What airlines fly to Tuscany?

ITA Airways, British Airways and Lufthansa are the top three most popular airlines that fly to Tuscany from Chicago according to our data. ITA Airways is the first choice among our users, with 31% 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.

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

TAP AIR PORTUGAL is the most popular carrier operating from Chicago to Tuscany

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

As of October 2025, 77 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.

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 October 2025, 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.

$197 Cheap Flights from Chicago to Tuscany in 2025/26

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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.

7:20 pm - 11:05 amORD-FCO

32h 45m1 stop

11:55 am - 4:45 pmFCO-ORD

35h 50m1 stop

$438Scandinavian Airlines

Find Deal

Sat, Jan 17 - Fri, Jan 23

8:25 pm - 6:45 pmORD-FCO

15h 20m1 stop

6:00 am - 3:00 pmFCO-ORD

16h 00m1 stop

$440TAP AIR PORTUGAL

Find Deal

Sun, Nov 2 - Wed, Nov 12

7:10 pm - 6:45 pmORD-FCO

16h 35m1 stop

6:00 am - 3:15 pmFCO-ORD

16h 15m1 stop

$443TAP AIR PORTUGAL

Find Deal

Wed, Nov 5 - Fri, Nov 14

1:00 pm - 8:30 amORD-FCO

12h 30m1 stop

7:05 am - 3:20 pmFCO-ORD

15h 15m1 stop

$486United Airlines

Find Deal

Sun, Nov 9 - Tue, Nov 25

4:45 pm - 7:45 amORD-FCO

9h 00mnonstop

7:05 am - 1:10 pmFCO-ORD

13h 05m1 stop

$491United Airlines

Find Deal

Mon, Oct 27 - Wed, Nov 5

10:50 pm - 6:15 pmORD-FCO

13h 25m1 stop

7:05 am - 1:10 pmFCO-ORD

13h 05m1 stop

$501Lufthansa

Find Deal

Wed, Oct 29 - Wed, Nov 5

10:45 pm - 9:30 amORD-PSA

28h 45m1 stop

10:20 am - 6:45 pmPSA-ORD

15h 25m1 stop

$539British Airways

Find Deal

Sun, Oct 26 - Tue, Nov 11

4:20 pm - 6:30 pmORD-FLR

19h 10m1 stop

2:20 pm - 8:05 pmFLR-ORD

12h 45m1 stop

$565Lufthansa

Find Deal

Tue, Dec 2 - Wed, Dec 10

10:39 am - 6:25 pmORD-FLR

25h 46m2 stops

6:30 am - 6:12 pmFLR-ORD

17h 42m2 stops

$569ITA Airways

Find Deal

Wed, Mar 11 - Wed, Mar 18

9:45 pm - 9:30 amORD-PSA

28h 45m1 stop

11:00 am - 1:50 pmPSA-ORD

33h 50m1 stop

$588British Airways

Find Deal

Sun, Nov 9 - Sat, Nov 15

Scandinavian Airlines flights from Chicago to Tuscany

Our best Scandinavian Airlines deals on Chicago to Tuscany flight tickets

Scandinavian Airlines

Jan 17

ORD7:20 pmChicago O'Hare Intl

32h 45m

1 stop

FCO11:05 amRome Fiumicino

Jan 23

FCO11:55 amRome Fiumicino

35h 50m

1 stop

ORD4:45 pmChicago O'Hare Intl

$438

Find similar

Scandinavian Airlines

Dec 5

ORD7:20 pmChicago O'Hare Intl

32h 35m

1 stop

FCO10:55 amRome Fiumicino

Dec 12

FCO11:55 amRome Fiumicino

35h 50m

1 stop

ORD4:45 pmChicago O'Hare Intl

$462

Find similar

Scandinavian Airlines

Nov 8

ORD6:20 pmChicago O'Hare Intl

33h 45m

2 stops

FCO11:05 amRome Fiumicino

Nov 19

FCO11:55 amRome Fiumicino

35h 50m

1 stop

ORD4:45 pmChicago O'Hare Intl

$481

Find similar

TAP AIR PORTUGAL flights from Chicago to Tuscany

Our best TAP AIR PORTUGAL deals on Chicago to Tuscany flight tickets

TAP AIR PORTUGAL

Nov 2

ORD8:25 pmChicago O'Hare Intl

15h 20m

1 stop

FCO6:45 pmRome Fiumicino

Nov 12

FCO6:00 amRome Fiumicino

16h 00m

1 stop

ORD3:00 pmChicago O'Hare Intl

$440

Find similar

TAP AIR PORTUGAL

Nov 5

ORD7:10 pmChicago O'Hare Intl

16h 35m

1 stop

FCO6:45 pmRome Fiumicino

Nov 14

FCO6:00 amRome Fiumicino

16h 15m

1 stop

ORD3:15 pmChicago O'Hare Intl

$443

Find similar

TAP AIR PORTUGAL

Jan 25

ORD8:25 pmChicago O'Hare Intl

15h 20m

1 stop

FCO6:45 pmRome Fiumicino

May 9

FCO8:00 pmRome Fiumicino

27h 10m

1 stop

ORD4:10 pmChicago O'Hare Intl

$444

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sat 1/17

7:20 pm-11:05 am

1 stop32h 45m

Rome Fiumicino

Fri 1/23

11:55 am-4:45 pm

1 stop35h 50m

$438

