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$247+ Cheap flights from Chicago (CHI) to Florence (FLR)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Florence Peretola are usually found in November or October, booked 36 days in advance, depart on a Sunday or Monday and return on a Saturday

Cheap flight deals from Chicago to Florence

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Florence (FLR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$674
(Ovago)

One-way from

$247
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$886
From Chicago (CHI) to Florence Peretola
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One-way flight from Chicago (CHI) to Florence Peretola
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Highest demand for flights based on searches. 17% potential increase in price ($196 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chicago to Florence

Cheapest flights from Chicago to Florence
Explore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Ovago deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:50 pmORD - FLR
1 stop16h 15mSWISS
Sat 11/86:55 pmFLR - ORD
1 stop28h 25mSWISS
Deal found 9/15$674
This United deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:15 pmORD - FLR
2 stops36h 15mMultiple Airlines
Mon 12/291:15 pmFLR - ORD
2 stops30h 55mMultiple Airlines
Deal found 9/15$677
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/234:00 pmORD - FLR
1 stop15h 05mUnited Airlines
Wed 10/12:45 pmFLR - ORD
2 stops24h 11mUnited Airlines
Deal found 9/14$679
This FlightHub deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:50 pmORD - FLR
1 stop12h 20mSWISS
Sun 11/306:50 pmFLR - ORD
1 stop28h 30mSWISS
Deal found 9/13$681
This oojo deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:50 pmORD - FLR
1 stop12h 30mSWISS
Mon 12/13:00 pmFLR - ORD
1 stop32h 20mSWISS
Deal found 9/14$682
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3110:50 pmORD - FLR
1 stop11h 40mLufthansa
Sat 11/88:00 amFLR - ORD
2 stops19h 58mLufthansa
Deal found 9/14$683
This United deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/57:15 amORD - FLR
2 stops26h 30mMultiple Airlines
Sat 11/156:30 amFLR - ORD
2 stops18h 56mMultiple Airlines
Deal found 9/13$684
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2810:50 pmORD - FLR
2 stops13h 40mLufthansa
Sun 11/25:15 pmFLR - ORD
2 stops26h 55mLufthansa
Deal found 9/14$686
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1410:40 amORD - FLR
3 stops27h 45mMultiple Airlines
Tue 10/212:15 pmFLR - ORD
2 stops32h 40mMultiple Airlines
Deal found 9/14$688
This Orbitz deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/232:08 pmORD - FLR
2 stops15h 52mMultiple Airlines
Wed 10/16:30 pmFLR - ORD
2 stops31h 00mMultiple Airlines
Deal found 9/14$689
This FlightHub deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2512:50 pmORD - FLR
2 stops22h 40mMultiple Airlines
Sun 11/306:50 pmFLR - ORD
1 stop28h 30mMultiple Airlines
Deal found 9/14$691
This KLM deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/235:10 pmORD - FLR
1 stop17h 10mKLM
Wed 10/18:30 pmFLR - ORD
1 stop25h 30mKLM
Deal found 9/14$692

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Florence that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Chicago to Florence that are best for you.

