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Cheap flights from Chicago to Florence from $277

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Florence departing on 10/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Florence

Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
6:00 pm - 6:30 pmORD-FLR
17h 30m1 stop
TAP AIR PORTUGAL Logo
7:15 pm - 3:25 pmFLR-ORD
27h 10m1 stop
$488TAP AIR PORTUGAL
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Thu, Oct 23 - Thu, Nov 6
SWISS Logo
6:50 pm - 2:20 pmORD-FLR
12h 30m1 stop
SWISS Logo
3:00 pm - 4:20 pmFLR-ORD
32h 20m1 stop
$500SWISS
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Thu, Nov 6 - Mon, Nov 10
Lufthansa Logo
9:50 pm - 4:30 pmORD-FLR
11h 40m1 stop
Lufthansa Logo
10:25 am - 8:05 pmFLR-ORD
16h 40m1 stop
$526Lufthansa
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Fri, Nov 14 - Thu, Nov 20
Lufthansa Logo
9:50 pm - 4:30 pmORD-FLR
11h 40m1 stop
Lufthansa Logo
2:15 pm - 8:05 pmFLR-ORD
12h 50m1 stop
$534Lufthansa
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Tue, Nov 4 - Fri, Nov 14
United Airlines Logo
1:00 pm - 4:30 pmORD-FLR
20h 30m2 stops
United Airlines Logo
6:35 am - 1:10 pmFLR-ORD
13h 35m1 stop
$536United Airlines
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Fri, Nov 14 - Thu, Nov 20
United Airlines Logo
9:50 pm - 4:30 pmORD-FLR
11h 40m1 stop
United Airlines Logo
6:30 am - 5:48 pmFLR-ORD
18h 18m2 stops
$540United Airlines
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Thu, Nov 6 - Wed, Nov 12
Delta Logo
5:20 pm - 2:25 pmORD-FLR
14h 05m1 stop
Delta Logo
6:40 am - 4:46 pmFLR-ORD
17h 06m2 stops
$543Delta
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Thu, Nov 6 - Mon, Nov 10
Delta Logo
5:20 pm - 2:25 pmORD-FLR
14h 05m1 stop
Delta Logo
6:40 am - 5:53 pmFLR-ORD
18h 13m2 stops
$544Delta
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Thu, Nov 6 - Thu, Nov 13
ITA Airways Logo
10:45 am - 10:35 amORD-FLR
16h 50m2 stops
ITA Airways Logo
6:30 am - 6:10 pmFLR-ORD
18h 40m2 stops
$649ITA Airways
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Tue, Oct 14 - Wed, Nov 19
ITA Airways Logo
8:50 am - 2:45 pmORD-FLR
22h 55m2 stops
ITA Airways Logo
11:40 am - 6:10 pmFLR-ORD
37h 30m2 stops
$654ITA Airways
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Tue, Oct 14 - Tue, Nov 18

Delta flights from Chicago to Florence

Our best Delta deals on Chicago to Florence flight tickets
Delta
Nov 6
ORD5:20 pmChicago O'Hare Intl
14h 05m
1 stop
FLR2:25 pmFlorence Peretola
Nov 10
FLR6:40 amFlorence Peretola
17h 06m
2 stops
ORD4:46 pmChicago O'Hare Intl
$543
Find similar
Delta
Nov 6
ORD5:20 pmChicago O'Hare Intl
14h 05m
1 stop
FLR2:25 pmFlorence Peretola
Nov 13
FLR6:40 amFlorence Peretola
18h 13m
2 stops
ORD5:53 pmChicago O'Hare Intl
$544
Find similar
Delta
Nov 14
ORD10:35 amChicago O'Hare Intl
15h 20m
2 stops
FLR8:55 amFlorence Peretola
Nov 20
FLR6:40 amFlorence Peretola
16h 44m
2 stops
ORD4:24 pmChicago O'Hare Intl
$548
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KLM flights from Chicago to Florence

Our best KLM deals on Chicago to Florence flight tickets
KLM
Jan 12
MDW2:00 pmChicago Midway
14h 20m
2 stops
FLR11:20 amFlorence Peretola
Jan 18
FLR6:40 amFlorence Peretola
16h 45m
2 stops
MDW4:25 pmChicago Midway
$548
Find similar
KLM
Jan 2
ORD5:20 pmChicago O'Hare Intl
11h 00m
1 stop
FLR11:20 amFlorence Peretola
Jan 17
FLR6:40 amFlorence Peretola
14h 40m
1 stop
ORD2:20 pmChicago O'Hare Intl
$633
Find similar
KLM
Oct 22
MDW1:08 pmChicago Midway
15h 12m
2 stops
FLR11:20 amFlorence Peretola
Oct 25
FLR6:30 amFlorence Peretola
18h 13m
2 stops
MDW5:43 pmChicago Midway
$1,943
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momondo 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, momondo users made 832,500 searches. Data last updated October 9, 2025.
Use the filters below to find and compare flights from Chicago to Florence that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 10/23

