Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Florence from $272

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 4/21. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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 15m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$433Scandinavian Airlines
Mon, Apr 6 - Thu, Apr 16
Scandinavian Airlines Logo
7:15 pm - 11:30 am
ORD
-
FLR
33h 15m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$443Scandinavian Airlines
Mon, Apr 6 - Tue, Apr 21
Scandinavian Airlines Logo
7:15 pm - 11:30 am
ORD
-
FLR
33h 15m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$446Scandinavian Airlines
Mon, Apr 6 - Tue, Apr 21
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$452Scandinavian Airlines
Mon, Mar 30 - Tue, Apr 14
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$453Scandinavian Airlines
Wed, Apr 22 - Thu, Apr 30
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$454Scandinavian Airlines
Wed, Apr 22 - Thu, Apr 30
Delta Logo
6:34 pm - 7:50 pm
MDW
-
FLR
19h 16m
2 stops
Delta Logo
6:30 am - 10:31 pm
FLR
-
MDW
23h 01m
2 stops
$750Delta
Mon, Mar 23 - Mon, Mar 30
Delta Logo
6:38 pm - 7:00 pm
MDW
-
FLR
17h 22m
2 stops
Delta Logo
11:20 am - 6:33 pm
FLR
-
MDW
14h 13m
2 stops
$863Delta
Mon, May 4 - Thu, May 14
Delta Logo
1:10 pm - 12:10 pm
MDW
-
FLR
16h 00m
2 stops
Delta Logo
6:30 am - 5:58 pm
FLR
-
MDW
18h 28m
2 stops
$878Delta
Mon, Apr 6 - Tue, Apr 21
Multiple Airlines Logo
9:35 am - 2:25 pm
MDW
-
FLR
22h 50m
2 stops
Multiple Airlines Logo
8:45 pm - 5:54 pm
FLR
-
MDW
27h 09m
2 stops
$1,151Multiple Airlines
Wed, Mar 18 - Mon, Mar 23

Lufthansa flights from Chicago to Florence

Our best Lufthansa deals on Chicago to Florence flight tickets
Lufthansa
Mar 9
ORD10:50 pmChicago O'Hare Intl
17h 10m
1 stop
FLR10:00 pmFlorence Peretola
Mar 19
FLR10:25 amFlorence Peretola
15h 00m
2 stops
ORD7:25 pmChicago O'Hare Intl
$867
Lufthansa
Mar 10
ORD10:50 pmChicago O'Hare Intl
11h 40m
1 stop
FLR4:30 pmFlorence Peretola
Mar 16
FLR5:15 pmFlorence Peretola
26h 55m
2 stops
ORD2:10 pmChicago O'Hare Intl
$875
Lufthansa
Mar 10
ORD10:50 pmChicago O'Hare Intl
11h 40m
1 stop
FLR4:30 pmFlorence Peretola
Mar 16
FLR6:30 amFlorence Peretola
13h 55m
1 stop
ORD2:25 pmChicago O'Hare Intl
$880

Delta flights from Chicago to Florence

Our best Delta deals on Chicago to Florence flight tickets
Delta
Mar 23
MDW6:34 pmChicago Midway
19h 16m
2 stops
FLR7:50 pmFlorence Peretola
Mar 30
FLR6:30 amFlorence Peretola
23h 01m
2 stops
MDW10:31 pmChicago Midway
$750
Delta
May 4
MDW6:38 pmChicago Midway
17h 22m
2 stops
FLR7:00 pmFlorence Peretola
May 14
FLR11:20 amFlorence Peretola
14h 13m
2 stops
MDW6:33 pmChicago Midway
$863
Delta
Apr 6
MDW1:10 pmChicago Midway
16h 00m
2 stops
FLR12:10 pmFlorence Peretola
Apr 21
FLR6:30 amFlorence Peretola
18h 28m
2 stops
MDW5:58 pmChicago Midway
$878

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 February 24, 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 4/6

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Thu 4/16

7:55 pm-4:10 pm

1 stop27h 15m

$433

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 4/6

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Tue 4/21

7:55 pm-4:10 pm

1 stop27h 15m

$443

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 4/6

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

Tue 4/21

7:55 pm-4:10 pm

1 stop27h 15m

$446

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 3/30

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Tue 4/14

7:55 pm-4:10 pm

1 stop27h 15m

$452

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 4/22

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Thu 4/30

7:55 pm-4:10 pm

1 stop27h 15m

$453

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 4/22

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Thu 4/30

7:55 pm-4:10 pm

1 stop27h 15m

$454

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 3/23

6:34 pm-7:50 pm

2 stops19h 16m

Florence Peretola

Mon 3/30

6:30 am-10:31 pm

2 stops23h 01m

$750

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 5/4

6:38 pm-7:00 pm

2 stops17h 22m

Florence Peretola

Thu 5/14

11:20 am-6:33 pm

2 stops14h 13m

$863

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 4/6

1:10 pm-12:10 pm

2 stops16h 00m

Florence Peretola

Tue 4/21

6:30 am-5:58 pm

2 stops18h 28m

$878

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 3/18

9:35 am-2:25 pm

2 stops22h 50m

Florence Peretola

Mon 3/23

8:45 pm-5:54 pm

2 stops27h 09m

$1,151

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $775.

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 $979 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 $825 on momondo.

Can stopping save me money on Chicago to Florence flights?

You could potentially save up to 62% 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 $443Free CancellationRating
7.3
1,699 reviews
Search Scandinavian Airlines flights
Air FrancePriceFrom $478Free CancellationRating
7.4
1,537 reviews
Search Air France flights
KLMPriceFrom $491Free CancellationRating
7.7
1,460 reviews
Search KLM flights
SWISSPriceFrom $586Free CancellationRating
7.6
1,880 reviews
Search SWISS flights
LufthansaPriceFrom $630Free CancellationRating
6.8
7,809 reviews
Search Lufthansa flights
British AirwaysPriceFrom $647Free CancellationRating
6.7
7,764 reviews
Search British Airways flights
United AirlinesPriceFrom $669Free CancellationRating
7.4
9,345 reviews
Search United Airlines flights
IberiaPriceFrom $687Free CancellationRating
7.0
3,125 reviews
Search Iberia flights
DeltaPriceFrom $699Free CancellationRating
7.9
8,237 reviews
Search Delta flights
ITA AirwaysPriceFrom $722Free CancellationRating
6.7
1,152 reviews
Search ITA Airways 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
Colle di Val d'Elsa
Fiesole
Pistoia
Impruneta
Greve in Chianti
Monteriggioni
Volterra
Poggibonsi

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 3/26
Thu 4/2
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Italy

Airports servicing Tuscany

Pisa Gal Galilei Airport
Elba Airport