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Tuscany

$244+ Cheap flights from Chicago (CHI) 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Chicago to Tuscany

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 December 22, 2024.

Round-trip from

$439
(oojo)

One-way from

$244
(Kiwi.com)
From Chicago (CHI) to Tuscany
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One-way flight from Chicago (CHI) to Tuscany
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Find flight deals from Chicago to Tuscany

Cheapest flights from Chicago to Tuscany
Explore the most affordable flight options available from Chicago to Tuscany. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Travelocity deal was found by Cheapflights users on 12/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/234:55 pmORD - FCO
1 stop33h 05mIberia
Sat 1/187:30 amFCO - ORD
1 stop14h 00mIberia
Deal found 12/21$618
This United Airlines deal was found by Cheapflights users on 12/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:25 amORD - FCO
1 stop18h 05mUnited Airlines
Sat 1/119:50 amFCO - ORD
1 stop32h 15mUnited Airlines
Deal found 12/22$630
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/314:45 pmORD - FCO
2 stops24h 30mBritish Airways
Sat 1/118:30 pmFCO - ORD
2 stops28h 08mBritish Airways
Deal found 12/22$636
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/234:55 pmORD - FCO
1 stop33h 05mMultiple Airlines
Sat 1/187:30 amFCO - ORD
1 stop14h 00mMultiple Airlines
Deal found 12/21$646
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:31 amORD - FCO
1 stop19h 29mAmerican Airlines
Sat 1/187:30 amFCO - ORD
1 stop14h 00mAmerican Airlines
Deal found 12/21$693
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:32 pmMDW - FCO
1 stop11h 58mDelta
Sat 1/116:10 amFCO - MDW
2 stops18h 37mDelta
Deal found 12/22$771
This Delta deal was found by Cheapflights users on 12/21. 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 12/231:25 pmORD - FCO
2 stops15h 30mDelta
Sun 1/196:10 amFCO - ORD
2 stops22h 05mDelta
Deal found 12/21$783
This Gurufare deal was found by Cheapflights users on 12/21. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:30 pmORD - FCO
1 stop21h 10mLufthansa
Sun 1/127:45 pmFCO - ORD
1 stop25h 25mLufthansa
Deal found 12/21$877
This Austrian Airlines deal was found by Cheapflights users on 12/21. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/249:10 pmORD - FCO
2 stops29h 20mAustrian Airlines
Tue 1/78:05 pmFCO - ORD
2 stops51h 55mAustrian Airlines
Deal found 12/21$897
This Air Canada deal was found by Cheapflights users on 12/21. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:35 pmORD - FCO
2 stops13h 55mAir Canada
Sat 1/111:35 pmFCO - ORD
2 stops26h 22mAir Canada
Deal found 12/21$914
This Aeromexico deal was found by Cheapflights users on 12/22. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:25 pmORD - FCO
1 stop34h 05mAir France
Fri 1/1012:45 pmFCO - ORD
1 stop37h 04mAir France
Deal found 12/22$919
This SWISS deal was found by Cheapflights users on 12/21. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/239:10 pmORD - FCO
2 stops39h 00mSWISS
Sun 1/198:00 pmFCO - ORD
2 stops48h 40mSWISS
Deal found 12/21$933

Find flights from Chicago to Tuscany within your budget

Customize your flight search to find flights from Chicago 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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 4/27

