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Cheap flights from Tuscany to Chicago from $401

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 5/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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.
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
$535ITA Airways
Fri, May 1 - Thu, May 7
ITA Airways Logo
7:00 pm - 1:10 pm
FLR
-
ORD
25h 10m
1 stop
ITA Airways Logo
3:00 pm - 10:40 am
ORD
-
FLR
12h 40m
1 stop
$537ITA Airways
Fri, May 1 - Thu, May 7
British Airways Logo
8:20 pm - 1:50 pm
FCO
-
ORD
24h 30m
1 stop
British Airways Logo
9:15 pm - 10:40 pm
ORD
-
FCO
18h 25m
1 stop
$628British Airways
Thu, May 14 - Mon, May 25
Icelandair Logo
3:45 pm - 9:25 pm
FCO
-
ORD
12h 40m
1 stop
Icelandair Logo
7:25 pm - 2:35 pm
ORD
-
FCO
12h 10m
1 stop
$633Icelandair
Tue, Aug 25 - Tue, Sep 8
British Airways Logo
8:20 pm - 12:20 pm
FCO
-
ORD
23h 00m
1 stop
British Airways Logo
9:15 pm - 10:45 pm
ORD
-
FCO
18h 30m
1 stop
$634British Airways
Fri, May 1 - Thu, May 14
Icelandair Logo
3:55 pm - 6:15 pm
FCO
-
ORD
33h 20m
1 stop
Icelandair Logo
7:25 pm - 2:35 pm
ORD
-
FCO
12h 10m
1 stop
$635Icelandair
Sun, Sep 13 - Sat, Sep 26
Multiple Airlines Logo
10:30 am - 5:50 pm
FCO
-
ORD
14h 20m
1 stop
Multiple Airlines Logo
10:35 pm - 7:20 pm
ORD
-
FCO
13h 45m
1 stop
$637Multiple Airlines
Fri, Sep 18 - Fri, Oct 2
Multiple Airlines Logo
10:30 am - 5:50 pm
FCO
-
ORD
14h 20m
1 stop
Multiple Airlines Logo
10:35 pm - 7:20 pm
ORD
-
FCO
13h 45m
1 stop
$639Multiple Airlines
Fri, Sep 18 - Fri, Oct 2
American Airlines Logo
11:05 am - 2:35 pm
FCO
-
ORD
10h 30mnonstop
American Airlines Logo
9:00 pm - 5:25 pm
ORD
-
FCO
13h 25m
1 stop
$643American Airlines
Thu, Sep 10 - Mon, Sep 28
American Airlines Logo
3:30 pm - 12:20 pm
PSA
-
ORD
27h 50m
1 stop
American Airlines Logo
8:35 pm - 7:35 pm
ORD
-
PSA
16h 00m
1 stop
$663American Airlines
Thu, Apr 23 - Mon, Apr 27

British Airways flights from Tuscany to Chicago

Our best British Airways deals on Tuscany to Chicago flight tickets
British Airways
Apr 22
FCO10:00 amRome Fiumicino
10h 30m
ORD1:30 pmChicago O'Hare Intl
May 7
ORD7:05 pmChicago O'Hare Intl
14h 50m
1 stop
FCO4:55 pmRome Fiumicino
$625
British Airways
Apr 23
FCO12:15 pmRome Fiumicino
36h 14m
1 stop
ORD5:29 pmChicago O'Hare Intl
May 6
ORD5:00 pmChicago O'Hare Intl
15h 45m
1 stop
FCO3:45 pmRome Fiumicino
$626
British Airways
May 14
FCO8:20 pmRome Fiumicino
24h 30m
1 stop
ORD1:50 pmChicago O'Hare Intl
May 25
ORD9:15 pmChicago O'Hare Intl
18h 25m
1 stop
FCO10:40 pmRome Fiumicino
$628

Iberia flights from Tuscany to Chicago

Our best Iberia deals on Tuscany to Chicago flight tickets
Iberia
Apr 27
FCO7:35 amRome Fiumicino
13h 50m
1 stop
ORD2:25 pmChicago O'Hare Intl
May 5
ORD4:55 pmChicago O'Hare Intl
9h 15m
FCO9:10 amRome Fiumicino
$652
Iberia
Apr 19
FCO12:15 pmRome Fiumicino
16h 20m
1 stop
ORD9:35 pmChicago O'Hare Intl
May 3
ORD11:54 amChicago O'Hare Intl
15h 26m
1 stop
FCO10:20 amRome Fiumicino
$658
Iberia
Aug 26
FCO10:00 amRome Fiumicino
10h 30m
ORD1:30 pmChicago O'Hare Intl
Sep 12
ORD4:55 pmChicago O'Hare Intl
9h 15m
FCO9:10 amRome Fiumicino
$677

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 April 13, 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

Fri 5/1

7:00 pm-1:10 pm

1 stop25h 10m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-2:45 pm

1 stop16h 45m

$535

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 5/1

7:00 pm-1:10 pm

1 stop25h 10m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-10:40 am

1 stop12h 40m

$537

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 5/14

8:20 pm-1:50 pm

1 stop24h 30m

Chicago O'Hare Intl

Mon 5/25

9:15 pm-10:40 pm

1 stop18h 25m

$628

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Tue 8/25

3:45 pm-9:25 pm

1 stop12h 40m

Chicago O'Hare Intl

Tue 9/8

7:25 pm-2:35 pm

1 stop12h 10m

$633

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Fri 5/1

8:20 pm-12:20 pm

1 stop23h 00m

Chicago O'Hare Intl

Thu 5/14

9:15 pm-10:45 pm

1 stop18h 30m

$634

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Sun 9/13

3:55 pm-6:15 pm

1 stop33h 20m

Chicago O'Hare Intl

Sat 9/26

7:25 pm-2:35 pm

1 stop12h 10m

$635

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Fri 9/18

10:30 am-5:50 pm

1 stop14h 20m

Chicago O'Hare Intl

Fri 10/2

10:35 pm-7:20 pm

1 stop13h 45m

$637

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Fri 9/18

10:30 am-5:50 pm

1 stop14h 20m

Chicago O'Hare Intl

Fri 10/2

10:35 pm-7:20 pm

1 stop13h 45m

$639
Quickest round-trip

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 9/10

11:05 am-2:35 pm

Nonstop10h 30m

Chicago O'Hare Intl

Mon 9/28

9:00 pm-5:25 pm

1 stop13h 25m

$643

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Thu 4/23

3:30 pm-12:20 pm

1 stop27h 50m

Chicago O'Hare Intl

Mon 4/27

8:35 pm-7:35 pm

1 stop16h 00m

$663

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 October is, on average, the cheapest month to fly to Chicago from Tuscany, with most prices found around $613. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Tuscany to Chicago during September average around $644.

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 20m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Tuscany to Chicago takes 10h 20m
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
11,568 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
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.

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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