-FLR
$1,416
5/23Thu
1 stopSWISS
16h 40mORD-FLR
$3,651
5/2Thu
1 stopLufthansa
15h 35mORD-FLR
$5,469

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Last minute flights from Chicago to Florence

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Florence that are departing in the next 10 days.
4/26Fri
multi-stopScandinavian Airlines
15h 45mORD-FLR
5/13Mon
multi-stopScandinavian Airlines
12h 35mFLR-ORD
$830
4/25Thu
multi-stopIberia
12h 40mORD-FLR
5/14Tue
multi-stopIberia
17h 35mFLR-ORD
$1,158
4/25Thu
multi-stopIberia
12h 40mORD-FLR
5/14Tue
multi-stopIberia
14h 30mFLR-ORD
$1,270
4/25Thu
multi-stopIberia
17h 44mORD-FLR
5/14Tue
multi-stopIberia
20h 04mFLR-ORD
$1,306
4/26Fri
multi-stopScandinavian Airlines
33h 25mORD-FLR
5/13Mon
multi-stopScandinavian Airlines
12h 35mFLR-ORD
$1,358
4/26Fri
multi-stopTAP AIR PORTUGAL
17h 30mORD-FLR
5/13Mon
multi-stopTAP AIR PORTUGAL
55h 40mFLR-ORD
$1,375
4/26Fri
multi-stopTurkish Airlines
20h 10mORD-FLR
5/13Mon
multi-stopTurkish Airlines
25h 10mFLR-ORD
$1,401

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Flights to Florence

Destination:

Florence (FLR)Italy

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