What airlines fly to Tuscany?

Lufthansa, British Airways and United Airlines are the top three most popular airlines that fly to Tuscany from Chicago according to our data. Lufthansa is the first choice among our users, with 30% of people opting to fly with this airline when traveling to Tuscany. Keep in mind that there are 10 different airlines that fly to Tuscany on a routine basis, so you have a few additional options to choose from.

How many flights depart from Chicago to Tuscany on average per week?

As of February 2026, 42 flights take off from Chicago and land in Tuscany each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

What is the cheapest airline that flies from Chicago to Tuscany?

Air Serbia, Scandinavian Airlines, and Icelandair are the most popular carriers operating from Chicago to Tuscany

When did momondo last update prices for flights from Chicago to Tuscany?

Prices for flights from Chicago to Tuscany were last updated today.

How many operators does momondo search for flights from Chicago to Tuscany?

As of February 2026, there are 17 operators available to choose from for flights from Chicago to Tuscany.

How old do you have to be to fly from Chicago to Tuscany?

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 Tuscany.

What documentation or ID do you need to fly to Tuscany?

The required travel and health documents for your Tuscany trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Tuscany. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$242 Cheap Flights from Chicago to Tuscany in 2026

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Find the cheapest flights from Chicago to Tuscany

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 pm - 11:30 am

ORD

FLR

33h 15m

1 stop

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$433Scandinavian Airlines

Mon, Apr 6 - Thu, Apr 16

7:15 pm - 7:05 pm

ORD

FLR

16h 50m

1 stop

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$446Scandinavian Airlines

Wed, Apr 22 - Tue, Apr 28

7:15 pm - 7:05 pm

ORD

FLR

16h 50m

1 stop

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$452Scandinavian Airlines

Mon, Mar 30 - Tue, Apr 14

9:30 am - 11:00 am

MDW

FCO

18h 30m

1 stop

6:30 am - 6:31 pm

FCO

MDW

19h 01m

2 stops

$538Delta

Sun, Aug 16 - Fri, Aug 28

11:15 am - 7:15 am

ORD

FCO

13h 00m

1 stop

9:25 am - 1:10 pm

FCO

ORD

10h 45mnonstop

$539ITA Airways

Wed, Aug 12 - Sun, Aug 23

12:47 pm - 6:55 am

MDW

FCO

12h 08m

1 stop

6:10 am - 5:22 pm

FCO

MDW

17h 12m

2 stops

$539Delta

Mon, Mar 9 - Tue, Mar 17

2:12 pm - 10:15 am

MDW

FCO

13h 03m

1 stop

1:10 pm - 10:28 pm

FCO

MDW

16h 18m

1 stop

$573KLM

Wed, Apr 15 - Thu, Apr 23

8:58 pm - 11:20 am

ORD

PSA

31h 22m

2 stops

8:30 pm - 7:21 pm

PSA

ORD

29h 51m

2 stops

$598British Airways

Tue, Apr 14 - Tue, Apr 21

8:58 pm - 11:20 am

ORD

PSA

31h 22m

2 stops

8:30 pm - 6:15 pm

PSA

ORD

28h 45m

1 stop

$600British Airways

Tue, Apr 14 - Tue, Apr 21

6:36 pm - 2:40 pm

MDW

PSA

37h 04m

2 stops

3:00 pm - 4:17 pm

PSA

MDW

32h 17m

2 stops

$865KLM

Sat, May 9 - Tue, May 19

United Airlines flights from Chicago to Tuscany

Our best United Airlines deals on Chicago to Tuscany flight tickets

United Airlines

Feb 24

ORD7:15 amChicago O'Hare Intl

19h 10m

1 stop

FCO9:25 amRome Fiumicino

Mar 3

FCO7:05 amRome Fiumicino

21h 59m

2 stops

ORD10:04 pmChicago O'Hare Intl

$534

United Airlines

Mar 1

ORD8:50 amChicago O'Hare Intl

16h 40m

1 stop

FCO8:30 amRome Fiumicino

Mar 12

FCO7:00 amRome Fiumicino

18h 45m

2 stops

ORD7:45 pmChicago O'Hare Intl

$537

United Airlines

Feb 24

ORD8:50 amChicago O'Hare Intl

17h 35m

2 stops

FCO9:25 amRome Fiumicino

Mar 3

FCO7:05 amRome Fiumicino

21h 59m

2 stops

ORD10:04 pmChicago O'Hare Intl

$538

Air France flights from Chicago to Tuscany

Our best Air France deals on Chicago to Tuscany flight tickets

Air France

Aug 1

MDW5:59 pmChicago Midway

34h 01m

1 stop

FCO11:00 amRome Fiumicino

Aug 13

FCO9:00 amRome Fiumicino

16h 31m

1 stop

MDW6:31 pmChicago Midway

$634

Air France

Feb 26

MDW6:40 pmChicago Midway

32h 50m

1 stop

FCO10:30 amRome Fiumicino

Mar 2

FCO12:40 pmRome Fiumicino

36h 05m

1 stop

MDW5:45 pmChicago Midway

$909

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

Wed 4/22

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Tue 4/28

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

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 8/16

9:30 am-11:00 am

1 stop18h 30m

Rome Fiumicino

Fri 8/28

6:30 am-6:31 pm

2 stops19h 01m

$538

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 8/12

11:15 am-7:15 am

1 stop13h 00m

Rome Fiumicino

Sun 8/23

9:25 am-1:10 pm

Nonstop10h 45m

$539

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 3/9

12:47 pm-6:55 am

1 stop12h 08m

Rome Fiumicino

Tue 3/17

6:10 am-5:22 pm

2 stops17h 12m

$539

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Wed 4/15

2:12 pm-10:15 am

1 stop13h 03m

Rome Fiumicino

Thu 4/23

1:10 pm-10:28 pm

1 stop16h 18m

$573

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Tue 4/14

8:58 pm-11:20 am

2 stops31h 22m

Pisa Gal Galilei

Tue 4/21

8:30 pm-7:21 pm

2 stops29h 51m

$598

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Tue 4/14

8:58 pm-11:20 am

2 stops31h 22m

Pisa Gal Galilei

Tue 4/21

8:30 pm-6:15 pm

1 stop28h 45m