Fly from

Chicago

Fly to

Florence

Route

Depart

Return

Price

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 9/23

4:00 pm-2:05 pm

1 stop15h 05m

Florence Peretola

Wed 10/1

2:45 pm-7:56 am

2 stops24h 11m

$679

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 11/23

6:50 pm-2:10 pm

1 stop12h 20m

Florence Peretola

Sun 11/30

6:50 pm-4:20 pm

1 stop28h 30m

$681

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 11/20

6:50 pm-2:20 pm

1 stop12h 30m

Florence Peretola

Mon 12/1

3:00 pm-4:20 pm

1 stop32h 20m

$682

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 10/5

7:15 am-4:45 pm

2 stops26h 30m

Florence Peretola

Sat 11/15

6:30 am-6:26 pm

2 stops18h 56m

$684

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sat 10/18

9:25 pm-12:55 pm

2 stops32h 30m

Florence Peretola

Wed 10/29

6:30 am-7:25 pm

1 stop18h 55m

$684

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 9/23

2:08 pm-1:00 pm

2 stops15h 52m

Florence Peretola

Wed 10/1

6:30 pm-6:30 pm

2 stops31h 00m

$689

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 1/12

9:30 am-11:20 am

2 stops18h 50m

Florence Peretola

Sun 1/18

6:50 am-6:34 pm

2 stops18h 44m

$693

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 12/4

1:14 pm-11:20 am

2 stops15h 06m

Florence Peretola

Thu 12/11

6:50 am-6:18 pm

2 stops18h 28m

$693

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 10/14

7:05 pm-11:05 pm

2 stops21h 00m

Florence Peretola

Tue 10/21

7:15 pm-8:17 pm

3 stops32h 02m

$695

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 10/19

6:00 pm-6:05 pm

2 stops17h 05m

Florence Peretola

Thu 10/23

10:00 pm-4:10 pm

2 stops25h 10m

$696

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 results
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Best time to book a flight from Chicago to Florence

Have a flexible travel schedule? Discover the best time to fly to Florence from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Florence. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Florence, you should look to book at least 35 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Florence?

Currently, November is the cheapest month in which you can book a flight from Chicago to Florence (average of $754). Flying from Chicago to Florence in June is currently the most expensive (average of $1,294). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to FLR?

Find hourly flight availability from Chicago to Florence. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Florence in the morning. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Chicago to Florence?

Reviews of airlines servicing Florence

Get insights into the airlines that provide service to Florence. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florence. Reviews last updated September 16, 2025.
See what other customers who have flown with Delta, SWISS, and United Airlines from Chicago to Florence have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
SWISS
7.6
Good
1,737 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Lufthansa
6.8
Okay
7,407 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
ITA Airways
6.7
Okay
1,036 reviews
Delta
8.0
Very good
7,957 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Florence. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Florence from Chicago?

    Florence Peretola (FLR), located 3.7 mi from the city center, is the airport you fly into when you book flights from Chicago to Florence. 10 airlines have flights to Peretola from Chicago on a regular basis. Booking flights from Chicago to Florence Peretola should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • How long is the flight from Chicago to Florence?

    A quick flight from Chicago to Florence can take about 12h 20m. United Airlines provides one of the quickest options available for as low as $681. There are 4680 mi between Chicago and Florence. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Florence round-trip?

    Our cheapest airline available from Chicago to Florence is Scandinavian Airlines. Our recent data shows that you can find tickets from as low as $470 on this airline. Additional options worth looking into are KLM and Air France, starting at $491 and $594 round-trip. Scandinavian Airlines is priced at 50% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Chicago to Florence that include hotel bookings?

    Yes. In addition to deals on Chicago to Florence flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Florence?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Florence.

  • Can I find deals for business class flights from Chicago to Florence?

    Yes. Cheapflights offers flight deals from Chicago to Florence by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Florence?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Florence (average of $754). Flying from Chicago to Florence in June is currently the most expensive (average of $1,294). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 10 airlines flying from Chicago to Florence

Discover the top 10 airlines that operate flights from Chicago to Florence. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$470Average$679FlexibilityNo cancel feeOn-time77%
KLMCheapest$491Average$926FlexibilityNo cancel feeOn-time75%
Air FranceCheapest$594Average$971FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$630Average$1,076FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$647Average$1,040FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$690Average$1,074FlexibilityNo cancel feeOn-time69%
DeltaCheapest$699Average$1,176FlexibilityNo cancel feeOn-timeN/A
SWISSCheapest$708Average$1,100FlexibilityNo cancel feeOn-time79%
IberiaCheapest$741Average$1,084FlexibilityNo cancel feeOn-time77%
ITA AirwaysCheapest$752Average$968FlexibilityNo cancel feeOn-time81%

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