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Cheap flights from Chicago to Florence from $273

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 3/9. 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.
Scandinavian Airlines Logo
7:15 pm - 11:30 am
ORD
-
FLR
33h 15m1 stop
Scandinavian Airlines Logo
12:20 pm - 4:10 pm
FLR
-
ORD
34h 50m1 stop
$403Scandinavian Airlines
Mon, Apr 20 - Fri, May 1
Scandinavian Airlines Logo
7:15 pm - 11:30 am
ORD
-
FLR
33h 15m1 stop
Scandinavian Airlines Logo
12:20 pm - 4:10 pm
FLR
-
ORD
34h 50m1 stop
$404Scandinavian Airlines
Mon, Apr 20 - Fri, May 1
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m1 stop
Scandinavian Airlines Logo
12:20 pm - 4:10 pm
FLR
-
ORD
34h 50m1 stop
$410Scandinavian Airlines
Mon, Apr 20 - Fri, May 1
Scandinavian Airlines Logo
7:15 pm - 11:30 am
ORD
-
FLR
33h 15m1 stop
Scandinavian Airlines Logo
10:00 am - 4:10 pm
FLR
-
ORD
37h 10m2 stops
$411Scandinavian Airlines
Mon, Apr 20 - Fri, May 1
TAP AIR PORTUGAL Logo
6:00 pm - 10:50 am
ORD
-
FLR
33h 50m1 stop
TAP AIR PORTUGAL Logo
7:15 pm - 4:00 pm
FLR
-
ORD
27h 45m1 stop
$416TAP AIR PORTUGAL
Wed, Apr 22 - Thu, Apr 30
TAP AIR PORTUGAL Logo
6:00 pm - 11:00 am
ORD
-
FLR
34h 00m1 stop
TAP AIR PORTUGAL Logo
7:15 pm - 4:15 pm
FLR
-
ORD
28h 00m1 stop
$417TAP AIR PORTUGAL
Fri, Apr 10 - Fri, Apr 24
Delta Logo
10:48 am - 8:55 am
MDW
-
FLR
15h 07m2 stops
Delta Logo
6:40 am - 5:29 pm
FLR
-
MDW
17h 49m2 stops
$689Delta
Tue, Feb 3 - Tue, Feb 10
Multiple Airlines Logo
6:14 pm - 4:20 pm
MDW
-
FLR
15h 06m2 stops
Multiple Airlines Logo
12:15 pm - 10:22 pm
FLR
-
MDW
17h 07m2 stops
$701Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
6:35 pm - 2:25 pm
MDW
-
FLR
12h 50m2 stops
Multiple Airlines Logo
5:00 pm - 4:14 pm
FLR
-
MDW
30h 14m2 stops
$757Multiple Airlines
Tue, Jan 20 - Fri, Mar 6
Delta Logo
1:10 pm - 11:30 am
MDW
-
FLR
15h 20m2 stops
Delta Logo
6:30 am - 4:36 pm
FLR
-
MDW
17h 06m2 stops
$833Delta
Wed, Apr 8 - Wed, Apr 15

Delta flights from Chicago to Florence

Our best Delta deals on Chicago to Florence flight tickets
Delta
Jan 20
ORD5:20 pmChicago O'Hare Intl
14h 05m
1 stop
FLR2:25 pmFlorence Peretola
Mar 6
FLR9:50 amFlorence Peretola
12h 20m
1 stop
ORD3:10 pmChicago O'Hare Intl
$680
Delta
Jan 20
ORD10:40 amChicago O'Hare Intl
20h 45m
2 stops
FLR2:25 pmFlorence Peretola
Mar 6
FLR9:50 amFlorence Peretola
18h 58m
2 stops
ORD9:48 pmChicago O'Hare Intl
$686
Delta
Feb 3
MDW10:48 amChicago Midway
15h 07m
2 stops
FLR8:55 amFlorence Peretola
Feb 10
FLR6:40 amFlorence Peretola
17h 49m
2 stops
MDW5:29 pmChicago Midway
$689

