How long does it take to fly to Chicago?

Average flight duration from Tuscany to Chicago depends on which airport you fly into and out of. Flying from Florence to Chicago O'Hare Intl Airport is 15h 50m on average, while flying from Pisa to Chicago O'Hare Intl Airport is 16h 05m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

The number of flights available between Tuscany and Chicago is 70 per week as of October 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

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

Iberia, TAP AIR PORTUGAL, and American Airlines are the most popular carriers operating from Tuscany to Chicago

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

Prices for flights from Tuscany to Chicago are refreshed on a daily basis.

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

As of October 2025, there are 5 operators available to choose from for flights from Tuscany to Chicago.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Tuscany to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$371 Cheap Flights from Tuscany to Chicago in 2025/26

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Find the cheapest flights from Tuscany to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 pm - 3:25 pmFLR-ORD

27h 10m1 stop

7:10 pm - 6:30 pmORD-FLR

16h 20m1 stop

$452TAP AIR PORTUGAL

Find Deal

Thu, Dec 4 - Wed, Dec 10

7:15 pm - 3:25 pmFLR-ORD

27h 10m1 stop

7:10 pm - 11:35 amORD-FLR

33h 25m1 stop

$490TAP AIR PORTUGAL

Find Deal

Thu, Nov 6 - Wed, Nov 12

8:15 am - 5:20 pmPSA-ORD

16h 05m2 stops

6:30 pm - 8:45 pmORD-PSA

19h 15m2 stops

$540Multiple Airlines

Find Deal

Wed, Nov 26 - Wed, Dec 3

8:30 pm - 3:00 pmFCO-ORD

25h 30m2 stops

2:31 pm - 11:30 pmORD-FCO

25h 59m3 stops

$569Multiple Airlines

Find Deal

Tue, Nov 11 - Tue, Nov 18

11:25 am - 5:20 pmFCO-ORD

12h 55m1 stop

6:30 pm - 2:00 pmORD-FCO

12h 30m1 stop

$570Icelandair

Find Deal

Sat, Nov 22 - Tue, Nov 25

11:25 am - 5:20 pmFCO-ORD

12h 55m1 stop

6:30 pm - 2:00 pmORD-FCO

12h 30m1 stop

$573Icelandair

Find Deal

Wed, Dec 17 - Tue, Jan 13

7:10 pm - 8:23 pmFLR-ORD

32h 13m2 stops

9:19 am - 10:55 amORD-FLR

18h 36m2 stops

$575ITA Airways

Find Deal

Thu, Dec 4 - Wed, Dec 10

11:55 am - 4:45 pmFCO-ORD

35h 50m1 stop

7:20 pm - 11:05 amORD-FCO

32h 45m1 stop

$592Scandinavian Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

7:10 pm - 6:10 pmFLR-ORD

30h 00m2 stops

10:48 am - 2:45 pmORD-FLR

20h 57m2 stops

$597ITA Airways

Find Deal

Thu, Nov 6 - Wed, Nov 12

11:55 am - 4:45 pmFCO-ORD

35h 50m1 stop

7:15 pm - 6:35 pmORD-FCO

16h 20m1 stop

$599Scandinavian Airlines

Find Deal

Thu, Jan 8 - Mon, Apr 27

SWISS flights from Tuscany to Chicago

Our best SWISS deals on Tuscany to Chicago flight tickets

SWISS

Nov 4

FLR6:55 pmFlorence Peretola

28h 25m

1 stop

ORD4:20 pmChicago O'Hare Intl

Nov 10

ORD6:50 pmChicago O'Hare Intl

11h 55m

1 stop

FLR1:45 pmFlorence Peretola

$637

Find similar

SWISS

Oct 21

FCO9:40 amRome Fiumicino

13h 15m

1 stop

ORD3:55 pmChicago O'Hare Intl

Nov 7

ORD6:50 pmChicago O'Hare Intl

12h 10m

1 stop

FCO2:00 pmRome Fiumicino

$644

Find similar

SWISS

Nov 4

FLR9:35 amFlorence Peretola

13h 45m

1 stop

ORD4:20 pmChicago O'Hare Intl

Nov 10

ORD5:50 pmChicago O'Hare Intl

17h 15m

2 stops

FLR6:05 pmFlorence Peretola

$665

Find similar

ITA Airways flights from Tuscany to Chicago

Our best ITA Airways deals on Tuscany to Chicago flight tickets

ITA Airways

Dec 4

FLR7:10 pmFlorence Peretola

32h 13m

2 stops

ORD8:23 pmChicago O'Hare Intl

Dec 10

ORD9:19 amChicago O'Hare Intl

18h 36m

2 stops

FLR10:55 amFlorence Peretola

$575

Find similar

ITA Airways

Nov 6

