CHI - FLR

$321 Find Cheap Flights from Chicago to Florence

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 9/13. 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
1 adult, Economy

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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.
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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

Sat, Oct 4 - Sat, Oct 11
Scandinavian Airlines Logo
7:15 pm - 7:05 pmORD-FLR
16h 50m1 stop
Scandinavian Airlines Logo
8:20 pm - 4:10 pmFLR-ORD
26h 50m1 stop
$445Scandinavian Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 11
Scandinavian Airlines Logo
7:15 pm - 7:05 pmORD-FLR
16h 50m1 stop
Scandinavian Airlines Logo
8:20 pm - 4:10 pmFLR-ORD
26h 50m1 stop
$449Scandinavian Airlines
Find Deal
Mon, Nov 10 - Wed, Nov 19
Lufthansa Logo
9:50 pm - 10:00 pmORD-FLR
17h 10m1 stop
Lufthansa Logo
6:30 am - 8:05 pmFLR-ORD
20h 35m1 stop
$600Lufthansa
Find Deal
Wed, Oct 29 - Sun, Nov 9
Lufthansa Logo
10:50 pm - 4:35 pmORD-FLR
11h 45m1 stop
Lufthansa Logo
2:15 pm - 8:05 pmFLR-ORD
12h 50m1 stop
$652Lufthansa
Find Deal
Wed, Oct 29 - Sun, Nov 9
United Airlines Logo
8:50 am - 1:50 pmORD-FLR
23h 00m2 stops
United Airlines Logo
2:15 pm - 8:05 pmFLR-ORD
12h 50m1 stop
$655United Airlines
Find Deal
Wed, Aug 13 - Wed, Aug 20
ITA Airways Logo
3:00 pm - 10:35 amORD-FLR
12h 35m1 stop
ITA Airways Logo
6:25 am - 1:10 pmFLR-ORD
13h 45m1 stop
$677ITA Airways
Find Deal
Wed, Aug 13 - Tue, Aug 19
ITA Airways Logo
3:00 pm - 10:35 amORD-FLR
12h 35m1 stop
ITA Airways Logo
3:15 pm - 1:10 pmFLR-ORD
28h 55m1 stop
$678ITA Airways
Find Deal
Thu, Oct 30 - Sun, Nov 9
United Airlines Logo
4:20 pm - 2:20 pmORD-FLR
16h 00m2 stops
United Airlines Logo
2:15 pm - 8:05 pmFLR-ORD
12h 50m1 stop
$705United Airlines
Find Deal
Tue, Aug 12 - Tue, Aug 19
SWISS Logo
7:05 pm - 2:05 pmORD-FLR
12h 00m1 stop
SWISS Logo
7:15 pm - 12:10 pmFLR-ORD
23h 55m1 stop
$739SWISS
Find Deal
Thu, Nov 20 - Mon, Dec 1
SWISS Logo
7:05 pm - 8:30 amORD-FLR
30h 25m1 stop
SWISS Logo
3:00 pm - 4:15 pmFLR-ORD
32h 15m1 stop
$748SWISS
Find Deal
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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.

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

The average price of all round-trip flights from Chicago to Florence clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Florence on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Chicago to Florence. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

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 $756 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $1,356 and $1,084 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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonDecember
High seasonJune
Cheapest flight$321
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 39% 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 $321 for a one-way ticket and $445 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?

    SkyTeam, Star Alliance, 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?

    Rome 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 $1,133 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 $1,066 and an overall rating of 7.5.

  • 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.

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 1623 reviews
7.6Boarding
8.2Crew
7.0Food
7.4Comfort
6.7Entertainment
Airline reviews

Swiss airline do not allow online check-in before 24 hrs, this is very inconvenient to us. I tried many ways such as booking code(6 numbers) or 13 booking numbers , neither of them work, Lufthansa is better which allow us to check in even before 30 hrs, so we can assign our seats( not many people want spend extra money to assign seats on top of airfare which is already spent.)

8.0 ExcellentAnonymous, Jun 2025DBV - ZRH
Read more SWISS reviews

Swiss airline do not allow online check-in before 24 hrs, this is very inconvenient to us. I tried many ways such as booking code(6 numbers) or 13 booking numbers , neither of them work, Lufthansa is better which allow us to check in even before 30 hrs, so we can assign our seats( not many people want spend extra money to assign seats on top of airfare which is already spent.)

...as stated previously, red tape should be shorted by Swiss in terms of generating refunds...

When I needed to get my bag off of the plane so that I could take a train because the connection was 4 hours later, they took 2 hours to take my bag off making me take the train and miss my flight simultaneously. The seat size on the plane is too small for an average aged woman let alone a middle-aged man. It's unacceptable and I will not fly Boeing again.

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

The cushion of the seats are old and very thin. The food can be more tasty or come with salt packages

The biggest let down was with booking experience through Kayak. I booked a flight with checked bags on Kayak. Right away I got a message from travel agency that the flight is not confirmed and to call them. I called them and they said the flight I have booked is no longer available with the price I have booked it for and I can book it with about $100 more. I already had other options I could book with cheaper price so I asked them to cancel my booking. Then they said I can have the ticket with the same price but a date change which was not working for me as I had to be there for a seminar. So again I said no then they said they will cover the charges and confirm my flight. When comes time for check-in I see I have no checked bag option which means the travel agency deceived me saying I can have my booking as I had booked it. And at that point I ended up paying $155 for my checked bag going back and forth. I am extremely angry and unhappy with this experience

PLEASE DONT TAKE FORCEFULLY(SIZE APPROPRIATE) CARRY ONS FROM PASSENGERS WHO FOR SOME REASON NEED TO KEEP IT

It was great. My seat was comfortable. The bathrooms were clean . The service was superb . I travel a lot and I have been in 64 counties. I wish I could fly first class, even though I could , but I prefer to budget my yearly travelling expense on actual visiting , not on flight. Anyway, my point is that your economy was far much better than other airlines as good as Air France. The flight attendants and all crew were polite and very helpful and respectful. Thank you for making my long trip tolerable.

