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Tuscany

$278+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FLR
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
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 julio 30, 2025.

Round-trip from

$531
(Delta)

One-way from

$278
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$1,026
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 ($182 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 30, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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.
sáb. 11/111:10 amMDW - FCO
1 stop13h 45mDelta
sáb. 11/86:00 amFCO - MDW
2 stops18h 43mDelta
Deal found 7/30$520
This KLM deal was found by Cheapflights users on 7/30. 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.
lun. 12/11:05 pmMDW - FCO
1 stop14h 25mKLM
dom. 12/712:40 pmFCO - MDW
1 stop16h 04mKLM
Deal found 7/30$540
This KLM deal was found by Cheapflights users on 7/28. 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.
vie. 11/141:05 pmMDW - FCO
1 stop11h 50mMultiple Airlines
dom. 11/2312:40 pmFCO - MDW
1 stop16h 04mMultiple Airlines
Deal found 7/28$602
This Air France deal was found by Cheapflights users on 7/29. 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.
sáb. 11/81:06 pmMDW - FCO
1 stop11h 49mAir France
sáb. 11/159:55 amFCO - MDW
2 stops18h 49mAir France
Deal found 7/29$612
This Delta deal was found by Cheapflights users on 7/28. 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.
jue. 8/146:17 pmMDW - FLR
2 stops13h 08mDelta
jue. 8/216:25 amFLR - MDW
2 stops18h 22mDelta
Deal found 7/28$934
This Mytrip deal was found by Cheapflights users on 7/27. 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.
mar. 8/269:40 amMDW - FLR
3 stops20h 45mMultiple Airlines
mar. 9/28:30 pmFLR - MDW
3 stops26h 54mMultiple Airlines
Deal found 7/27$1,044
This KLM deal was found by Cheapflights users on 7/28. 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.
jue. 10/27:15 pmMDW - PSA
2 stops19h 05mKLM
vie. 10/1010:05 pmPSA - MDW
2 stops24h 25mKLM
Deal found 7/28$1,158

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 julio 30, 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

sáb. 11/1

11:10 am-6:55 am

1 stop13h 45m

Rome Fiumicino

sáb. 11/8

6:00 am-5:43 pm

2 stops18h 43m

$520

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

lun. 12/1

1:05 pm-10:30 am

1 stop14h 25m

Rome Fiumicino

dom. 12/7

12:40 pm-9:44 pm

1 stop16h 04m

$540

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

vie. 11/14

1:05 pm-7:55 am

1 stop11h 50m

Rome Fiumicino

dom. 11/23

12:40 pm-9:44 pm

1 stop16h 04m

$602

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

sáb. 11/8

1:06 pm-7:55 am

1 stop11h 49m

Rome Fiumicino

sáb. 11/15

9:55 am-9:44 pm

2 stops18h 49m

$612

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

jue. 8/14

6:17 pm-2:25 pm

2 stops13h 08m

Florence Peretola

jue. 8/21

6:25 am-5:47 pm

2 stops18h 22m

$934

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

mar. 8/26

9:40 am-1:25 pm

3 stops20h 45m

Florence Peretola

mar. 9/2

8:30 pm-4:24 pm

3 stops26h 54m

$1,044

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

jue. 10/2

7:15 pm-9:20 pm

2 stops19h 05m

Pisa Gal Galilei

vie. 10/10

10:05 pm-3:30 pm

2 stops24h 25m

$1,158

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

dom. 1/18

2:00 pm-11:20 am

2 stops14h 20m

Florence Peretola

sáb. 1/24

6:40 am-4:25 pm

2 stops16h 45m

$2,845

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

jue. 10/30

5:56 pm-12:55 am

3 stops24h 59m

$278

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

dom. 10/26

5:56 pm-10:55 pm

2 stops22h 59m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 16 results
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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
No data available for this route at this time. Please check back soon.

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 julio 30, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Tuscany, such as Porter Airlines, Delta, and KLM. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,980 reviews
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
KLM
7.8
Good
1,383 reviews
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,975 reviews
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 ($378), KLM ($443), and Porter Airlines ($466).

  • 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 $1,298). 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

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