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$313+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FLR
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Midway to Tuscany

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Tuscany (ITTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$531
(Air France)

One-way from

$313
(Kiwi.com)
From Chicago Midway to Tuscany
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One-way flight from Chicago Midway to Tuscany
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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 January 21, 2025.

This Air France deal was found by Cheapflights users on 1/20. 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.
Mon 3/1012:51 pmMDW - FCO
1 stop14h 34mAir France
Wed 3/2611:45 amFCO - MDW
1 stop16h 42mAir France
Deal found 1/20$531
This Delta deal was found by Cheapflights users on 1/21. 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 3/189:54 amMDW - FCO
1 stop15h 01mDelta
Tue 4/19:45 amFCO - MDW
1 stop19h 38mDelta
Deal found 1/21$540
This KLM deal was found by Cheapflights users on 1/20. 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 2/256:00 amMDW - FCO
1 stop21h 30mKLM
Wed 3/56:10 amFCO - MDW
2 stops17h 10mKLM
Deal found 1/20$555
This Air France deal was found by Cheapflights users on 1/20. 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.
Tue 1/2112:44 pmMDW - FCO
1 stop14h 46mMultiple Airlines
Thu 1/306:10 amFCO - MDW
2 stops17h 11mMultiple Airlines
Deal found 1/20$585
This Delta deal was found by Cheapflights users on 1/20. 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 3/42:08 pmMDW - FLR
2 stops17h 27mDelta
Tue 3/116:40 amFLR - MDW
2 stops17h 22mDelta
Deal found 1/20$759
This Aeromexico deal was found by Cheapflights users on 1/20. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/12:55 pmMDW - FLR
2 stops16h 30mAir France
Tue 4/812:15 pmFLR - MDW
2 stops17h 06mAir France
Deal found 1/20$910
This KLM deal was found by Cheapflights users on 1/20. 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 5/123:45 pmMDW - PSA
2 stops15h 30mKLM
Fri 5/2310:05 pmPSA - MDW
2 stops23h 49mKLM
Deal found 1/20$1,152
This Air France deal was found by Cheapflights users on 1/19. 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 2/132:08 pmMDW - FLR
2 stops14h 32mKLM
Sun 3/26:40 amFLR - MDW
2 stops16h 40mKLM
Deal found 1/19$1,173
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Sun 3/2311:15 amMDW - PSA
3 stops28h 50mMultiple Airlines
Sun 3/3010:30 amPSA - MDW
3 stops34h 45mMultiple Airlines
Deal found 1/20$2,434

Find flights from Midway to Tuscany within your budget

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 January 21, 2025.

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Route

Depart

Return

Price

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 3/10

12:51 pm-9:25 am

1 stop14h 34m

Rome Fiumicino

Wed 3/26

11:45 am-10:27 pm

1 stop16h 42m

$531

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 3/18

9:54 am-6:55 am

1 stop15h 01m

Rome Fiumicino

Tue 4/1

9:45 am-10:23 pm

1 stop19h 38m

$540

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 2/25

6:00 am-10:30 am

1 stop21h 30m

Rome Fiumicino

Wed 3/5

6:10 am-4:20 pm

2 stops17h 10m

$555

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Thu 2/6

12:44 pm-10:30 am

1 stop14h 46m

Rome Fiumicino

Thu 2/13

6:10 am-4:21 pm

2 stops17h 11m

$604

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 3/4

2:08 pm-2:35 pm

2 stops17h 27m

Florence Peretola

Tue 3/11

6:40 am-6:02 pm

2 stops17h 22m

$759

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 4/1

2:55 pm-2:25 pm

2 stops16h 30m

Florence Peretola

Tue 4/8

12:15 pm-10:21 pm

2 stops17h 06m

$910

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Mon 5/12

3:45 pm-2:15 pm

2 stops15h 30m

Pisa Gal Galilei

Fri 5/23

10:05 pm-2:54 pm

2 stops23h 49m

$1,152

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 2/13

2:08 pm-11:40 am

2 stops14h 32m

Florence Peretola

Sun 3/2

6:40 am-4:20 pm

2 stops16h 40m

$1,173

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sun 3/23

11:15 am-10:05 pm

3 stops28h 50m

Pisa Gal Galilei

Sun 3/30

10:30 am-2:15 pm

3 stops34h 45m

$2,434

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Thu 1/30

7:25 am-12:30 am

3 stops58h 05m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 18 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.

Travel insights for flights from Midway to Tuscany

Get recent, data-driven insights about flights from Midway to Tuscany including ideal travel times, pricing trends, and more.

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 January 21, 2025.
Get a feel of what it's like to fly with Air France, KLM and Delta 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.
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,341 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air France
7.4
Good
1,490 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding 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 KLM ($353), Air France ($369), and Delta ($408).

  • 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 $1,459). 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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