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.

It is a good airlines, very professional very good food. I wish they offered free luggage is the only thing.

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

Standard short hop flight. No food, no entertainment. Just get in, get something to drink, and try to be as comfortable as you can for an hour.

Travelling coach, comfort is all in one's perspective. Movie choices were great. Food was OK. Flight crew were pleasant. Tip: If they come through asking if you want tea or coffee, do not ask for water. They get miffed. So use the call button after they pass through.

Cancelled my flight. Only option had a layover in Italy. No compensation for the 4 extra hours of travel time. The travel agency, cheapflightfares, blamed Scandinavian airlines and said there was nothing they could do. Scandinavian airlines said since it was booked through a travel agency there was nothing they could do. The entire thing was incredibly frustrating. Never booking through kayak or with Scandinavian again.

Very unfriendly approach to me when you rescheduled my return flight due to your delay. No help to address my health concerns because I am diabetics and had orthopedic problems. No clear explanation where to clear customs. I had poor customer service

The seats were really cramped. The high backs on the chairs made you feel claustrophobic.

Boarding was chaotic and the flight left late but arrived at a decent time. This may have been because of the sxsw festival that was going on.

I was pleasantly surprised as it was my first time flying with them. The seats were comfortable with more legroom than usual. The service was great too! The entertainment was good but could use a few more new movies.

Nothing special or negative. Pretty typical flight…no freebies in the way of food etcetera, but none were expected.

The flight got canceled and you just send an email in the middle of the night and no solution to how to get on the next flight or provide other solutions.

You cost me my time and did not compensate properly. Gfy.

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

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

Complete mess. Our reservation was mistakenly cancelled. After almost missing the connection and walking all over the Munich airport, the Service desk got involved and we were run to our flight. Not all 4 of us in Business and not seated together as originally booked. This was the worst treatment I have ever had. And I travel a lot. 1K million miler.

I have flown with many airlines. My first time was several years ago. Now I remember why I avoided them for so long. Lufthanza is the only airline who has ever raised a size/weight issue with my modest standard size carry on. I had to repack three times to meet their carry-on weight criteria. (Apparently the rules of physics apply differently on Lufthansa flight than on other airlines.) In the meantime their staff was quite rude, repeating meaningless phrases like "Rules are Rules." And ignoring the additional fact that weight is also weight, whether it is in found in your carry on or in your suitcase. They eventually acknowledged that customer service and satisfaction is, for them, a low priority. Never choosing Lufthansa again.

They are professional. Nice crew. Still flying Boeing 747. Thank you for that. I love this airplane. Traditional.

There is more space in this economy seat. It felt like a better layout, not so cramped.

Connecting from Germany with not enough time to go thru TSA and security so many times. Kayak or whomever doesn’t leave you enough time between flights. I made it with 5 min before my zone was called. Too stressful

The seats were extremely uncomfortable. I spent €25 on internet and never gained access to it. A flight attendant told me she would file a complaint/report on my behalf but it put me in a very difficult situation.

The staff was not at pleasant as those on the first leg of our trip.

Boarding was easy and well organized, Breakfast was not very good.

We had a 3 hour delay and then a long taxi to take off. It would have been helpful for the pilot to have communicated more about what was going on. There was no A/C during the wait, and the cabin must have been more than 85 to 90 degrees. The crew gave water to the people in the front but by the time they go to the back of the plane they stopped giving out water. Eventually I went back and asked for some in the rear of the plane (for a second time). The food was close to inedible. I thought on an Italian flight that the pasta would be better than the chick, but honestly, a Swanson's TV dinner would have been better. I had a bite or two to keep my blood sugar up, but basically I couldn't eat it.

Boarding was chaotic. Service was poor. Attendant was slow and rude. In business class, I was not offered a drink until 1.5 hrs,after takeoff. Food was inedible.

Terrible. They canceled 2 flights and then sent everyone by BUS from Rome. They should make amends by offering some sort of compensation.

We ordered a gluten free meal and never got it!

The seats are horribly uncomfortable. We were in premium economy and paid a premium price yet, the seats were the worst! You could feel every structural bar in the seat, there was no padding, no amenities kit, and the leg rests were broken. Duct tape was holding another seat together. When we arrived at our final destination, Venice, my suitcase was ripped open, and my clothes were about to fall out of the bag. I would’ve been more comfortable if I flew a paper airplane across the Atlantic.

The company tries shamelessly to squeeze every dollar)Euro out of its passengers. During the check-in the force you to go through the seat selection, you can skip it. They will assign you the worst seat available, then show you the other available seats on the map, for a fee. But they won't show you the fee until you click on it. And once you do click, there's no way to unselect it!! You will get stuck and forced to pay for that seat. Cheaters!!

Seats weren’t comfortable. Both of our seat backs were either almost straight vertical or laying back into the laps of the people behind us, which is a weird angle to try to get some sleep even on a plane. No in between. Also, neither seat would spring forward like they should.

There wasn't a time for neither food morning entertainment in a short one hour hop over.

Flight on time, flight assistants super nice, business class very comfortable. The whole experience was very good.

It is the worst ever airline. All employees I spoke with over the phone were pompous asses.

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