What airlines fly to Tuscany?

United Airlines, Lufthansa and British Airways are the top three most popular airlines that fly to Tuscany from Chicago according to our data. United Airlines 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?

British Airways, Scandinavian Airlines, and Delta are the most popular carriers operating from Chicago to Tuscany

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

As of May 2026, 88 flights take off from Chicago and land in Tuscany each week. The most common flight departure day for this route is Tue, with 16% 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 May 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.

$381 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 - 7:05 pm

ORD

FLR

16h 50m

1 stop

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$575Scandinavian Airlines

Wed, Oct 7 - Wed, Oct 14

7:15 pm - 7:05 pm

ORD

FLR

16h 50m

1 stop

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$582Scandinavian Airlines

Thu, Oct 1 - Tue, Oct 13

7:15 pm - 9:10 am

ORD

FLR

54h 55m

2 stops

7:55 pm - 4:10 pm

FLR

ORD

27h 15m

1 stop

$583Scandinavian Airlines

Tue, Oct 6 - Tue, Oct 13

7:25 pm - 7:20 pm

ORD

PSA

16h 55m

2 stops

6:00 am - 7:52 pm

PSA

ORD

20h 52m

2 stops

$738Multiple Airlines

Sun, Aug 23 - Thu, Aug 27

10:54 am - 8:55 am

MDW

FLR

15h 01m

2 stops

6:30 am - 6:01 pm

FLR

MDW

18h 31m

2 stops

$816Delta

Sun, Aug 16 - Tue, Aug 25

8:45 am - 9:15 am

ORD

FCO

17h 30m

1 stop

9:35 am - 7:52 pm

FCO

ORD

17h 17m

2 stops

$845Multiple Airlines

Mon, Jul 20 - Thu, Jul 30

1:18 pm - 11:00 am

MDW

FCO

14h 42m

1 stop

9:00 am - 6:25 pm

FCO

MDW

16h 25m

1 stop

$847KLM

Mon, Jul 20 - Fri, Jul 31

12:41 pm - 10:50 am

MDW

FCO

15h 09m

1 stop

9:00 am - 6:33 pm

FCO

MDW

16h 33m

1 stop

$848Delta

Mon, Jul 20 - Wed, Aug 5

3:45 pm - 7:55 am

ORD

FCO

9h 10mnonstop

1:20 pm - 12:55 pm

FCO

ORD

30h 35m

1 stop

$855United Airlines

Mon, Jul 27 - Mon, Aug 10

5:35 pm - 3:05 pm

MDW

PSA

14h 30m

2 stops

10:15 pm - 4:25 pm

PSA

MDW

25h 10m

2 stops

$1,529KLM

Fri, Oct 9 - Sat, Oct 17

Air Canada flights from Chicago to Tuscany

Our best Air Canada deals on Chicago to Tuscany flight tickets

Air Canada

Jul 20

ORD7:10 amChicago O'Hare Intl

19h 05m

1 stop

FCO9:15 amRome Fiumicino

Jul 31

FCO12:25 pmRome Fiumicino

14h 27m

1 stop

ORD7:52 pmChicago O'Hare Intl

$844

Air Canada

Jul 20

ORD8:45 amChicago O'Hare Intl

17h 30m

1 stop

FCO9:15 amRome Fiumicino

Jul 31

FCO6:50 amRome Fiumicino

17h 07m

2 stops

ORD4:57 pmChicago O'Hare Intl

$846

Air Canada

Jun 8

ORD11:05 amChicago O'Hare Intl

15h 10m

1 stop

FCO9:15 amRome Fiumicino

Jun 24

FCO11:30 amRome Fiumicino

15h 17m

2 stops

ORD7:47 pmChicago O'Hare Intl

$857

KLM flights from Chicago to Tuscany

Our best KLM deals on Chicago to Tuscany flight tickets

KLM

Jul 20

MDW1:18 pmChicago Midway

14h 42m

1 stop

FCO11:00 amRome Fiumicino

Jul 31

FCO9:00 amRome Fiumicino

16h 25m

1 stop

MDW6:25 pmChicago Midway

$847

KLM

Aug 17

MDW1:27 pmChicago Midway

14h 33m

1 stop

FCO11:00 amRome Fiumicino

Aug 22

FCO1:10 pmRome Fiumicino

16h 26m

1 stop

MDW10:36 pmChicago Midway

$877

KLM

Jul 31

MDW11:05 amChicago Midway

13h 30m

1 stop

FCO7:35 amRome Fiumicino

Aug 18

FCO1:10 pmRome Fiumicino

16h 26m

1 stop

MDW10:36 pmChicago Midway

$898

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 10/7