FLR7:10 pmFlorence Peretola

30h 00m

2 stops

ORD6:10 pmChicago O'Hare Intl

Nov 12

ORD10:48 amChicago O'Hare Intl

20h 57m

2 stops

FLR2:45 pmFlorence Peretola

$597

Find similar

ITA Airways

Nov 26

FLR6:30 amFlorence Peretola

20h 53m

2 stops

ORD8:23 pmChicago O'Hare Intl

Dec 3

ORD11:00 amChicago O'Hare Intl

16h 55m

2 stops

FLR10:55 amFlorence Peretola

$605

Find similar

Fly from

Fly to

Route

Depart

Return

Price

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 12/4

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 12/10

7:10 pm-6:30 pm

1 stop16h 20m

$452

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 11/6

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 11/12

7:10 pm-11:35 am

1 stop33h 25m

$490

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Wed 11/26

8:15 am-5:20 pm

2 stops16h 05m

Chicago O'Hare Intl

Wed 12/3

6:30 pm-8:45 pm

2 stops19h 15m

$540

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Tue 11/11

8:30 pm-3:00 pm

2 stops25h 30m

Chicago O'Hare Intl

Tue 11/18

2:31 pm-11:30 pm

3 stops25h 59m

$569

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Sat 11/22

11:25 am-5:20 pm

1 stop12h 55m

Chicago O'Hare Intl

Tue 11/25

6:30 pm-2:00 pm

1 stop12h 30m

$570

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Wed 12/17

11:25 am-5:20 pm

1 stop12h 55m

Chicago O'Hare Intl

Tue 1/13

6:30 pm-2:00 pm

1 stop12h 30m

$573

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 12/4

7:10 pm-8:23 pm

2 stops32h 13m

Chicago O'Hare Intl

Wed 12/10

9:19 am-10:55 am

2 stops18h 36m

$575

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 12/4

11:55 am-4:45 pm

1 stop35h 50m

Chicago O'Hare Intl

Mon 12/8

7:20 pm-11:05 am

1 stop32h 45m

$592

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 11/6

7:10 pm-6:10 pm

2 stops30h 00m

Chicago O'Hare Intl

Wed 11/12

10:48 am-2:45 pm

2 stops20h 57m

$597

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 1/8

11:55 am-4:45 pm

1 stop35h 50m

Chicago O'Hare Intl

Mon 4/27

7:15 pm-6:35 pm

1 stop16h 20m

$599

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 Tuscany to Chicago

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $625. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Tuscany to Chicago for around $726.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Tuscany to Chicago during this time can be as low as $692. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $700.

Cheap Tuscany to Chicago flight deals and tips

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

Fastest flight time	10h 25m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Tuscany to Chicago takes 10h 25m

Direct flights go from Tuscany to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

When did momondo last update prices for flights from Tuscany to Chicago?
Prices for flights from Tuscany to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Tuscany to Chicago?
As of October 2025, there are 5 operators available to choose from for flights from Tuscany to Chicago.
How old do you have to be to fly from Tuscany to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Tuscany to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Tuscany to Chicago

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

Airline	Rating	Free Cancellation	Price
SWISS	PriceFrom $600	Free Cancellation	Rating 7.5 1,772 reviews		Search SWISS flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tuscany to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Tuscany which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Chicago from Tuscany. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Tuscany and alert you when they change.