What airlines fly to Tuscany?

SWISS, United Airlines and Lufthansa are the top three most popular airlines that fly to Tuscany from Chicago according to our data. SWISS is the first choice among our users, with 32% 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, Air Serbia, 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 August 2026, 89 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 August 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.

$279 Cheap Flights from Chicago to Tuscany in 2026

Discover deals from 900+ travel sites with momondo.

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.

8:10 pm - 3:50 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 40m1 stop Lisbon Humberto Delgado

5:55 am - 3:30 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

16h 35m1 stop Lisbon Humberto Delgado

$673TAP AIR PORTUGAL

Sun, Nov 1 - Wed, Nov 18

11:25 am - 9:20 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

14h 55m1 stop Istanbul

3:35 pm - 9:40 amFCO Rome Fiumicino-ORD Chicago O'Hare Intl

25h 05m1 stop Istanbul

$675Turkish Airlines

Tue, Oct 13 - Fri, Oct 23

8:10 pm - 6:30 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

15h 20m1 stop Istanbul

2:50 pm - 11:00 amFCO Rome Fiumicino-ORD Chicago O'Hare Intl

26h 10m1 stop Istanbul

$675Turkish Airlines

Sun, Oct 4 - Wed, Oct 28

7:00 pm - 11:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

33h 25m1 stop Lisbon Humberto Delgado

5:55 am - 3:30 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

16h 35m1 stop Lisbon Humberto Delgado

$676TAP AIR PORTUGAL

Wed, Dec 9 - Sun, Jan 10

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$678ITA Airways

Wed, Oct 14 - Fri, Oct 23

6:30 pm - 2:00 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 30m1 stop Reykjavik Keflavik Intl

6:10 am - 7:15 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

20h 05m2 stops Malaga Dublin

$683Multiple Airlines

Fri, Jan 15 - Thu, Jan 21

6:30 pm - 2:00 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 30m1 stop Reykjavik Keflavik Intl

6:10 am - 7:15 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

20h 05m2 stops Malaga Dublin

$683Multiple Airlines

Tue, Jan 12 - Thu, Jan 21

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$685ITA Airways

Wed, Oct 14 - Fri, Oct 23

6:50 pm - 7:25 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

17h 35m1 stop Zurich

9:35 am - 4:15 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

13h 40m1 stop Zurich

$688SWISS

Tue, Jan 19 - Tue, Jan 26

6:50 pm - 7:25 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

17h 35m1 stop Zurich

9:35 am - 4:15 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

13h 40m1 stop Zurich

$719SWISS

Wed, Jan 13 - Mon, Jan 18

Cheap last minute flights

Enter your travel dates to find the best prices.

6:00 pm - 12:15 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

23h 15m1 stop Lisbon Humberto Delgado

8:00 pm - 12:40 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

23h 40m1 stop Lisbon Humberto Delgado

$690TAP AIR PORTUGAL

Fri, Aug 14 - Wed, Aug 26

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$691ITA Airways

Wed, Aug 12 - Wed, Aug 26

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$692ITA Airways

Tue, Aug 11 - Wed, Aug 26

6:00 pm - 4:40 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

15h 40m1 stop Lisbon Humberto Delgado

5:45 pm - 12:40 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

25h 55m1 stop Lisbon Humberto Delgado

$693TAP AIR PORTUGAL

Fri, Aug 14 - Wed, Aug 26

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:30 pm - 1:20 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

22h 50m1 stop Vienna Intl

$762Multiple Airlines

Tue, Aug 11 - Wed, Aug 26

11:05 am - 5:35 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

23h 30m2 stops Montreal Pierre Elliott Trudeau Intl Athens Eleftherios V.