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Wed 10/14

7:55 pm-4:10 pm

1 stop27h 15m

$575

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 10/1

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Tue 10/13

7:55 pm-4:10 pm

1 stop27h 15m

$582

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 10/6

7:15 pm-9:10 am

2 stops54h 55m

Florence Peretola

Tue 10/13

7:55 pm-4:10 pm

1 stop27h 15m

$583

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sun 8/23

7:25 pm-7:20 pm

2 stops16h 55m

Pisa Gal Galilei

Thu 8/27

6:00 am-7:52 pm

2 stops20h 52m

$738

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 8/16

10:54 am-8:55 am

2 stops15h 01m

Florence Peretola

Tue 8/25

6:30 am-6:01 pm

2 stops18h 31m

$816

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 7/20

8:45 am-9:15 am

1 stop17h 30m

Rome Fiumicino

Thu 7/30

9:35 am-7:52 pm

2 stops17h 17m

$845

Quickest round-trip

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 7/20

1:18 pm-11:00 am

1 stop14h 42m

Rome Fiumicino

Fri 7/31

9:00 am-6:25 pm

1 stop16h 25m

$847

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 7/20

12:41 pm-10:50 am

1 stop15h 09m

Rome Fiumicino

Wed 8/5

9:00 am-6:33 pm

1 stop16h 33m

$848

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 7/27

3:45 pm-7:55 am

Nonstop9h 10m

Rome Fiumicino

Mon 8/10

1:20 pm-12:55 pm

1 stop30h 35m

$855

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Fri 10/9

5:35 pm-3:05 pm

2 stops14h 30m

Pisa Gal Galilei

Sat 10/17

10:15 pm-4:25 pm

2 stops25h 10m

$1,529

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 October is, on average, the cheapest month to fly to Tuscany from Chicago, with most prices found around $435. If you’re not able to fly to Tuscany in October, then April is your next best option. Flight prices from Chicago to Tuscany during April average around $443.

How far in advance should I book a flight from Chicago 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 $987 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 $850 on momondo.

Can stopping save me money on Chicago to Tuscany flights?

You could potentially save up to 22% 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 05m
Direct flights	Every day
Airports in Tuscany	45 airports

The fastest flight from Chicago to Tuscany takes 9h 05m

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

Frequently asked questions about flying 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 May 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 7.4 1,802 reviews	Search Scandinavian Airlines flights
British Airways	PriceFrom $458	Free Cancellation	Rating 6.7 8,013 reviews	Search British Airways flights
KLM	PriceFrom $491	Free Cancellation	Rating 7.8 1,524 reviews	Search KLM flights
SWISS	PriceFrom $586	Free Cancellation	Rating 7.5 1,964 reviews	Search SWISS flights
Air France	PriceFrom $588	Free Cancellation	Rating 7.4 1,596 reviews	Search Air France flights
Lufthansa	PriceFrom $630	Free Cancellation	Rating 6.8 8,031 reviews	Search Lufthansa flights
Iberia	PriceFrom $687	Free Cancellation	Rating 7.0 3,222 reviews	Search Iberia flights
United Airlines	PriceFrom $690	Free Cancellation	Rating 7.4 9,768 reviews	Search United Airlines flights
ITA Airways	PriceFrom $765	Free Cancellation	Rating 6.7 1,230 reviews	Search ITA Airways flights
Delta	PriceFrom $809	Free Cancellation	Rating 7.9 8,414 reviews	Search Delta 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.