What airlines fly to Tuscany?

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

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

TAP AIR PORTUGAL, Air Serbia, and KLM 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 January 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.

$210 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 15m1 stop

12:20 pm - 4:10 pm

FLR

ORD

34h 50m1 stop

$403Scandinavian Airlines

lun., abr. 20 - vie., may. 1

7:15 pm - 11:30 am

ORD

FLR

33h 15m1 stop

12:20 pm - 4:10 pm

FLR

ORD

34h 50m1 stop

$404Scandinavian Airlines

lun., abr. 20 - vie., may. 1

6:00 pm - 10:50 am

ORD

FLR

33h 50m1 stop

7:15 pm - 4:00 pm

FLR

ORD

27h 45m1 stop

$416TAP AIR PORTUGAL

mié., abr. 22 - jue., abr. 30

6:00 pm - 11:00 am

ORD

FLR

34h 00m1 stop

7:15 pm - 4:15 pm

FLR

ORD

28h 00m1 stop

$417TAP AIR PORTUGAL

vie., abr. 10 - vie., abr. 24

12:45 pm - 10:30 am

MDW

FCO

14h 45m1 stop

9:05 am - 5:54 pm

FCO

MDW

14h 49m1 stop

$498Delta

dom., feb. 22 - mar., mar. 10

12:48 pm - 10:30 am

MDW

FCO

14h 42m1 stop

12:40 pm - 11:59 am

FCO

MDW

30h 19m1 stop

$500Delta

lun., ene. 19 - mar., feb. 3

10:49 am - 10:30 am

MDW

FCO

16h 41m1 stop

6:10 am - 5:54 pm

FCO

MDW

17h 44m2 stops

$530KLM

dom., feb. 22 - mar., mar. 10

8:36 pm - 8:25 pm

ORD

PSA

40h 49m2 stops

12:50 pm - 12:28 pm

PSA

ORD

30h 38m2 stops

$632British Airways

mar., abr. 14 - vie., abr. 24

8:36 pm - 8:25 pm

ORD

PSA

40h 49m2 stops

3:15 pm - 1:50 pm

PSA

ORD

29h 35m1 stop

$682British Airways

mar., abr. 14 - vie., abr. 24

5:59 pm - 2:40 pm

MDW

PSA

37h 41m2 stops

3:00 pm - 4:25 pm

PSA

MDW

32h 25m2 stops

$1,135KLM

sáb., may. 9 - mar., may. 19

Delta flights from Chicago to Tuscany

Our best Delta deals on Chicago to Tuscany flight tickets

Delta

Feb 22

MDW12:45 pmChicago Midway

14h 45m

1 stop

FCO10:30 amRome Fiumicino

Mar 10

FCO9:05 amRome Fiumicino

14h 49m

1 stop

MDW5:54 pmChicago Midway

$498

Delta

Jan 19

MDW12:48 pmChicago Midway

14h 42m

1 stop

FCO10:30 amRome Fiumicino

Feb 3

FCO12:40 pmRome Fiumicino

30h 19m

1 stop

MDW11:59 amChicago Midway

$500

Delta

Jan 18

ORD7:01 amChicago O'Hare Intl

21h 44m

2 stops

FCO11:45 amRome Fiumicino

Jan 27

FCO12:45 pmRome Fiumicino

32h 35m

1 stop

ORD2:20 pmChicago O'Hare Intl

$503

Air France flights from Chicago to Tuscany

Our best Air France deals on Chicago to Tuscany flight tickets

Air France

Mar 2

MDW10:49 amChicago Midway

16h 41m

1 stop

FCO10:30 amRome Fiumicino

Mar 11

FCO11:40 amRome Fiumicino

16h 51m

1 stop

MDW10:31 pmChicago Midway

$664

Air France

Feb 28

MDW4:13 pmChicago Midway

35h 17m

1 stop

FCO10:30 amRome Fiumicino

Mar 5

FCO12:40 pmRome Fiumicino

16h 51m

1 stop

MDW10:31 pmChicago Midway

$686

Air France

Jan 13

MDW11:21 amChicago Midway

16h 09m

1 stop

FCO10:30 amRome Fiumicino

Jan 26

FCO12:40 pmRome Fiumicino

16h 42m

1 stop

MDW10:22 pmChicago Midway

$695

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

lun. 4/20

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

vie. 5/1

12:20 pm-4:10 pm

1 stop34h 50m

$403

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

lun. 4/20

7:15 pm-11:30 am

1 stop33h 15m

Florence Peretola

vie. 5/1

12:20 pm-4:10 pm

1 stop34h 50m

$404

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

mié. 4/22

6:00 pm-10:50 am

1 stop33h 50m

Florence Peretola

jue. 4/30

7:15 pm-4:00 pm

1 stop27h 45m

$416

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

vie. 4/10

6:00 pm-11:00 am

1 stop34h 00m

Florence Peretola

vie. 4/24

7:15 pm-4:15 pm

1 stop28h 00m

$417

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

dom. 2/22

12:45 pm-10:30 am

1 stop14h 45m

Rome Fiumicino

mar. 3/10

9:05 am-5:54 pm

1 stop14h 49m

$498

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

lun. 1/19

12:48 pm-10:30 am

1 stop14h 42m

Rome Fiumicino

mar. 2/3

12:40 pm-11:59 am

1 stop30h 19m

$500

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

dom. 2/22

10:49 am-10:30 am

1 stop16h 41m

Rome Fiumicino

mar. 3/10

6:10 am-5:54 pm

2 stops17h 44m

$530

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

mar. 4/14

8:36 pm-8:25 pm

2 stops40h 49m

Pisa Gal Galilei

vie. 4/24

12:50 pm-12:28 pm

2 stops30h 38m

$632

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

mar. 4/14

8:36 pm-8:25 pm

2 stops40h 49m

Pisa Gal Galilei

vie. 4/24

3:15 pm-1:50 pm

1 stop29h 35m

$682

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

sáb. 5/9

5:59 pm-2:40 pm

2 stops37h 41m

Pisa Gal Galilei

mar. 5/19

3:00 pm-4:25 pm

2 stops32h 25m

$1,135

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

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 April is your next best option. Flight prices from Chicago to Tuscany during April average around $784.

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 $982 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 $837 on momondo.

Can stopping save me money on Chicago to Tuscany flights?

You could potentially save up to 8% 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 January 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 $454	Free Cancellation	Rating 7.3 1,637 reviews	Search Scandinavian Airlines flights
KLM	PriceFrom $491	Free Cancellation	Rating 7.7 1,434 reviews	Search KLM flights
British Airways	PriceFrom $556	Free Cancellation	Rating 6.7 7,659 reviews	Search British Airways flights
Air France	PriceFrom $588	Free Cancellation	Rating 7.4 1,519 reviews	Search Air France flights
SWISS	PriceFrom $595	Free Cancellation	Rating 7.5 1,843 reviews	Search SWISS flights
Lufthansa	PriceFrom $630	Free Cancellation	Rating 6.8 7,698 reviews	Search Lufthansa flights
United Airlines	PriceFrom $669	Free Cancellation	Rating 7.4 9,143 reviews	Search United Airlines flights
Delta	PriceFrom $699	Free Cancellation	Rating 7.9 8,032 reviews	Search Delta flights
ITA Airways	PriceFrom $726	Free Cancellation	Rating 6.7 1,126 reviews	Search ITA Airways flights
Iberia	PriceFrom $741	Free Cancellation	Rating 7.0 3,079 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.