8:45 am - 9:25 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

19h 40m2 stops Gdansk Rebiechowo Reykjavik Keflavik Intl

$796Multiple Airlines

Tue, Aug 11 - Fri, Oct 2

7:05 pm - 2:20 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 15m1 stop Zurich

9:35 am - 3:55 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

13h 20m1 stop Zurich

$854SWISS

Wed, Aug 12 - Wed, Aug 19

2:40 pm - 2:20 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

16h 40m1 stop Zurich

8:15 pm - 12:35 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

23h 20m1 stop Zurich

$854SWISS

Tue, Aug 11 - Tue, Aug 18

7:25 pm - 2:35 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 10m1 stop Reykjavik Keflavik Intl

3:45 pm - 9:25 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

12h 40m1 stop Reykjavik Keflavik Intl

$860Icelandair

Tue, Aug 11 - Sat, Aug 22

7:25 pm - 2:35 pmORD Chicago O'Hare Intl-FCO Rome Fiumicino

12h 10m1 stop Reykjavik Keflavik Intl

3:45 pm - 9:25 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

12h 40m1 stop Reykjavik Keflavik Intl

$869Icelandair

Fri, Aug 14 - Mon, Aug 31

Cheap direct flights

Enter your travel dates to find the best prices.

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$678ITA Airways

Wed, Oct 14 - Fri, Oct 23

3:00 pm - 7:25 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

9:20 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 50mnonstop

$685ITA Airways

Wed, Oct 14 - Fri, Oct 23

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$713United Airlines

Mon, Nov 23 - Fri, Dec 4

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$713United Airlines

Tue, Nov 24 - Thu, Dec 10

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$713Lufthansa

Mon, Nov 9 - Tue, Nov 17

4:45 pm - 9:10 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

10:00 am - 1:40 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 40mnonstop

$747Iberia

Wed, Oct 14 - Wed, Oct 21

4:45 pm - 9:10 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 25mnonstop

10:00 am - 1:40 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 40mnonstop

$747Iberia

Tue, Oct 13 - Wed, Oct 21

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$763Lufthansa

Wed, Dec 9 - Wed, Dec 16

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$763Austrian Airlines

Sun, Nov 8 - Thu, Nov 19

3:40 pm - 7:45 amORD Chicago O'Hare Intl-FCO Rome Fiumicino

9h 05mnonstop

9:45 am - 1:10 pmFCO Rome Fiumicino-ORD Chicago O'Hare Intl

10h 25mnonstop

$763Multiple Airlines

Wed, Dec 2 - Wed, Dec 9

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TAP AIR PORTUGAL flights from Chicago to Tuscany

