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Cheap flights from Tuscany to Chicago from $303

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tuscany to Chicago departing on 2/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Tuscany to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
7:15 pm - 3:25 pmFLR-ORD
27h 10m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pmORD-FLR
16h 20m1 stop
$477TAP AIR PORTUGAL
Find Deal
Thu, Dec 4 - Wed, Dec 10
ITA Airways Logo
3:05 pm - 6:20 pmFLR-ORD
34h 15m2 stops
ITA Airways Logo
11:00 am - 2:45 pmORD-FLR
20h 45m2 stops
$575ITA Airways
Find Deal
Thu, Dec 4 - Wed, Dec 10
ITA Airways Logo
7:10 pm - 8:23 pmFLR-ORD
32h 13m2 stops
ITA Airways Logo
11:00 am - 2:45 pmORD-FLR
20h 45m2 stops
$577ITA Airways
Find Deal
Thu, Dec 4 - Wed, Dec 10
Icelandair Logo
11:25 am - 5:20 pmFCO-ORD
12h 55m1 stop
Icelandair Logo
7:25 pm - 2:35 pmORD-FCO
12h 10m1 stop
$590Icelandair
Find Deal
Thu, Jan 15 - Fri, May 1
Scandinavian Airlines Logo
11:55 am - 4:45 pmFCO-ORD
35h 50m1 stop
Scandinavian Airlines Logo
7:20 pm - 11:05 amORD-FCO
32h 45m1 stop
$617Scandinavian Airlines
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Wed, Dec 24 - Mon, Jan 12
Multiple Airlines Logo
6:30 am - 1:30 pmFCO-ORD
14h 00m1 stop
Multiple Airlines Logo
9:15 pm - 5:00 pmORD-FCO
12h 45m1 stop
$625Multiple Airlines
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Thu, Apr 9 - Sun, Apr 12
Delta Logo
6:30 am - 2:20 pmFCO-ORD
14h 50m1 stop
Delta Logo
5:45 pm - 5:30 pmORD-FCO
16h 45m2 stops
$630Delta
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Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
6:30 am - 2:20 pmFCO-ORD
14h 50m1 stop
Multiple Airlines Logo
5:10 pm - 2:50 pmORD-FCO
14h 40m1 stop
$631Multiple Airlines
Find Deal
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
6:10 am - 2:20 pmFCO-ORD
15h 10m1 stop
Multiple Airlines Logo
5:20 pm - 11:45 amORD-FCO
11h 25m1 stop
$632Multiple Airlines
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Fri, Feb 13 - Tue, Feb 17
Delta Logo
6:30 am - 6:46 pmFCO-ORD
19h 16m2 stops
Delta Logo
5:45 pm - 4:00 pmORD-FCO
15h 15m2 stops
$635Delta
Find Deal
Thu, Apr 9 - Sun, Apr 12

TAP AIR PORTUGAL flights from Tuscany to Chicago O'Hare Intl Airport

Our best TAP AIR PORTUGAL deals on Tuscany to Chicago O'Hare Intl Airport flight tickets
TAP AIR PORTUGAL
Dec 4
FLR7:15 pmFlorence Peretola
27h 10m
1 stop
ORD3:25 pmChicago O'Hare Intl
Dec 10
ORD7:10 pmChicago O'Hare Intl
16h 20m
1 stop
FLR6:30 pmFlorence Peretola
$477
Find similar
TAP AIR PORTUGAL
Nov 23
FCO5:45 amRome Fiumicino
16h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
Dec 7
ORD8:25 pmChicago O'Hare Intl
15h 20m
1 stop
FCO6:45 pmRome Fiumicino
$591
Find similar
TAP AIR PORTUGAL
Nov 26
FCO6:00 amRome Fiumicino
16h 00m
1 stop
ORD3:00 pmChicago O'Hare Intl
Nov 30
ORD8:25 pmChicago O'Hare Intl
20h 40m
1 stop
FCO12:05 amRome Fiumicino
$616
Find similar

ITA Airways flights from Tuscany to Chicago O'Hare Intl Airport

Our best ITA Airways deals on Tuscany to Chicago O'Hare Intl Airport flight tickets
ITA Airways
Dec 4
FLR3:05 pmFlorence Peretola
34h 15m
2 stops
ORD6:20 pmChicago O'Hare Intl
Dec 10
ORD11:00 amChicago O'Hare Intl
20h 45m
2 stops
FLR2:45 pmFlorence Peretola
$575
Find similar
ITA Airways
Dec 4
FLR7:10 pmFlorence Peretola
32h 13m
2 stops
ORD8:23 pmChicago O'Hare Intl
Dec 10
ORD11:00 amChicago O'Hare Intl
20h 45m
2 stops
FLR2:45 pmFlorence Peretola
$577
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tuscany to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 18, 2025.
Use the filters below to find and compare flights from Tuscany to Chicago O'Hare Intl Airport that are best for you.

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

$477

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 12/4

3:05 pm-6:20 pm

2 stops34h 15m

Chicago O'Hare Intl

Wed 12/10

11:00 am-2:45 pm

2 stops20h 45m

$575

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

11:00 am-2:45 pm

2 stops20h 45m

$577

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 1/15

11:25 am-5:20 pm

1 stop12h 55m

Chicago O'Hare Intl

Fri 5/1

7:25 pm-2:35 pm

1 stop12h 10m

$590

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Wed 12/24

11:55 am-4:45 pm

1 stop35h 50m

Chicago O'Hare Intl

Mon 1/12

7:20 pm-11:05 am

1 stop32h 45m

$617

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 4/9

6:30 am-1:30 pm

1 stop14h 00m

Chicago O'Hare Intl

Sun 4/12

9:15 pm-5:00 pm

1 stop12h 45m

$625

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 4/9

6:30 am-2:20 pm

1 stop14h 50m

Chicago O'Hare Intl

Sun 4/12

5:45 pm-5:30 pm

2 stops16h 45m

$630

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 4/9

6:30 am-2:20 pm

1 stop14h 50m

Chicago O'Hare Intl

Sun 4/12

5:10 pm-2:50 pm

1 stop14h 40m

$631

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Fri 2/13

6:10 am-2:20 pm

1 stop15h 10m

Chicago O'Hare Intl

Tue 2/17

5:20 pm-11:45 am

1 stop11h 25m

$632

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 4/9

6:30 am-6:46 pm

2 stops19h 16m

Chicago O'Hare Intl

Sun 4/12

5:45 pm-4:00 pm

2 stops15h 15m

$635

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Tuscany to Chicago O'Hare Intl Airport

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

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $549. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Tuscany because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $993.

Cheap Tuscany to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tuscany to Chicago O'Hare Intl Airport

Fastest flight time

10h 25m

Direct flights

Every day
The fastest flight from Tuscany to Chicago O'Hare Intl Airport takes 10h 25m
Direct flights go from Tuscany to Chicago O'Hare Intl Airport every day.
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  • When did momondo last update prices for flights from Tuscany to Chicago O'Hare Intl Airport?

    Prices for flights from Tuscany to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Tuscany to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Tuscany to Chicago O'Hare Intl Airport?

    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 Tuscany to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Tuscany to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Tuscany to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
SWISSPriceFrom $600Free CancellationRating
7.5
1,788 reviews
Search SWISS flights
American AirlinesPriceFrom $762Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

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

Finding the right flight to Chicago from Tuscany is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. All flights to Chicago from Tuscany on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Tuscany and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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.

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