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Tuscany

$329+ Cheap flights from Midway (MDW) to Tuscany

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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FLR
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Midway to Tuscany

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

Round-trip from

$692
(KLM)

One-way from

$329
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$1,356
From Chicago Midway to Tuscany
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One-way flight from Chicago Midway to Tuscany
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Highest demand for flights based on searches. 15% potential increase in price ($174 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($35 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 Midway to Tuscany

Cheapest flights from Midway to Tuscany
Explore the most affordable flight options available from Midway to Tuscany. 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.
Tue 10/141:00 pmMDW - FCO
1 stop13h 20mDelta
Tue 10/216:30 amFCO - MDW
2 stops18h 37mDelta
Deal found 6/12$681
This Delta deal was found by Cheapflights users on 6/9. 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 11/122:00 pmMDW - FLR
2 stops14h 20mDelta
Sun 11/166:50 amFLR - MDW
2 stops18h 46mDelta
Deal found 6/9$682
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/41:09 pmMDW - FCO
1 stop13h 11mKLM
Mon 8/182:30 pmFCO - MDW
1 stop14h 19mKLM
Deal found 6/12$685
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.
Mon 6/2310:26 amMDW - FCO
1 stop14h 09mAir France
Tue 7/86:05 amFCO - MDW
2 stops18h 34mAir France
Deal found 6/12$709
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:00 pmMDW - FCO
1 stop11h 55mMultiple Airlines
Sat 11/1510:05 amFCO - MDW
1 stop15h 31mMultiple Airlines
Deal found 6/12$768
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:00 pmMDW - PSA
2 stops24h 20mKLM
Fri 9/2610:05 pmPSA - MDW
2 stops27h 31mKLM
Deal found 6/11$955
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/189:15 amMDW - PSA
3 stops28h 30mMultiple Airlines
Fri 9/2610:25 amPSA - MDW
3 stops33h 44mMultiple Airlines
Deal found 6/11$1,233
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/259:40 amMDW - FLR
3 stops21h 25mMultiple Airlines
Fri 8/13:40 pmFLR - MDW
3 stops28h 26mMultiple Airlines
Deal found 6/10$1,486

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Tuscany 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 Chicago Midway Airport to Tuscany that are best for you.

Fly from

Midway

Fly to

Tuscany

Route

Depart

Return

Price

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 8/4

1:09 pm-9:20 am

1 stop13h 11m

Rome Fiumicino

Mon 8/18

2:30 pm-9:49 pm

1 stop14h 19m

$685

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 6/15

6:20 pm-4:35 pm

2 stops15h 15m

Rome Fiumicino

Sun 6/22

6:00 am-6:41 pm

2 stops19h 41m

$694

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 6/23

10:26 am-7:35 am

1 stop14h 09m

Rome Fiumicino

Tue 7/8

6:05 am-5:39 pm

2 stops18h 34m

$709

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 9/9

1:08 pm-11:50 am

2 stops15h 42m

Florence Peretola

Wed 9/17

7:00 am-6:36 pm

2 stops18h 36m

$791

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 7/1

1:09 pm-9:20 am

1 stop13h 11m

Rome Fiumicino

Fri 7/11

9:00 am-6:40 pm

1 stop16h 40m

$817

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 7/8

5:20 pm-10:25 am

2 stops34h 05m

Rome Fiumicino

Wed 7/16

12:15 pm-8:45 am

2 stops27h 30m

$956

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 7/25

9:40 am-2:05 pm

3 stops21h 25m

Florence Peretola

Fri 8/1

3:40 pm-1:06 pm

3 stops28h 26m

$1,486

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sat 7/26

7:21 pm-9:25 pm

2 stops19h 04m

Pisa Gal Galilei

Sat 8/2

4:40 pm-6:40 pm

2 stops33h 00m

$3,930

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Fri 7/11

12:50 pm-2:35 pm

2 stops42h 45m

$329

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 7/5

9:12 pm-11:05 pm

2 stops42h 53m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 16 results
1
2

Best time to book a flight from Midway to Tuscany

Have a flexible travel schedule? Discover the best time to fly to Tuscany from Midway 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 Chicago Midway Airport to Tuscany

Rainfall in Tuscany by month

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

In terms of precipitation, rainfall in Tuscany ranges from 1.2 - 3.9 inches per month. October is typically the wettest month, when rainfall can reach 3.9 in. July is typically the driest time to visit Tuscany when rainfall is around 1.2 in.

Temperature in Tuscany by month

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

If weather is an important factor for your trip to Tuscany, 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 75.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Tuscany

Get insights into the airlines that provide service to Tuscany. 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 Tuscany. Reviews last updated June 12, 2025.
Get a feel of what it's like to fly with Porter Airlines, Delta and KLM from Chicago to Tuscany by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,950 reviews
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
KLM
7.8
Good
1,358 reviews
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air France
7.5
Good
1,463 reviews
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Crew

8.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Food

7.6

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Related info for your journey

Find useful and relevant information for your journey from Midway to Tuscany. 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 Chicago Midway Airport to Tuscany one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Tuscany are Delta ($443), KLM ($458), and Air France ($576).

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Tuscany 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 Chicago Midway Airport to Tuscany?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Tuscany (average of $766). Flying from Chicago Midway Airport to Tuscany in June is currently the most expensive (average of $1,303). 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

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Alternative routes for Midway to Tuscany

See prices for flight routes from nearby airports that may be better suited for you.
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