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

TAP AIR PORTUGAL

Nov 1

ORD8:10 pmChicago O'Hare Intl

12h 40m

1 stop

FCO3:50 pmRome Fiumicino

Nov 18

FCO5:55 amRome Fiumicino

16h 35m

1 stop

ORD3:30 pmChicago O'Hare Intl

$673

TAP AIR PORTUGAL

Dec 9

ORD7:00 pmChicago O'Hare Intl

33h 25m

1 stop

FCO11:25 amRome Fiumicino

Jan 10

FCO5:55 amRome Fiumicino

16h 35m

1 stop

ORD3:30 pmChicago O'Hare Intl

$676

TAP AIR PORTUGAL

Nov 4

ORD7:00 pmChicago O'Hare Intl

13h 50m

1 stop

FCO3:50 pmRome Fiumicino

Nov 10

FCO4:40 pmRome Fiumicino

29h 50m

1 stop

ORD3:30 pmChicago O'Hare Intl

$677

Turkish Airlines flights from Chicago to Tuscany

Our best Turkish Airlines deals on Chicago to Tuscany flight tickets

Turkish Airlines

Oct 4

ORD8:10 pmChicago O'Hare Intl

15h 20m

1 stop

FCO6:30 pmRome Fiumicino

Oct 28

FCO2:50 pmRome Fiumicino

26h 10m

1 stop

ORD11:00 amChicago O'Hare Intl

$675

Turkish Airlines

Nov 18

ORD11:45 amChicago O'Hare Intl

15h 05m

1 stop

FCO9:50 amRome Fiumicino

Nov 25

FCO11:15 amRome Fiumicino

29h 45m

1 stop

ORD10:00 amChicago O'Hare Intl

$697

Turkish Airlines

Oct 14

ORD8:10 pmChicago O'Hare Intl

34h 55m

1 stop

FCO2:05 pmRome Fiumicino

Oct 23

FCO10:50 amRome Fiumicino

29h 50m

1 stop

ORD9:40 amChicago O'Hare Intl

$699

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Sun 11/1

8:10 pm-3:50 pm

1 stop12h 40m

Rome Fiumicino

Wed 11/18

5:55 am-3:30 pm

1 stop16h 35m

$673

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Tue 10/13

11:25 am-9:20 am

1 stop14h 55m

Rome Fiumicino

Fri 10/23

3:35 pm-9:40 am

1 stop25h 05m

$675

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Sun 10/4

8:10 pm-6:30 pm

1 stop15h 20m

Rome Fiumicino

Wed 10/28

2:50 pm-11:00 am

1 stop26h 10m

$675

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Wed 12/9

7:00 pm-11:25 am

1 stop33h 25m

Rome Fiumicino

Sun 1/10

5:55 am-3:30 pm

1 stop16h 35m

$676

Quickest round-trip

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Wed 10/14

3:00 pm-7:25 am

Nonstop9h 25m

Rome Fiumicino

Fri 10/23

9:20 am-1:10 pm

Nonstop10h 50m

$678

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Fri 1/15

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Thu 1/21

6:10 am-7:15 pm

2 stops20h 05m

$683

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Tue 1/12

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Thu 1/21

6:10 am-7:15 pm

2 stops20h 05m

$683

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Wed 10/14

3:00 pm-7:25 am

Nonstop9h 25m

Rome Fiumicino

Fri 10/23

9:20 am-1:10 pm

Nonstop10h 50m

$685

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Tue 1/19

6:50 pm-7:25 pm

1 stop17h 35m

Rome Fiumicino

Tue 1/26

9:35 am-4:15 pm

1 stop13h 40m

$688

ChicagoRome

ORD Chicago O'Hare Intl - FCO Rome Fiumicino

ORDFCO

Chicago O'Hare Intl

Wed 1/13

6:50 pm-7:25 pm

1 stop17h 35m

Rome Fiumicino

Mon 1/18

9:35 am-4:15 pm

1 stop13h 40m

$719

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 $812. If you’re not able to fly to Tuscany in November, then August is your next best option. Flight prices from Chicago to Tuscany during August average around $873.

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 $1,037 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 $967 on momondo.

Can stopping save me money on Chicago to Tuscany flights?

You could potentially save up to 39% 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 August 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 1,936 reviews	Search Scandinavian Airlines flights
British Airways	PriceFrom $458	Free Cancellation	Rating 6.7 8,153 reviews	Search British Airways flights
KLM	PriceFrom $539	Free Cancellation	Rating 7.8 1,555 reviews	Search KLM flights
Iberia	PriceFrom $644	Free Cancellation	Rating 7.0 3,261 reviews	Search Iberia flights
Lufthansa	PriceFrom $663	Free Cancellation	Rating 6.8 8,174 reviews	Search Lufthansa flights
United Airlines	PriceFrom $690	Free Cancellation	Rating 7.4 10,095 reviews	Search United Airlines flights
ITA Airways	PriceFrom $758	Free Cancellation	Rating 6.7 1,313 reviews	Search ITA Airways flights
SWISS	PriceFrom $765	Free Cancellation	Rating 7.5 2,035 reviews	Search SWISS flights
Air France	PriceFrom $799	Free Cancellation	Rating 7.5 1,639 reviews	Search Air France flights
Delta	PriceFrom $809	Free Cancellation	Rating 7.8 8,497 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.