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$386+ Cheap flights from Tuscany to Chicago (CHI)

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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Tuscany to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tuscany (ITTO) to Chicago (CHI). 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 November 20, 2024.

Find flight deals from Tuscany to Chicago

Cheapest flights from Tuscany to Chicago
Explore the most affordable flight options available from Tuscany to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Expedia deal was found by Cheapflights users on 11/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/712:10 pmPSA - ORD
1 stop13h 35mBritish Airways
Sat 12/1410:00 pmORD - PSA
1 stop29h 45mBritish Airways
Deal found 11/19$547
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:30 amFLR - ORD
3 stops23h 37mMultiple Airlines
Tue 12/104:19 pmORD - FLR
3 stops34h 16mMultiple Airlines
Deal found 11/19$570
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/712:10 pmPSA - ORD
1 stop32h 45mAmerican Airlines
Sat 12/147:00 amORD - PSA
2 stops44h 45mAmerican Airlines
Deal found 11/19$573
This Air Canada deal was found by Cheapflights users on 11/19. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:30 amFLR - ORD
2 stops20h 25mAir Canada
Tue 12/1011:35 amORD - FLR
2 stops19h 00mAir Canada
Deal found 11/19$595
This Gotogate deal was found by Cheapflights users on 11/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/59:35 amFCO - ORD
1 stop17h 30mLufthansa
Mon 12/910:35 pmORD - FCO
2 stops13h 20mLufthansa
Deal found 11/19$597
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:30 amFLR - ORD
2 stops35h 24mUnited Airlines
Tue 12/103:15 pmORD - FLR
1 stop15h 20mUnited Airlines
Deal found 11/19$597
This lol.travel deal was found by Cheapflights users on 11/19. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/276:05 amFCO - ORD
1 stop16h 25mTAP AIR PORTUGAL
Wed 12/47:15 pmORD - FCO
1 stop13h 35mTAP AIR PORTUGAL
Deal found 11/19$598
This British Airways deal was found by Cheapflights users on 11/20. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/238:45 pmFCO - ORD
1 stop25h 00mBritish Airways
Mon 1/1310:00 pmORD - FCO
1 stop14h 15mBritish Airways
Deal found 11/20$599
This lol.travel deal was found by Cheapflights users on 11/19. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2712:15 pmFCO - ORD
2 stops26h 47mAir Canada
Wed 12/411:35 amORD - FCO
1 stop15h 25mAir Canada
Deal found 11/19$601
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/61:45 pmFCO - ORD
2 stops31h 20mMultiple Airlines
Sun 12/810:35 pmORD - FCO
2 stops17h 35mMultiple Airlines
Deal found 11/19$603
This Expedia deal was found by Cheapflights users on 11/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/61:05 pmFLR - ORD
1 stop12h 20mLufthansa
Tue 12/106:00 pmORD - FLR
1 stop19h 15mLufthansa
Deal found 11/19$605
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/67:05 amFCO - ORD
2 stops19h 27mUnited Airlines
Sun 12/89:25 pmORD - FCO
1 stop14h 30mUnited Airlines
Deal found 11/19$609

Find flights from Tuscany to Chicago within your budget

Customize your flight search to find flights from Tuscany to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 12/7

12:10 pm-6:45 pm

1 stop13h 35m

Chicago O'Hare Intl

Sat 12/14

10:00 pm-10:45 am

1 stop29h 45m

$547

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 12/6

6:30 am-11:07 pm

3 stops23h 37m

Chicago O'Hare Intl

Tue 12/10

4:19 pm-9:35 am

3 stops34h 16m

$570

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 12/7

12:10 pm-1:55 pm

1 stop32h 45m

Chicago O'Hare Intl

Sat 12/14

7:00 am-10:45 am

2 stops44h 45m

$573

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Tue 2/4

8:30 pm-2:30 pm

1 stop25h 00m

Chicago O'Hare Intl

Mon 2/10

6:35 pm-7:45 pm

2 stops18h 10m

$593

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Mon 1/13

7:45 am-5:38 pm

2 stops16h 53m

Chicago O'Hare Intl

Tue 1/28

6:35 pm-11:50 pm

1 stop22h 15m

$593

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 12/6

6:30 am-7:55 pm

2 stops20h 25m

Chicago O'Hare Intl

Tue 12/10

11:35 am-1:35 pm

2 stops19h 00m

$595

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 12/5

9:35 am-8:05 pm

1 stop17h 30m

Chicago O'Hare Intl

Mon 12/9

10:35 pm-6:55 pm

2 stops13h 20m

$597

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 12/6

6:30 am-10:54 am

2 stops35h 24m

Chicago O'Hare Intl

Tue 12/10

3:15 pm-1:35 pm

1 stop15h 20m

$597

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Mon 12/23

8:45 pm-2:45 pm

1 stop25h 00m

Chicago O'Hare Intl

Mon 1/13

10:00 pm-7:15 pm

1 stop14h 15m

$599

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Fri 12/6

1:45 pm-2:05 pm

2 stops31h 20m

Chicago O'Hare Intl

Sun 12/8

10:35 pm-11:10 pm

2 stops17h 35m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Tuscany to Chicago (average of $232). Flying from Tuscany to Chicago in June is currently the most expensive (average of $308). 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
Peruse reviews from past customers who have flown with British Airways, American Airlines and Iberia from Tuscany to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

KLM
7.8
Good
1,350 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Finnair
7.7
Good
1,300 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

LOT
7.6
Good
1,165 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Austrian Airlines
7.6
Good
805 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Tuscany to Chicago. 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 Tuscany to Chicago one-way?

    The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $512. However, be on the lookout for offers from Icelandair and Turkish Airlines, as they are both options that can get you from Tuscany to Chicago for a low price.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tuscany to Chicago 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 Tuscany to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Tuscany to Chicago (average of $232). Flying from Tuscany to Chicago in June is currently the most expensive (average of $308). 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 Tuscany to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Tuscany to Chicago

Discover the top 2 airlines that operate flights from Tuscany to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$523Average$796FlexibilityNo cancel feeOn-time81%
British AirwaysCheapest$606Average$835FlexibilityNo cancel feeOn-time70%
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