Midway

$350+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — MDW
Mar 5 — Mar 121
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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 February 3, 2026.

This Delta deal was found by Cheapflights users on 2/1. 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 3/56:10 am
FCO
-
MDW
2 stops19h 30m
Delta
Tue 3/176:34 pm
MDW
-
FCO
2 stops14h 41m
Delta
Deal found 2/1$732
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 2/186:10 am
FCO
-
MDW
2 stops18h 35m
Delta
Sun 2/2210:49 am
MDW
-
FCO
1 stop16h 41m
Delta
Deal found 2/1$736
This Delta deal was found by Cheapflights users on 2/3. 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 3/176:10 am
FCO
-
MDW
2 stops17h 12m
Delta
Wed 4/11:10 pm
MDW
-
FCO
2 stops13h 25m
Delta
Deal found 2/3$737
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 3/139:05 am
FCO
-
MDW
1 stop19h 26m
Delta
Mon 3/236:34 pm
MDW
-
FCO
2 stops14h 41m
Delta
Deal found 2/3$738
This Delta deal was found by Cheapflights users on 1/31. 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.
Wed 3/46:10 am
FCO
-
MDW
2 stops18h 35m
Delta
Sun 3/86:00 am
MDW
-
FCO
1 stop18h 55m
Delta
Deal found 1/31$739
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 2/206:00 am
FCO
-
MDW
2 stops18h 37m
Delta
Sun 3/86:00 am
MDW
-
FCO
1 stop18h 55m
Delta
Deal found 2/3$741
This Delta deal was found by Cheapflights users on 2/2. 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.
Sat 2/216:10 am
FCO
-
MDW
2 stops17h 04m
Delta
Mon 3/91:10 pm
MDW
-
FCO
2 stops16h 35m
Delta
Deal found 2/2$744
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/236:10 am
FCO
-
MDW
2 stops18h 27m
Delta
Mon 3/91:10 pm
MDW
-
FCO
2 stops16h 35m
Delta
Deal found 2/2$745
This Delta deal was found by Cheapflights users on 2/3. 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.
Sat 2/216:10 am
FCO
-
MDW
2 stops17h 04m
Delta
Sun 3/86:00 am
MDW
-
FCO
1 stop18h 55m
Delta
Deal found 2/3$747
This Delta deal was found by Cheapflights users on 2/1. 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 3/36:40 am
FLR
-
MDW
2 stops17h 57m
Delta
Tue 3/106:34 pm
MDW
-
FLR
2 stops15h 46m
Delta
Deal found 2/1$762
This Delta deal was found by Cheapflights users on 2/2. 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 2/126:40 am
FLR
-
MDW
2 stops17h 57m
Delta
Tue 2/1710:49 am
MDW
-
FLR
2 stops15h 06m
Delta
Deal found 2/2$847
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 2/96:40 am
FLR
-
MDW
2 stops17h 49m
Delta
Mon 2/1610:49 am
MDW
-
FLR
2 stops15h 06m
Delta
Deal found 2/1$859

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$732
(Delta)

One-way from

$350
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$581
Provider with most accurate pricing for Florence Peretola-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Florence Peretola-Chicago (CHI) flights.
From Tuscany to Chicago Midway
One-way flight from Tuscany to Chicago Midway
Highest demand for flights based on searches. 8% potential increase in price ($66 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 3, 2026.
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 3/5

6:10 am-6:40 pm

2 stops19h 30m

Chicago Midway

Tue 3/17

6:34 pm-3:15 pm

2 stops14h 41m

$732

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Tue 3/17

6:10 am-6:40 pm

2 stops18h 30m

Chicago Midway

Tue 3/31

6:34 pm-2:25 pm

2 stops12h 51m

$732

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Tue 3/17

6:10 am-5:54 pm

2 stops17h 44m

Chicago Midway

Wed 4/1

10:45 am-7:35 am

1 stop13h 50m

$736

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Wed 2/18

6:10 am-5:37 pm

2 stops18h 27m

Chicago Midway

Sun 2/22

1:28 pm-9:45 am

2 stops13h 17m

$736

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 3/13

9:05 am-10:31 pm

1 stop19h 26m

Chicago Midway

Mon 3/23

6:34 pm-3:15 pm

2 stops14h 41m

$738

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Wed 3/4

6:10 am-5:45 pm

2 stops18h 35m

Chicago Midway

Sun 3/8

6:00 am-6:55 am

1 stop18h 55m

$739

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 2/20

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

Sun 3/8

6:00 am-6:55 am

1 stop18h 55m

$741

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 3/19

9:05 am-5:54 pm

1 stop14h 49m

Chicago Midway

Wed 4/1

10:45 am-7:35 am

1 stop13h 50m

$742

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Tue 3/3

6:40 am-5:37 pm

2 stops17h 57m

Chicago Midway

Tue 3/10

6:34 pm-4:20 pm

2 stops15h 46m

$762

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 3/19

6:40 am-5:54 pm

2 stops17h 14m

Chicago Midway

Tue 3/24

6:07 pm-4:20 pm

2 stops16h 13m

$894

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 39 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 17h 14m. Your travel time can differ by up to 2h 16m. Tuscany and Chicago Midway Airport are separated by a distance of 4682 mi. This flight may include one or multiple stops.

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

  • 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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