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$383+ Cheap flights from Tuscany to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Tuscany to Midway

Cheapest flights from Tuscany to Midway
Explore the most affordable flight options available from Tuscany to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:10 amFCO - MDW
2 stops18h 16mDelta
Thu 1/86:14 pmMDW - FCO
2 stops14h 01mDelta
Deal found 12/16$916
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:10 amFCO - MDW
2 stops18h 16mDelta
Thu 3/1212:47 pmMDW - FCO
2 stops14h 23mDelta
Deal found 12/16$921
This KLM deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:05 amFCO - MDW
1 stop14h 21mKLM
Thu 1/811:21 amMDW - FCO
1 stop16h 09mKLM
Deal found 12/16$927
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:10 amFCO - MDW
2 stops18h 16mDelta
Thu 1/19:29 amMDW - FCO
1 stop15h 26mDelta
Deal found 12/16$1,008
This KLM deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:05 amFCO - MDW
1 stop14h 21mKLM
Thu 3/121:09 pmMDW - FCO
1 stop11h 46mKLM
Deal found 12/16$1,102
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:10 amFCO - MDW
2 stops18h 16mDelta
Sun 1/46:08 pmMDW - FCO
2 stops16h 17mDelta
Deal found 12/16$1,106

Find flight deals from Tuscany to Midway

Keep the following information in mind while searching for Tuscany to Midway flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$690
(Delta)

One-way from

$383
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$1,040
Provider with most accurate pricing for Florence Peretola-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Florence Peretola-Chicago (CHI) flights.
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From Tuscany to Chicago Midway
Search Deals
One-way flight from Tuscany to Chicago Midway
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Tuscany to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Tuscany to Chicago Midway Airport that are best for you.

Fly from

Tuscany

Fly to

Midway

Route

Depart

Return

Price

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 1/15

6:10 am-10:07 pm

2 stops22h 57m

Chicago Midway

Thu 1/22

6:35 pm-5:25 pm

2 stops15h 50m

$690

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Tue 1/13

6:10 am-5:34 pm

2 stops18h 24m

Chicago Midway

Tue 1/20

6:35 pm-5:25 pm

2 stops15h 50m

$690

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 1/30

6:10 am-6:36 pm

2 stops19h 26m

Chicago Midway

Fri 2/6

1:26 pm-11:45 am

2 stops15h 19m

$690

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 2/5

6:10 am-5:29 pm

2 stops18h 19m

Chicago Midway

Thu 2/19

10:53 am-11:45 am

2 stops17h 52m

$691

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Wed 1/21

6:10 am-5:29 pm

2 stops18h 19m

Chicago Midway

Sun 1/25

1:26 pm-11:45 am

2 stops15h 19m

$691

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Sat 1/24

6:10 am-4:16 pm

2 stops17h 06m

Chicago Midway

Sat 1/31

11:45 am-11:45 am

2 stops17h 00m

$691

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Sat 1/31

6:10 am-4:16 pm

2 stops17h 06m

Chicago Midway

Sat 2/7

1:26 pm-3:15 pm

2 stops18h 49m

$691

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 1/15

6:10 am-4:29 pm

2 stops17h 19m

Chicago Midway

Thu 1/29

6:35 pm-7:45 pm

2 stops18h 10m

$691

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 1/15

6:40 am-10:07 pm

2 stops22h 27m

Chicago Midway

Wed 1/21

10:46 am-8:55 am

2 stops15h 09m

$714

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Sat 1/31

6:50 am-4:16 pm

2 stops16h 26m

Chicago Midway

Sat 2/7

11:45 am-11:25 am

2 stops16h 40m

$721

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 30 results
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Best time to book a flight from Tuscany to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Tuscany with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tuscany to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Tuscany to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Tuscany to Chicago Midway Airport?

    Delta and KLM can get you from Tuscany to Chicago Midway Airport in just under 22h 57m. Your travel time can differ by up to 8h 48m. Tuscany and Chicago Midway Airport are separated by a distance of 4810 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Tuscany to Chicago Midway Airport?

    The most popular route from Tuscany to Chicago Midway Airport is Rome Fiumicino - Chicago Midway. You may also consider Florence Peretola - Chicago Midway or Pisa Gal Galilei - Chicago Midway.

  • Can I find deals for flights from Tuscany to Midway that include hotel bookings?

    Yes. In addition to deals on Tuscany to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tuscany to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tuscany to Midway.

  • Can I find deals for business class flights from Tuscany to Midway?

    Yes. Cheapflights offers flight deals from Tuscany to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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