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Tuscany

$284+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
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 January 21, 2025.

Round-trip from

$522
(Mytrip)

One-way from

$284
(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 January 21, 2025.

This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/102:05 pmORD - FCO
1 stop12h 55mAir Canada
Tue 3/259:40 amFCO - ORD
2 stops15h 57mAir Canada
Deal found 1/21$524
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/263:35 pmORD - FCO
1 stop11h 25mUnited Airlines
Thu 4/39:45 amFCO - ORD
Nonstop10h 15mUnited Airlines
Deal found 1/20$526
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/267:05 pmORD - FCO
1 stop17h 05mMultiple Airlines
Fri 3/712:15 pmFCO - ORD
1 stop29h 39mMultiple Airlines
Deal found 1/21$527
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/168:25 pmORD - FCO
1 stop12h 25mTAP AIR PORTUGAL
Sat 2/224:45 pmFCO - ORD
1 stop29h 45mTAP AIR PORTUGAL
Deal found 1/21$529
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 Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/178:05 pmORD - FCO
1 stop17h 05mSWISS
Mon 3/318:10 pmFCO - ORD
1 stop23h 00mSWISS
Deal found 1/21$541
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/811:45 pmORD - FCO
1 stop16h 45mTurkish Airlines
Mon 9/227:00 amFCO - ORD
1 stop17h 55mTurkish Airlines
Deal found 1/21$548
This Kissandfly.com 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/104:45 pmORD - FCO
Nonstop9h 00mLufthansa
Tue 3/259:45 amFCO - ORD
Nonstop10h 20mLufthansa
Deal found 1/21$550
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:00 pmORD - FLR
1 stop17h 30mTAP AIR PORTUGAL
Sat 5/177:15 pmFLR - ORD
1 stop27h 55mTAP AIR PORTUGAL
Deal found 1/21$552
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 Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:47 pmORD - FCO
2 stops19h 03mBritish Airways
Mon 3/318:30 pmFCO - ORD
1 stop24h 20mBritish Airways
Deal found 1/21$557

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 January 21, 2025.

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Fly to

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Route

Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 3/24

8:30 pm-9:00 am

1 stop30h 30m

Rome Fiumicino

Mon 3/31

3:05 pm-3:55 pm

1 stop31h 50m

$522

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 2/19

7:15 pm-3:50 pm

1 stop13h 35m

Rome Fiumicino

Sat 3/1

7:35 pm-3:30 pm

1 stop26h 55m

$524

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 3/5

11:35 am-10:00 am

1 stop15h 25m

Rome Fiumicino

Wed 3/12

9:45 am-2:05 pm

Nonstop10h 20m

$525

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 3/26

3:35 pm-9:00 am

1 stop11h 25m

Rome Fiumicino

Thu 4/3

9:45 am-1:00 pm

Nonstop10h 15m

$526

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 3/18

12:51 pm-9:25 am

1 stop14h 34m

Rome Fiumicino

Tue 4/1

9:45 am-10:23 pm

1 stop19h 38m

$540

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 3/17

8:05 pm-7:10 pm

1 stop17h 05m

Rome Fiumicino

Mon 3/31

8:10 pm-12:10 pm

1 stop23h 00m

$541

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 4/29

7:50 pm-9:20 am

1 stop30h 30m

Rome Fiumicino

Wed 6/4

7:55 pm-5:55 pm

1 stop29h 00m

$548

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 5/7

6:00 pm-6:30 pm

1 stop17h 30m

Florence Peretola

Sat 5/17

7:15 pm-4:10 pm

1 stop27h 55m

$552

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 2/18

7:05 am-10:30 am

1 stop20h 25m

Rome Fiumicino

Thu 2/27

10:00 am-9:24 pm

2 stops18h 24m

$555

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 1/28

12:44 pm-10:30 am

1 stop14h 46m

Rome Fiumicino

Thu 2/6

6:10 am-4:21 pm

2 stops17h 11m

$555

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January 21, 2025.

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

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

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

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

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

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

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

Finnair
7.6
Good
1,286 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

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

Austrian Airlines
7.6
Good
786 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

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

SWISS
7.5
Good
1,600 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

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 $309 on Air Serbia. Other airlines that offer cheap prices include Lufthansa from $315 and Icelandair from $337 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.
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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$556Average$771FlexibilityNo cancel feeOn-time77%
Air FranceCheapest$680Average$1,134FlexibilityNo cancel feeOn-time77%
IberiaCheapest$690Average$994FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$696Average$1,072FlexibilityNo cancel feeOn-time69%
KLMCheapest$702Average$1,091FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$724Average$1,179FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$734Average$1,032FlexibilityNo cancel feeOn-time81%
British AirwaysCheapest$736Average$1,381FlexibilityNo cancel feeOn-time70%
SWISSCheapest$753Average$1,264FlexibilityNo cancel feeOn-time79%
DeltaCheapest$782Average$1,153FlexibilityNo cancel feeOn-timeN/A
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