6:00 pm-6:30 pm

1 stop17h 30m

Florence Peretola

Thu 11/6

7:15 pm-3:25 pm

1 stop27h 10m

$488

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 11/6

6:50 pm-2:20 pm

1 stop12h 30m

Florence Peretola

Mon 11/10

3:00 pm-4:20 pm

1 stop32h 20m

$500

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 11/14

9:50 pm-4:30 pm

1 stop11h 40m

Florence Peretola

Thu 11/20

10:25 am-8:05 pm

1 stop16h 40m

$526

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 11/4

9:50 pm-4:30 pm

1 stop11h 40m

Florence Peretola

Fri 11/14

2:15 pm-8:05 pm

1 stop12h 50m

$534

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 11/14

1:00 pm-4:30 pm

2 stops20h 30m

Florence Peretola

Thu 11/20

6:35 am-1:10 pm

1 stop13h 35m

$536

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 11/6

9:50 pm-4:30 pm

1 stop11h 40m

Florence Peretola

Wed 11/12

6:30 am-5:48 pm

2 stops18h 18m

$540

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 11/6

5:20 pm-2:25 pm

1 stop14h 05m

Florence Peretola

Mon 11/10

6:40 am-4:46 pm

2 stops17h 06m

$543

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 11/6

5:20 pm-2:25 pm

1 stop14h 05m

Florence Peretola

Thu 11/13

6:40 am-5:53 pm

2 stops18h 13m

$544

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 10/14

10:45 am-10:35 am

2 stops16h 50m

Florence Peretola

Wed 11/19

6:30 am-6:10 pm

2 stops18h 40m

$649

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 10/14

8:50 am-2:45 pm

2 stops22h 55m

Florence Peretola

Tue 11/18

11:40 am-6:10 pm

2 stops37h 30m

$654

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florence from

How to get the cheapest flight ticket from Chicago to Florence

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florence?

If you aren’t able to travel during the month of November, then book flights to Florence from Chicago during October instead. Flights to Florence in October, while not as cheap as those in November, still average around $759.

What is the cheapest day to depart on your flight to Florence?

On average, the least expensive day to fly to Florence from Chicago is on a Sunday. momondo users have found tickets for Sunday departures for as low as $1,011. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Florence on Friday is $1,251.

What is the cheapest time of day to depart on your flight to Florence?

Our data shows that the cheapest Chicago to Florence flights are usually those with departure times in the morning. Our users have found flights to Florence in the morning for as low as $908. Flights to Florence are more costly at noon, with an average ticket price of $1,523. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Florence from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Florence for around $1,014 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florence from Chicago for as low as $853 on momondo.

Can stopping save me money on Chicago to Florence flights?

You could potentially save up to 63% on your flight if you consider stops on a Chicago to Florence flight.

When to book flights from Chicago to Florence

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Florence according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Florence (CHI to FLR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Florence

Direct flights

None
There are no direct flights from Chicago to Florence. There are no popular flight routes from Chicago to Florence.
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  • How far is Chicago to Florence Peretola by plane?

    There are 4677.4 mi between Chicago and Florence Peretola. 11h 00m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Florence Peretola Airport?

    Prices for flights from Chicago to Florence Peretola Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Florence Peretola Airport?

  • How old do you have to be to fly from Chicago to Florence Peretola Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Florence Peretola Airport.

  • What documentation or ID do you need to fly to Florence Peretola Airport?

    The travel and health documents you'll need for your trip to Florence Peretola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Florence Peretola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Florence?

Best airlines flying from Chicago to Florence

Compare and see reviews for airlines that fly from Chicago to Florence with momondo
Airline
Rating
Free Cancellation
Price
Scandinavian AirlinesPriceFrom $470Free CancellationRating
7.4
1,530 reviews
Search Scandinavian Airlines flights
KLMPriceFrom $491Free CancellationRating
7.7
1,399 reviews
Search KLM flights
Air FrancePriceFrom $588Free CancellationRating
7.4
1,467 reviews
Search Air France flights
LufthansaPriceFrom $630Free CancellationRating
6.8
7,463 reviews
Search Lufthansa flights
British AirwaysPriceFrom $647Free CancellationRating
6.7
7,446 reviews
Search British Airways flights
United AirlinesPriceFrom $669Free CancellationRating
7.4
8,966 reviews
Search United Airlines flights
SWISSPriceFrom $708Free CancellationRating
7.6
1,766 reviews
Search SWISS flights
DeltaPriceFrom $732Free CancellationRating
7.9
7,971 reviews
Search Delta flights
ITA AirwaysPriceFrom $752Free CancellationRating
6.7
1,061 reviews
Search ITA Airways flights
IberiaPriceFrom $777Free CancellationRating
7.0
2,982 reviews
Search Iberia flights

Traveling to a place near Florence?

Book flights to Florence if you plan to visit one of these locations
Siena
Prato
San Gimignano
Montecatini Terme
Arezzo
Pistoia
Colle di Val d'Elsa
Fiesole
Poggibonsi
Impruneta
Greve in Chianti
Monteriggioni
Volterra

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Florence?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Florence. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Florence with flexible booking policies on momondo?

momondo does allow users to show only those flights to Florence from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Florence?

momondo helps you find the best flight between Chicago and Florence by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Florence right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Florence, momondo offers a useful price alert feature which will track prices for flights to Florence from Chicago and alert you when they change.

An easier way to manage your Florence trip

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