Scandinavian Airlines flights from Chicago to Florence

Our best Scandinavian Airlines deals on Chicago to Florence flight tickets
Scandinavian Airlines
Apr 20
ORD7:15 pmChicago O'Hare Intl
16h 50m
1 stop
FLR7:05 pmFlorence Peretola
May 1
FLR7:55 pmFlorence Peretola
27h 15m
1 stop
ORD4:10 pmChicago O'Hare Intl
$403
Scandinavian Airlines
Apr 27
ORD7:15 pmChicago O'Hare Intl
16h 50m
1 stop
FLR7:05 pmFlorence Peretola
May 8
FLR10:00 amFlorence Peretola
37h 10m
2 stops
ORD4:10 pmChicago O'Hare Intl
$404
Scandinavian Airlines
Apr 20
ORD7:15 pmChicago O'Hare Intl
16h 50m
1 stop
FLR7:05 pmFlorence Peretola
May 1
FLR12:20 pmFlorence Peretola
34h 50m
1 stop
ORD4:10 pmChicago O'Hare Intl
$410

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 January 8, 2026.
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

Mon 4/20

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Fri 5/1

12:20 pm-4:10 pm

1 stop34h 50m

$403

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 4/20

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Fri 5/1

12:20 pm-4:10 pm

1 stop34h 50m

$404

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 4/20

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Fri 5/1

12:20 pm-4:10 pm

1 stop34h 50m

$410

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 4/20

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Fri 5/1

10:00 am-4:10 pm

2 stops37h 10m

$411

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 4/22

6:00 pm-10:50 am

1 stop33h 50m

Florence Peretola

Thu 4/30

7:15 pm-4:00 pm

1 stop27h 45m

$416

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 4/10

6:00 pm-11:00 am

1 stop34h 00m

Florence Peretola

Fri 4/24

7:15 pm-4:15 pm

1 stop28h 00m

$417

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 2/3

10:48 am-8:55 am

2 stops15h 07m

Florence Peretola

Tue 2/10

6:40 am-5:29 pm

2 stops17h 49m

$689

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 2/4

6:14 pm-4:20 pm

2 stops15h 06m

Florence Peretola

Wed 2/11

12:15 pm-10:22 pm

2 stops17h 07m

$701

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 1/20

6:35 pm-2:25 pm

2 stops12h 50m

Florence Peretola

Fri 3/6

5:00 pm-4:14 pm

2 stops30h 14m

$757

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 4/8

1:10 pm-11:30 am

2 stops15h 20m

Florence Peretola

Wed 4/15

6:30 am-4:36 pm

2 stops17h 06m

$833

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 typical price of a round-trip flight between Chicago and Florence?

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 April instead. Flights to Florence in April, while not as cheap as those in November, still average around $784.

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 $982 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 $837 on momondo.

Can stopping save me money on Chicago to Florence flights?

You could potentially save up to 52% on your flight if you consider stops on a Chicago to Florence flight.

How have Chicago to Florence flight prices changed over time?

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

Fastest flight time

11h 35m

Direct flights

None
The fastest flight from Chicago to Florence takes 11h 35m
There are no direct flights from Chicago to Florence. There are no popular flight routes from Chicago to Florence.
Search flight deals

  • How far is Chicago to Florence Peretola by plane?

    There are 4677.4 mi between Chicago and Florence Peretola. 11h 35m 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 $454Free CancellationRating
7.3
1,637 reviews
Search Scandinavian Airlines flights
KLMPriceFrom $491Free CancellationRating
7.7
1,434 reviews
Search KLM flights
Air FrancePriceFrom $588Free CancellationRating
7.4
1,519 reviews
Search Air France flights
SWISSPriceFrom $595Free CancellationRating
7.5
1,843 reviews
Search SWISS flights
LufthansaPriceFrom $630Free CancellationRating
6.8
7,698 reviews
Search Lufthansa flights
British AirwaysPriceFrom $663Free CancellationRating
6.7
7,659 reviews
Search British Airways flights
United AirlinesPriceFrom $669Free CancellationRating
7.4
9,143 reviews
Search United Airlines flights
DeltaPriceFrom $699Free CancellationRating
7.9
8,032 reviews
Search Delta flights
ITA AirwaysPriceFrom $726Free CancellationRating
6.7
1,126 reviews
Search ITA Airways flights
IberiaPriceFrom $741Free CancellationRating
7.0
3,079 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
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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Elba Airport