7:15 pm-6:50 pm

1 stop16h 35m

Florence Peretola

Sun 5/4

7:55 pm-4:10 pm

1 stop27h 15m

$439

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 4/1

7:15 pm-6:45 pm

1 stop16h 30m

Rome Fiumicino

Wed 4/30

10:35 am-4:10 pm

2 stops36h 35m

$449

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 1/21

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Thu 1/30

11:30 am-5:20 pm

1 stop12h 50m

$452

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 1/12

8:25 pm-6:45 pm

1 stop39h 20m

Rome Fiumicino

Tue 1/21

7:35 pm-3:30 pm

1 stop26h 55m

$469

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 2/2

5:00 pm-12:20 pm

1 stop12h 20m

Rome Fiumicino

Wed 2/12

7:30 am-2:30 pm

1 stop14h 00m

$505

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 1/21

10:05 am-11:45 am

1 stop18h 40m

Rome Fiumicino

Fri 1/31

10:15 am-9:28 pm

1 stop18h 13m

$518

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 4/1

11:21 am-7:05 am

1 stop12h 44m

Rome Fiumicino

Tue 4/8

11:05 am-2:30 pm

Nonstop10h 25m

$537

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 2/2

12:51 pm-11:30 am

2 stops15h 39m

Rome Fiumicino

Wed 2/12

7:05 am-4:41 pm

2 stops16h 36m

$541

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 1/12

11:35 am-11:30 am

1 stop16h 55m

Rome Fiumicino

Fri 1/24

12:15 pm-2:24 pm

2 stops33h 09m

$543

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 3/30

5:05 pm-9:15 am

Nonstop9h 10m

Rome Fiumicino

Tue 4/8

10:40 am-5:50 pm

1 stop14h 10m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Tuscany

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

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

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Tuscany (average of $766). Flying from Chicago 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.

What is the cheapest time of day to fly from CHI to TO?

Find hourly flight availability from Chicago to Tuscany. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

When flying from Chicago to Tuscany, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 December 22, 2024.
Get a feel of what it's like to fly with Iberia, Air France and Lufthansa from Chicago to Tuscany by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

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
8,594 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

KLM
7.8
Good
1,342 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

SWISS
7.6
Good
1,605 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

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
1,501 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

United Airlines
7.4
Good
9,028 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Overall

8.0

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 Chicago 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 to Tuscany one-way?

    One-way options have recently been found by users for as low as $287 on Icelandair. Other airlines that offer cheap prices include SWISS from $302 and ITA Airways from $339 one-way.

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

    When deciding which route to take from Chicago to Tuscany consider Chicago O'Hare Intl - Rome Fiumicino, Chicago Midway - Rome Fiumicino or Chicago O'Hare Intl - Florence Peretola as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Tuscany?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Tuscany (average of $766). Flying from Chicago 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 Chicago to Tuscany

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
Midway to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Malpensa flights
O'Hare Intl to Linate flights
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Midway to Malpensa flights
St. Louis to Leonardo da Vinci/Fiumicino flights
Midway to Vicenza flights
O'Hare Intl to Naples flights
Midway to Linate flights
O'Hare Intl to Bergamo flights
Midway to Florence flights
O'Hare Intl to Catania flights
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Midway to Naples flights
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Midway to Catania flights
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O'Hare Intl to Genoa flights
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Moline to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Verona flights
Midway to Genoa flights
O'Hare Intl to Cagliari flights
St. Louis to Catania flights
O'Hare Intl to Brindisi flights
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Midway to Bari flights
O'Hare Intl to Turin flights
Midway to Palermo flights
Midway to Turin flights
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St. Louis to Turin flights
St. Louis to Pisa flights
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Midway to Pisa flights
O'Hare Intl to Ancona flights

Top 10 airlines flying from Chicago to Tuscany

Discover the top 10 airlines that operate flights from Chicago to Tuscany. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$556Average$788FlexibilityNo cancel feeOn-time77%
Air FranceCheapest$680Average$1,105FlexibilityNo cancel feeOn-time77%
IberiaCheapest$690Average$1,182FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$696Average$1,084FlexibilityNo cancel feeOn-time69%
KLMCheapest$702Average$1,094FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$728Average$1,174FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$730Average$1,381FlexibilityNo cancel feeOn-time70%
ITA AirwaysCheapest$734Average$1,045FlexibilityNo cancel feeOn-time81%
DeltaCheapest$752Average$1,137FlexibilityNo cancel feeOn-timeN/A
SWISSCheapest$753Average$1,275FlexibilityNo cancel feeOn-time79%
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