Cheap flights from Tuscany to Chicago from $323

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 1/27. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:10 am - 5:34 pmFCO-MDW
18h 24m2 stops
Delta Logo
1:49 pm - 11:45 amMDW-FCO
14h 56m2 stops
$648Delta
Find Deal
Thu, Jan 15 - Fri, Jan 23
Delta Logo
9:05 am - 10:29 pmFCO-MDW
19h 24m1 stop
Delta Logo
6:35 pm - 4:00 pmMDW-FCO
14h 25m2 stops
$654Delta
Find Deal
Fri, Mar 27 - Mon, Apr 6
Delta Logo
6:30 am - 6:05 pmFCO-MDW
18h 35m2 stops
Delta Logo
10:35 am - 4:00 pmMDW-FCO
22h 25m2 stops
$657Delta
Find Deal
Fri, Apr 17 - Tue, Apr 21
Delta Logo
9:05 am - 10:29 pmFCO-MDW
19h 24m1 stop
Delta Logo
9:32 am - 9:05 amMDW-FCO
16h 33m1 stop
$658Delta
Find Deal
Fri, Mar 27 - Mon, Apr 6
KLM Logo
12:40 pm - 10:07 pmFCO-MDW
16h 27m1 stop
KLM Logo
10:48 am - 10:30 amMDW-FCO
16h 42m1 stop
$659KLM
Find Deal
Thu, Jan 15 - Fri, Jan 23
Delta Logo
6:40 am - 4:29 pmFLR-MDW
16h 49m2 stops
Delta Logo
9:32 am - 11:20 amMDW-FLR
18h 48m2 stops
$659Delta
Find Deal
Tue, Jan 13 - Tue, Jan 20
Delta Logo
6:40 am - 6:32 pmFLR-MDW
18h 52m2 stops
Delta Logo
1:29 pm - 4:20 pmMDW-FLR
19h 51m2 stops
$665Delta
Find Deal
Thu, Jan 15 - Wed, Jan 21
KLM Logo
12:40 pm - 10:07 pmFCO-MDW
16h 27m1 stop
KLM Logo
10:48 am - 10:30 amMDW-FCO
16h 42m1 stop
$670KLM
Find Deal
Fri, Jan 16 - Sun, Jan 25
Delta Logo
6:10 am - 5:29 pmFCO-MDW
18h 19m2 stops
Delta Logo
12:46 pm - 10:30 amMDW-FCO
14h 44m1 stop
$674Delta
Find Deal
Tue, Feb 10 - Fri, Feb 20
Delta Logo
6:10 am - 6:32 pmFCO-MDW
19h 22m2 stops
Delta Logo
1:49 pm - 11:45 amMDW-FCO
14h 56m2 stops
$676Delta
Find Deal
Tue, Jan 13 - Sun, Jan 18

Delta flights from Tuscany to Chicago Midway Airport

Our best Delta deals on Tuscany to Chicago Midway Airport flight tickets
Delta
Jan 15
FCO6:10 amRome Fiumicino
18h 24m
2 stops
MDW5:34 pmChicago Midway
Jan 23
MDW1:49 pmChicago Midway
14h 56m
2 stops
FCO11:45 amRome Fiumicino
Delta
Mar 27
FCO9:05 amRome Fiumicino
19h 24m
1 stop
MDW10:29 pmChicago Midway
Apr 6
MDW6:35 pmChicago Midway
14h 25m
2 stops
FCO4:00 pmRome Fiumicino
Delta
Apr 17
FCO6:30 amRome Fiumicino
18h 35m
2 stops
MDW6:05 pmChicago Midway
Apr 21
MDW10:35 amChicago Midway
22h 25m
2 stops
FCO4:00 pmRome Fiumicino

KLM flights from Tuscany to Chicago Midway Airport

Our best KLM deals on Tuscany to Chicago Midway Airport flight tickets
KLM
Jan 15
FCO12:40 pmRome Fiumicino
16h 27m
1 stop
MDW10:07 pmChicago Midway
Jan 23
MDW10:48 amChicago Midway
16h 42m
1 stop
FCO10:30 amRome Fiumicino
KLM
Jan 16
FCO12:40 pmRome Fiumicino
16h 27m
1 stop
MDW10:07 pmChicago Midway
Jan 25
MDW10:48 amChicago Midway
16h 42m
1 stop
FCO10:30 amRome Fiumicino
KLM
Feb 6
FCO12:40 pmRome Fiumicino
16h 42m
1 stop
MDW10:22 pmChicago Midway
Feb 15
MDW11:00 amChicago Midway
16h 30m
1 stop
FCO10:30 amRome Fiumicino

momondo Fare Finder

 
Customize your flight search to find flights from Tuscany to Chicago Midway 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 29, 2025.
Use the filters below to find and compare flights from Tuscany to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 1/15

6:10 am-5:34 pm

2 stops18h 24m

Chicago Midway

Fri 1/23

1:49 pm-11:45 am

2 stops14h 56m

$648

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 3/27

9:05 am-10:29 pm

1 stop19h 24m

Chicago Midway

Mon 4/6

6:35 pm-4:00 pm

2 stops14h 25m

$654

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 4/17

6:30 am-6:05 pm

2 stops18h 35m

Chicago Midway

Tue 4/21

10:35 am-4:00 pm

2 stops22h 25m

$657

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 3/27

9:05 am-10:29 pm

1 stop19h 24m

Chicago Midway

Mon 4/6

9:32 am-9:05 am

1 stop16h 33m

$658

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 1/15

12:40 pm-10:07 pm

1 stop16h 27m

Chicago Midway

Fri 1/23

10:48 am-10:30 am

1 stop16h 42m

$659

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Tue 1/13

6:40 am-4:29 pm

2 stops16h 49m

Chicago Midway

Tue 1/20

9:32 am-11:20 am

2 stops18h 48m

$659

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 1/15

6:40 am-6:32 pm

2 stops18h 52m

Chicago Midway

Wed 1/21

1:29 pm-4:20 pm

2 stops19h 51m

$665

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 1/16

12:40 pm-10:07 pm

1 stop16h 27m

Chicago Midway

Sun 1/25

10:48 am-10:30 am

1 stop16h 42m

$670

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Tue 2/10

6:10 am-5:29 pm

2 stops18h 19m

Chicago Midway

Fri 2/20

12:46 pm-10:30 am

1 stop14h 44m

$674

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Tue 1/13

6:10 am-6:32 pm

2 stops19h 22m

Chicago Midway

Sun 1/18

1:49 pm-11:45 am

2 stops14h 56m

$676

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 Midway 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

How long does it take to fly to Chicago Midway Airport?

On average, it takes 12h 10m to fly from Tuscany to Chicago Midway Airport if you fly out of Florence (the most popular airport in Tuscany) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Pisa and into Chicago O'Hare Intl Airport, then the flight time is around 13h 15m.

Cheap Tuscany to Chicago Midway Airport flight deals and tips

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

Fastest flight time

15h 01m

Direct flights

None
The fastest flight from Tuscany to Chicago Midway Airport takes 15h 01m
There are no direct flights from Tuscany to Chicago Midway Airport. There are no popular flight routes from Tuscany to Chicago Midway Airport.
  • When did momondo last update prices for flights from Tuscany to Chicago Midway Airport?

    Prices for flights from Tuscany to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Tuscany to Chicago Midway 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 Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport 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 Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Tuscany to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Chicago from Tuscany with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Tuscany.

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

If you are not ready to book a flight from Tuscany to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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1 adult
Mon 12/29
Mon 1/5

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