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Cheap flights from Tuscany to Chicago from $392

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 9/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tuscany to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
ITA Airways Logo
7:00 pm - 1:10 pm
FLR
-
ORD
25h 10m
1 stop
ITA Airways Logo
3:00 pm - 2:45 pm
ORD
-
FLR
16h 45m
1 stop
$607ITA Airways
Sat, Aug 29 - Thu, Sep 3
ITA Airways Logo
7:00 pm - 1:10 pm
FLR
-
ORD
25h 10m
1 stop
ITA Airways Logo
3:00 pm - 2:45 pm
ORD
-
FLR
16h 45m
1 stop
$608ITA Airways
Sat, Aug 29 - Thu, Sep 3
ITA Airways Logo
3:30 pm - 1:10 pm
FLR
-
ORD
28h 40m
1 stop
ITA Airways Logo
3:00 pm - 6:15 pm
ORD
-
FLR
20h 15m
1 stop
$623ITA Airways
Sat, Aug 22 - Sat, Aug 29
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
Scandinavian Airlines Logo
8:15 pm - 6:15 pm
ORD
-
FLR
40h 00m
2 stops
$654Scandinavian Airlines
Mon, Aug 31 - Wed, Oct 28
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
Scandinavian Airlines Logo
8:15 pm - 6:15 pm
ORD
-
FLR
40h 00m
2 stops
$655Scandinavian Airlines
Mon, Aug 31 - Wed, Oct 28
Finnair Logo
10:30 am - 5:50 pm
FCO
-
ORD
14h 20m
1 stop
Finnair Logo
5:10 pm - 9:10 am
ORD
-
FCO
9h 00mnonstop
$662Finnair
Wed, Sep 30 - Tue, Oct 20
Icelandair Logo
11:25 am - 5:20 pm
FCO
-
ORD
12h 55m
1 stop
Icelandair Logo
7:30 pm - 2:00 pm
ORD
-
FCO
12h 30m
1 stop
$664Icelandair
Wed, Dec 16 - Tue, Mar 16
British Airways Logo
11:00 am - 2:14 pm
FCO
-
ORD
34h 14m
1 stop
British Airways Logo
5:10 pm - 2:55 pm
ORD
-
FCO
14h 45m
1 stop
$666British Airways
Thu, Nov 19 - Mon, Nov 30
British Airways Logo
10:00 am - 1:30 pm
FCO
-
ORD
10h 30mnonstop
British Airways Logo
1:35 pm - 9:50 am
ORD
-
FCO
13h 15m
1 stop
$668British Airways
Thu, Sep 3 - Thu, Sep 17
Finnair Logo
10:00 am - 1:30 pm
FCO
-
ORD
10h 30mnonstop
Finnair Logo
9:30 pm - 6:00 pm
ORD
-
FCO
13h 30m
1 stop
$670Finnair
Thu, Sep 3 - Thu, Sep 17

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Scandinavian Airlines flights from Tuscany to Chicago

Our best Scandinavian Airlines deals on Tuscany to Chicago flight tickets
Scandinavian Airlines
Aug 31
FLR7:55 pmFlorence Peretola
27h 15m
1 stop
ORD4:10 pmChicago O'Hare Intl
Oct 28
ORD8:15 pmChicago O'Hare Intl
40h 00m
2 stops
FLR6:15 pmFlorence Peretola
$654
Scandinavian Airlines
Aug 31
FLR7:55 pmFlorence Peretola
27h 15m
1 stop
ORD4:10 pmChicago O'Hare Intl
Oct 28
ORD8:15 pmChicago O'Hare Intl
40h 00m
2 stops
FLR6:15 pmFlorence Peretola
$672
Scandinavian Airlines
Oct 7
FCO9:40 amRome Fiumicino
18h 48m
2 stops
ORD9:28 pmChicago O'Hare Intl
Oct 20
ORD7:15 pmChicago O'Hare Intl
16h 20m
1 stop
FCO6:35 pmRome Fiumicino
$691

Delta flights from Tuscany to Chicago

Our best Delta deals on Tuscany to Chicago flight tickets
Delta
Aug 7
FCO6:30 amRome Fiumicino
18h 31m
2 stops
MDW6:01 pmChicago Midway
Aug 10
MDW1:25 pmChicago Midway
15h 00m
2 stops
FCO11:25 amRome Fiumicino
$770
Delta
Jul 16
FCO10:35 amRome Fiumicino
19h 04m
2 stops
ORD10:39 pmChicago O'Hare Intl
Jul 29
ORD5:10 pmChicago O'Hare Intl
17h 20m
1 stop
FCO5:30 pmRome Fiumicino
$771
Delta
Aug 5
FCO6:30 amRome Fiumicino
18h 31m
2 stops
MDW6:01 pmChicago Midway
Aug 12
MDW6:05 amChicago Midway
18h 30m
1 stop
FCO7:35 amRome Fiumicino
$773

momondo Fare Finder

 
Customize your flight search to find flights from Tuscany to Chicago 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 July 11, 2026.
Use the filters below to find and compare flights from Tuscany to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Sat 8/29

7:00 pm-1:10 pm

1 stop25h 10m

Chicago O'Hare Intl

Thu 9/3

3:00 pm-2:45 pm

1 stop16h 45m

$607

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Sat 8/29

7:00 pm-1:10 pm

1 stop25h 10m

Chicago O'Hare Intl

Thu 9/3

3:00 pm-2:45 pm

1 stop16h 45m

$608

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Sat 8/22

3:30 pm-1:10 pm

1 stop28h 40m

Chicago O'Hare Intl

Sat 8/29

3:00 pm-6:15 pm

1 stop20h 15m

$623

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Mon 8/31

7:55 pm-4:10 pm

1 stop27h 15m

Chicago O'Hare Intl

Wed 10/28

8:15 pm-6:15 pm

2 stops40h 00m

$654

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Mon 8/31

7:55 pm-4:10 pm

1 stop27h 15m

Chicago O'Hare Intl

Wed 10/28

8:15 pm-6:15 pm

2 stops40h 00m

$655
Quickest round-trip

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Wed 9/30

10:30 am-5:50 pm

1 stop14h 20m

Chicago O'Hare Intl

Tue 10/20

5:10 pm-9:10 am

Nonstop9h 00m

$662

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Wed 12/16

11:25 am-5:20 pm

1 stop12h 55m

Chicago O'Hare Intl

Tue 3/16

7:30 pm-2:00 pm

1 stop12h 30m

$664

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 11/19

11:00 am-2:14 pm

1 stop34h 14m

Chicago O'Hare Intl

Mon 11/30

5:10 pm-2:55 pm

1 stop14h 45m

$666

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 9/3

10:00 am-1:30 pm

Nonstop10h 30m

Chicago O'Hare Intl

Thu 9/17

1:35 pm-9:50 am

1 stop13h 15m

$668

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 9/3

10:00 am-1:30 pm

Nonstop10h 30m

Chicago O'Hare Intl

Thu 9/17

9:30 pm-6:00 pm

1 stop13h 30m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Tuscany, with most prices found around $581. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Tuscany to Chicago during October average around $581.

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

3 airports
The fastest flight from Tuscany to Chicago takes 10h 25m
Direct flights go from Tuscany to Chicago every day.
There are 3 airports in Chicago. From Tuscany there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying 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?

  • 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
American AirlinesPriceFrom $755Free CancellationRating
7.1
11,805 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport