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$506+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Tuscany to Midway

Keep the following information in mind while searching for Tuscany to Midway flight deals. Data was last updated June 12, 2025.

Round-trip from

$648
(Delta)

One-way from

$506
(Mytrip)

Popular in

July

Cheapest in

December

Average price

$790
From Tuscany to Chicago Midway
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One-way flight from Tuscany to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 8/289:00 amFCO - MDW
1 stop16h 37mDelta
Tue 9/91:08 pmMDW - FCO
2 stops15h 22mDelta
Deal found 6/12$648
This KLM deal was found by Cheapflights users on 6/10. 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.
Wed 9/2411:35 amFCO - MDW
1 stop17h 09mKLM
Mon 9/291:00 pmMDW - FCO
1 stop13h 20mKLM
Deal found 6/10$693
This Delta deal was found by Cheapflights users on 6/11. 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 7/106:30 amFLR - MDW
2 stops19h 10mDelta
Tue 7/151:09 pmMDW - FLR
2 stops15h 41mDelta
Deal found 6/11$753
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/202:15 pmFCO - MDW
1 stop25h 30mMultiple Airlines
Sun 7/68:35 amMDW - FCO
2 stops32h 45mMultiple Airlines
Deal found 6/11$783
This flugladen.de deal was found by Cheapflights users on 6/12. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/197:00 amFLR - MDW
2 stops17h 40mAir France
Mon 6/236:47 pmMDW - FLR
2 stops15h 33mAir France
Deal found 6/12$941
This flugladen.de deal was found by Cheapflights users on 6/10. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/219:00 amFCO - MDW
1 stop16h 41mAir France
Sun 7/612:44 pmMDW - FCO
1 stop16h 31mAir France
Deal found 6/10$956
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2112:15 pmFCO - MDW
2 stops27h 30mAir Transat
Sun 7/69:40 amMDW - FCO
2 stops17h 45mAir Transat
Deal found 6/12$1,039
This Expedia deal was found by Cheapflights users on 6/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/277:00 amFLR - MDW
2 stops17h 39mMultiple Airlines
Thu 7/317:21 pmMDW - FLR
2 stops14h 34mMultiple Airlines
Deal found 6/12$1,378

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 June 12, 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 8/28

9:00 am-6:37 pm

1 stop16h 37m

Chicago Midway

Tue 9/9

1:08 pm-11:30 am

2 stops15h 22m

$648

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Wed 9/24

11:35 am-9:44 pm

1 stop17h 09m

Chicago Midway

Mon 9/29

1:00 pm-9:20 am

1 stop13h 20m

$693

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 7/10

6:30 am-6:40 pm

2 stops19h 10m

Chicago Midway

Tue 7/15

1:09 pm-11:50 am

2 stops15h 41m

$753

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 6/26

1:20 pm-4:54 pm

3 stops34h 34m

Chicago Midway

Mon 6/30

9:40 am-3:00 pm

3 stops22h 20m

$830

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Fri 6/27

9:00 am-6:41 pm

1 stop16h 41m

Chicago Midway

Fri 7/11

9:25 am-9:20 am

1 stop16h 55m

$1,001

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Sun 7/27

7:00 am-5:39 pm

2 stops17h 39m

Chicago Midway

Thu 7/31

7:21 pm-4:55 pm

2 stops14h 34m

$1,378

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Sat 8/9

2:25 pm-1:06 pm

2 stops29h 41m

Chicago Midway

Wed 8/20

9:15 am-12:40 pm

2 stops20h 25m

$5,887

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Sat 6/21

12:15 pm-8:45 am

2 stops27h 30m

$506

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Sun 9/7

2:15 pm-8:19 am

1 stop25h 04m

$520

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Sun 9/7

6:25 am-7:39 am

2 stops32h 14m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 15 results
1
2

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Tuscany to Chicago, such as Delta, KLM and Air Transat. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,358 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Transat
7.8
Good
396 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,463 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,868 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from Tuscany to Chicago Midway Airport one-way?

    For one-way options, check prices for Air Transat. According to our data, you can fly for as low as $506. Users have also found prices from $723 and $855 on Delta and KLM, respectively.

  • 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.

  • What is the cheapest month to book a flight from Tuscany to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Tuscany to Chicago Midway Airport (average of $160). Flying from Tuscany to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Tuscany?

Book flights to Tuscany if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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