$600

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sat 5/9

6:36 pm-2:40 pm

2 stops37h 04m

Pisa Gal Galilei

Tue 5/19

3:00 pm-4:17 pm

2 stops32h 17m

$865

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Tuscany

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

Prices

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Other information

What is the cheapest month to fly to Tuscany?

The month of November is, on average, the cheapest month to fly to Tuscany from Chicago, with most prices found around $731. If you’re not able to fly to Tuscany in November, then October is your next best option. Flight prices from Chicago to Tuscany during October average around $775.

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

You are more likely to see cheaper flights to Tuscany from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Tuscany for around $979 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Tuscany from Chicago for as low as $825 on momondo.

Can stopping save me money on Chicago to Tuscany flights?

You could potentially save up to 28% on your flight if you consider stops on a Chicago to Tuscany flight.

Cheap Chicago to Tuscany flight deals and tips

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

Fastest flight time	9h 00m
Direct flights	Every day
Airports in Tuscany	45 airports

The fastest flight from Chicago to Tuscany takes 9h 00m

Direct flights go from Chicago to Tuscany every day.

There are 45 airports in Tuscany. From Chicago there are direct flights to Rome Fiumicino (FCO).

Search flight deals

When did momondo last update prices for flights from Chicago to Tuscany?
Prices for flights from Chicago to Tuscany were last updated today.
How many operators does momondo search for flights from Chicago to Tuscany?
As of February 2026, there are 17 operators available to choose from for flights from Chicago to Tuscany.
How old do you have to be to fly from Chicago to Tuscany?
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 Tuscany.
What documentation or ID do you need to fly to Tuscany?
The required travel and health documents for your Tuscany trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Tuscany. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Tuscany

Compare and see reviews for airlines that fly from Chicago to Tuscany with momondo

Airline	Rating	Free Cancellation	Price
Scandinavian Airlines	PriceFrom $443	Free Cancellation	Rating 7.3 1,697 reviews	Search Scandinavian Airlines flights
British Airways	PriceFrom $458	Free Cancellation	Rating 6.7 7,757 reviews	Search British Airways flights
Air France	PriceFrom $478	Free Cancellation	Rating 7.4 1,536 reviews	Search Air France flights
KLM	PriceFrom $491	Free Cancellation	Rating 7.7 1,458 reviews	Search KLM flights
SWISS	PriceFrom $586	Free Cancellation	Rating 7.6 1,880 reviews	Search SWISS flights
Lufthansa	PriceFrom $630	Free Cancellation	Rating 6.8 7,803 reviews	Search Lufthansa flights
United Airlines	PriceFrom $669	Free Cancellation	Rating 7.4 9,339 reviews	Search United Airlines flights
Iberia	PriceFrom $687	Free Cancellation	Rating 7.0 3,123 reviews	Search Iberia flights
Delta	PriceFrom $699	Free Cancellation	Rating 7.9 8,237 reviews	Search Delta flights
ITA Airways	PriceFrom $722	Free Cancellation	Rating 6.7 1,151 reviews	Search ITA Airways flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Tuscany from Chicago.

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

momondo does allow users to show only those flights to Tuscany 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 Tuscany?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Tuscany.

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

Yes momondo offers price alerts on flights to Tuscany from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Flights to Romefrom $351

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Flights to Florencefrom $391

Flights to Cataniafrom $408

Flights to Palermofrom $431

Flights to Bolognafrom $387

Flights to Barifrom $386

Flights to Olbiafrom $396

Flights to Pisafrom $410

Flights to Cagliarifrom $504

Cheap flights from Chicago to Tuscany from $242

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 Tuscany departing on 4/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Chicago to Tuscany

What is the cheapest month to fly to Tuscany?

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

Can stopping save me money on Chicago to Tuscany flights?

What is the cheapest airline that flies from Chicago to Tuscany?

What airlines fly to Tuscany?

How many flights depart from Chicago to Tuscany on average per week?

Cheap Chicago to Tuscany flight deals and tips

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

Fastest flight time

Direct flights

Airports in Tuscany

Best airlines flying from Chicago to Tuscany

Compare and see reviews for airlines that fly from Chicago to Tuscany with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Tuscany 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Tuscany

Popular cities in Tuscany

Popular flights according to clicks in the last 7 days on momondo

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List of cabin classes available on flights landing in Tuscany. Availability may vary depending on flight origin and airline.

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