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 11/2

8:25 pm-6:45 pm

1 stop15h 20m

Rome Fiumicino

Wed 11/12

6:00 am-3:00 pm

1 stop16h 00m

$440

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 11/5

7:10 pm-6:45 pm

1 stop16h 35m

Rome Fiumicino

Fri 11/14

6:00 am-3:15 pm

1 stop16h 15m

$443

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 11/9

1:00 pm-8:30 am

1 stop12h 30m

Rome Fiumicino

Tue 11/25

7:05 am-3:20 pm

1 stop15h 15m

$486

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 10/27

4:45 pm-7:45 am

Nonstop9h 00m

Rome Fiumicino

Wed 11/5

7:05 am-1:10 pm

1 stop13h 05m

$491

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 10/29

10:50 pm-6:15 pm

1 stop13h 25m

Rome Fiumicino

Wed 11/5

7:05 am-1:10 pm

1 stop13h 05m

$501

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sun 10/26

10:45 pm-9:30 am

1 stop28h 45m

Pisa Gal Galilei

Tue 11/11

10:20 am-6:45 pm

1 stop15h 25m

$539

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 12/2

4:20 pm-6:30 pm

1 stop19h 10m

Florence Peretola

Wed 12/10

2:20 pm-8:05 pm

1 stop12h 45m

$565

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 3/11

10:39 am-6:25 pm

2 stops25h 46m

Florence Peretola

Wed 3/18

6:30 am-6:12 pm

2 stops17h 42m

$569

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sun 11/9

9:45 pm-9:30 am

1 stop28h 45m

Pisa Gal Galilei

Sat 11/15

11:00 am-1:50 pm

1 stop33h 50m

$588

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

Airlines

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 $742. 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 $765.

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

On average, the least expensive day to fly to Tuscany from Chicago is on a Sunday. momondo users have found tickets for Sunday departures for as low as $984. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $1,399. These prices are subject to change though, so be sure to set up a Price Alert for flights to Tuscany.

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

Our data shows that the cheapest Chicago to Tuscany flights are usually those with departure times in the morning. Our users have found flights to Tuscany in the morning for as low as $900. At noon is when there is more demand to fly to Tuscany, so prices are often more expensive at around $1,583 per ticket.

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 $1,014 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 $844 on momondo.

Can stopping save me money on Chicago to Tuscany flights?

You could potentially save up to 63% 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	1 airport

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

Direct flights go from Chicago to Tuscany every day.

There is 1 airport near Tuscany: 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 October 2025, 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 $470	Free Cancellation	Rating 7.4 1,510 reviews	Search Scandinavian Airlines flights
KLM	PriceFrom $491	Free Cancellation	Rating 7.8 1,389 reviews	Search KLM flights
British Airways	PriceFrom $556	Free Cancellation	Rating 6.7 7,413 reviews	Search British Airways flights
Air France	PriceFrom $588	Free Cancellation	Rating 7.4 1,468 reviews	Search Air France flights
Lufthansa	PriceFrom $630	Free Cancellation	Rating 6.8 7,443 reviews	Search Lufthansa flights
United Airlines	PriceFrom $669	Free Cancellation	Rating 7.4 8,929 reviews	Search United Airlines flights
Delta	PriceFrom $699	Free Cancellation	Rating 7.9 7,961 reviews	Search Delta flights
SWISS	PriceFrom $708	Free Cancellation	Rating 7.5 1,754 reviews	Search SWISS flights
ITA Airways	PriceFrom $752	Free Cancellation	Rating 6.7 1,055 reviews	Search ITA Airways flights
Iberia	PriceFrom $777	Free Cancellation	Rating 7.0 2,966 reviews	Search Iberia 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.