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Tuscany

$363+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FLR
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$562
(KLM)

One-way from

$363
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$848
Provider with most accurate pricing for Chicago (CHI)-Florence Peretola flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Florence Peretola flights.
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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. 22% potential increase in price ($285 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 February 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 February 22, 2025.

This KLM deal was found by Cheapflights users on 2/20. 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 3/109:54 amMDW - FCO
1 stop17h 31mKLM
Wed 3/2611:45 amFCO - MDW
1 stop16h 38mKLM
Deal found 2/20$562
This Delta deal was found by Cheapflights users on 2/21. 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 10/283:40 pmMDW - FCO
1 stop11h 50mDelta
Tue 11/49:00 amFCO - MDW
1 stop16h 28mDelta
Deal found 2/21$571
This Air France deal was found by Cheapflights users on 2/21. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/52:08 pmMDW - FCO
2 stops14h 37mAir France
Tue 3/1111:45 amFCO - MDW
1 stop16h 38mAir France
Deal found 2/21$587
This Bravofly deal was found by Cheapflights users on 2/22. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/244:59 pmMDW - FCO
1 stop31h 56mMultiple Airlines
Mon 3/318:10 pmFCO - MDW
2 stops28h 52mMultiple Airlines
Deal found 2/22$783
This Delta deal was found by Cheapflights users on 2/21. 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.
Mon 4/72:57 pmMDW - FLR
2 stops14h 03mDelta
Mon 4/146:35 amFLR - MDW
2 stops18h 24mDelta
Deal found 2/21$795
This Aeromexico deal was found by Cheapflights users on 2/21. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/146:42 pmMDW - FLR
2 stops19h 08mAir France
Sun 3/233:30 pmFLR - MDW
2 stops36h 53mAir France
Deal found 2/21$1,371
This KLM deal was found by Cheapflights users on 2/22. 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 9/103:40 pmMDW - PSA
2 stops15h 25mKLM
Sat 9/209:35 pmPSA - MDW
2 stops24h 21mKLM
Deal found 2/22$2,131
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/87:09 pmMDW - PSA
3 stops31h 41mMultiple Airlines
Tue 4/1510:30 amPSA - MDW
3 stops34h 52mMultiple Airlines
Deal found 2/21$2,827
This Air France deal was found by Cheapflights users on 2/21. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/252:08 pmMDW - FLR
2 stops14h 32mKLM
Thu 2/276:40 amFLR - MDW
2 stops16h 40mKLM
Deal found 2/21$2,842

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 February 22, 2025.

Fly from

Midway

Fly to

Tuscany

Route

Depart

Return

Price

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 3/10

9:54 am-9:25 am

1 stop17h 31m

Rome Fiumicino

Wed 3/26

11:45 am-10:23 pm

1 stop16h 38m

$562

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Wed 4/2

9:25 am-7:35 am

2 stops15h 10m

Rome Fiumicino

Wed 4/9

10:10 am-10:21 pm

2 stops19h 11m

$576

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Wed 3/5

2:08 pm-11:45 am

2 stops14h 37m

Rome Fiumicino

Tue 3/11

11:45 am-10:23 pm

1 stop16h 38m

$587

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 3/24

4:59 pm-6:55 am

1 stop31h 56m

Rome Fiumicino

Mon 3/31

8:10 pm-6:02 pm

2 stops28h 52m

$783

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 4/7

1:15 pm-11:20 am

2 stops15h 05m

Florence Peretola

Mon 4/14

6:35 am-5:59 pm

2 stops18h 24m

$795

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 3/14

6:42 pm-7:50 pm

2 stops19h 08m

Florence Peretola

Sun 3/23

3:30 pm-10:23 pm

2 stops36h 53m

$1,371

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Thu 6/5

5:59 pm-9:20 pm

2 stops20h 21m

Pisa Gal Galilei

Sun 6/15

8:45 am-6:28 pm

2 stops16h 43m

$2,251

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Tue 4/8

7:09 pm-9:50 am

3 stops31h 41m

Pisa Gal Galilei

Tue 4/15

10:30 am-2:22 pm

3 stops34h 52m

$2,827

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 2/25

2:08 pm-11:40 am

2 stops14h 32m

Florence Peretola

Thu 2/27

6:40 am-4:20 pm

2 stops16h 40m

$2,842

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 4/7

1:23 pm-8:35 am

3 stops36h 12m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 18 results
1
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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 February 22, 2025.
Get a feel of what it's like to fly with Delta, KLM and Air Transat 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
8,203 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

KLM
7.8
Good
1,332 reviews
Delta
8.0
Very good
8,203 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Air Transat
7.8
Good
382 reviews
Delta
8.0
Very good
8,203 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Air France
7.4
Good
1,447 reviews
Delta
8.0
Very good
8,203 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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 ($409), Delta ($419), and Air France ($561).

  • 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 $1,451). 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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