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$288+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 35 days in advance, depart on a Sunday or Monday and return on a Saturday

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 November 6, 2025.

This oojo deal was found by Cheapflights users on 11/3. 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.
Fri 12/58:15 pmORD - FLR
1 stop32h 20mTAP AIR PORTUGAL
Sat 12/1312:20 pmFLR - ORD
1 stop33h 25mTAP AIR PORTUGAL
Deal found 11/3$506
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/287:20 pmORD - FLR
1 stop32h 40mScandinavian Airlines
Thu 12/1111:50 amFLR - ORD
2 stops55h 53mScandinavian Airlines
Deal found 11/4$525
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Wed 12/312:50 pmORD - FLR
2 stops17h 45mMultiple Airlines
Wed 12/106:30 amFLR - ORD
2 stops15h 25mMultiple Airlines
Deal found 11/4$564
This oojo deal was found by Cheapflights users on 11/4. 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.
Wed 12/311:00 amORD - FLR
2 stops16h 55mITA Airways
Wed 12/106:30 amFLR - ORD
2 stops20h 53mITA Airways
Deal found 11/4$565
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Mon 12/16:50 pmORD - FLR
1 stop11h 55mMultiple Airlines
Wed 12/102:20 pmFLR - ORD
1 stop12h 45mMultiple Airlines
Deal found 11/4$567
This Mytrip deal was found by Cheapflights users on 11/4. 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 11/187:34 pmORD - FLR
3 stops30h 16mMultiple Airlines
Thu 11/279:45 amFLR - ORD
3 stops30h 16mMultiple Airlines
Deal found 11/4$580
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Wed 12/310:35 pmORD - FLR
1 stop16h 40mLufthansa
Wed 12/102:20 pmFLR - ORD
1 stop12h 45mLufthansa
Deal found 11/4$582
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Mon 11/1712:50 pmORD - FLR
2 stops26h 50mMultiple Airlines
Thu 11/279:50 amFLR - ORD
2 stops17h 15mMultiple Airlines
Deal found 11/4$583
This KLM deal was found by Cheapflights users on 11/4. 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.
Wed 12/35:20 pmORD - FLR
1 stop22h 35mKLM
Wed 12/106:40 amFLR - ORD
1 stop14h 40mKLM
Deal found 11/4$584
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/111:03 amORD - FLR
2 stops17h 17mDelta
Wed 12/106:40 amFLR - ORD
1 stop14h 40mDelta
Deal found 11/4$587
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:14 pmMDW - FLR
2 stops15h 26mDelta
Thu 12/116:40 amFLR - MDW
2 stops18h 20mDelta
Deal found 11/4$703
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/41:08 pmMDW - FLR
2 stops18h 17mDelta
Wed 11/266:40 amFLR - MDW
2 stops18h 28mDelta
Deal found 11/4$772

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$494
(oojo)

One-way from

$288
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$741
Provider with most accurate pricing for Chicago (CHI)-Florence Peretola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Florence Peretola flights.
Search Deals
From Chicago (CHI) to Florence Peretola
Search Deals
One-way flight from Chicago (CHI) to Florence Peretola
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($204 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 6, 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

Wed 3/11

10:50 pm-8:40 pm

1 stop15h 50m

Florence Peretola

Wed 3/18

10:20 am-10:53 pm

2 stops18h 33m

$581

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 12/10

5:20 pm-2:25 pm

1 stop14h 05m

Florence Peretola

Tue 12/23

12:15 pm-2:20 pm

1 stop33h 05m

$582

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 12/3

5:20 pm-10:55 pm

1 stop22h 35m

Florence Peretola

Wed 12/10

6:40 am-2:20 pm

1 stop14h 40m

$584

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 12/1

11:03 am-11:20 am

2 stops17h 17m

Florence Peretola

Wed 12/10

6:40 am-2:20 pm

1 stop14h 40m

$587

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 12/3

10:36 am-8:55 am

2 stops15h 19m

Florence Peretola

Wed 12/10

6:40 am-2:20 pm

1 stop14h 40m

$587

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 12/10

2:30 pm-2:25 pm

2 stops16h 55m

Florence Peretola

Tue 12/23

6:50 am-3:10 pm

1 stop15h 20m

$593

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 3/9

2:25 pm-12:35 pm

2 stops16h 10m

Florence Peretola

Thu 3/19

6:30 am-6:12 pm

2 stops17h 42m

$596

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 12/30

6:00 pm-12:35 pm

1 stop11h 35m

Florence Peretola

Fri 1/9

8:00 am-6:25 pm

1 stop17h 25m

$622

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 12/31

1:24 pm-12:35 pm

2 stops16h 11m

Florence Peretola

Fri 1/9

8:00 am-6:25 pm

1 stop17h 25m

$628

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 12/5

6:30 pm-10:00 pm

2 stops20h 30m

Florence Peretola

Sat 12/13

7:10 pm-5:20 pm

3 stops29h 10m

$634

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 36 results
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Compare providers for flights from Chicago to Florence

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Florence in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Florence flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Florence flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Florence flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Florence flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Florence flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 31, 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, December is the cheapest month in which you can book a flight from Chicago to Florence (average of $449). Flying from Chicago to Florence in July is currently the most expensive (average of $725). 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 November 6, 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 28% on your trip compared to booking a flight at noon.

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 November 6, 2025.
See what other customers who have flown with SWISS, Scandinavian Airlines, 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.
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.
SWISS
7.5
Good
1,779 reviews
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.
Scandinavian Airlines
7.4
Good
1,561 reviews
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.
United Airlines
7.4
Good
9,003 reviews
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.
Lufthansa
6.8
Okay
7,555 reviews
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.
ITA Airways
6.7
Okay
1,080 reviews
SWISS
7.5
Good
1,779 reviews

Entertainment

6.8

Overall

7.5

Boarding

7.6

Crew

8.2

Comfort

7.4

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

AMS - ZRH

Amazing alternative from Europe to Hong Kong. Quick connection (even with a non-European passport) and friendly staff that helped me and my family.

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 14h 05m. Lufthansa provides one of the quickest options available for as low as $582. 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 $588 round-trip. Scandinavian Airlines is priced at 49% 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, December is the cheapest month in which you can book a flight from Chicago to Florence (average of $449). Flying from Chicago to Florence in July is currently the most expensive (average of $725). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$470Average$678FlexibilityNo cancel feeOn-time77%
KLMCheapest$491Average$875FlexibilityNo cancel feeOn-time75%
Air FranceCheapest$588Average$971FlexibilityNo cancel feeOn-time77%
SWISSCheapest$595Average$1,093FlexibilityNo cancel feeOn-time79%
LufthansaCheapest$630Average$986FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$647Average$1,019FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$669Average$1,071FlexibilityNo cancel feeOn-time69%
DeltaCheapest$732Average$1,179FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$741Average$1,103FlexibilityNo cancel feeOn-time77%
ITA AirwaysCheapest$752Average$960FlexibilityNo cancel feeOn-time81%

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