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$369+ Cheap flights from Italy 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
FCO — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Italy to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Italy (IT0) 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 Italy to Chicago

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

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.
Fri 11/226:20 amMXP - ORD
1 stop16h 10mTAP AIR PORTUGAL
Fri 12/68:20 pmORD - MXP
1 stop13h 35mTAP AIR PORTUGAL
Deal found 11/19$507
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2611:45 amLIN - ORD
1 stop13h 10mAer Lingus
Tue 12/33:55 pmORD - LIN
1 stop12h 10mAer Lingus
Deal found 11/19$528
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1112:40 pmVCE - ORD
1 stop13h 05mMultiple Airlines
Fri 1/319:45 pmORD - VCE
1 stop15h 25mMultiple Airlines
Deal found 11/20$544
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/56:40 pmBLQ - ORD
1 stop26h 15mBritish Airways
Mon 12/910:00 pmORD - BLQ
1 stop12h 40mBritish Airways
Deal found 11/19$544
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.
Thu 12/57:25 amBLQ - ORD
1 stop13h 30mAmerican Airlines
Mon 12/92:14 pmORD - BLQ
2 stops24h 01mAmerican Airlines
Deal found 11/19$548
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:00 amVCE - ORD
1 stop13h 55mBritish Airways
Sun 12/86:30 pmORD - VCE
1 stop19h 50mBritish Airways
Deal found 11/19$553
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.
Fri 12/66:55 pmLIN - ORD
1 stop26h 00mBritish Airways
Sun 12/89:45 pmORD - LIN
1 stop13h 05mBritish Airways
Deal found 11/19$554
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.
Thu 12/510:15 amMXP - ORD
1 stop28h 31mAmerican Airlines
Mon 12/99:45 pmORD - MXP
1 stop15h 05mAmerican Airlines
Deal found 11/19$555
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/411:20 amMXP - ORD
1 stop12h 40mBritish Airways
Sun 12/86:30 pmORD - MXP
1 stop12h 55mBritish Airways
Deal found 11/19$556
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:55 pmVCE - ORD
1 stop27h 00mAmerican Airlines
Fri 1/315:30 pmORD - VCE
2 stops16h 25mAmerican Airlines
Deal found 11/20$560
This Iberia 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:50 amBLQ - ORD
2 stops20h 14mMultiple Airlines
Sun 12/89:45 pmORD - BLQ
1 stop18h 40mMultiple Airlines
Deal found 11/20$561
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/310:40 amMXP - ORD
2 stops34h 25mMultiple Airlines
Tue 12/103:35 pmORD - MXP
2 stops17h 55mMultiple Airlines
Deal found 11/20$566

Find flights from Italy to Chicago within your budget

Customize your flight search to find flights from Italy 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

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Thu 1/16

12:05 pm-3:30 pm

1 stop34h 25m

Chicago O'Hare Intl

Wed 1/29

7:15 pm-11:15 am

1 stop33h 00m

$489

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 1/9

8:00 pm-3:50 pm

1 stop26h 50m

Chicago O'Hare Intl

Thu 1/16

7:10 pm-7:20 pm

1 stop17h 10m

$491

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 4/4

9:15 am-4:10 pm

1 stop13h 55m

Chicago O'Hare Intl

Tue 4/29

7:15 pm-7:15 pm

1 stop17h 00m

$510

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Wed 4/2

5:55 am-4:10 pm

1 stop17h 15m

Chicago O'Hare Intl

Sun 4/27

6:00 pm-12:35 am

1 stop23h 35m

$516

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 12/4

11:45 am-5:55 pm

1 stop13h 10m

Chicago O'Hare Intl

Sun 12/8

3:55 pm-11:05 am

1 stop12h 10m

$528

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Wed 12/11

12:40 pm-6:45 pm

1 stop13h 05m

Chicago O'Hare Intl

Fri 1/31

9:45 pm-8:10 pm

1 stop15h 25m

$544

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 12/5

6:40 pm-1:55 pm

1 stop26h 15m

Chicago O'Hare Intl

Mon 12/9

10:00 pm-5:40 pm

1 stop12h 40m

$544

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Mon 1/13

5:50 pm-1:55 pm

1 stop27h 05m

Chicago O'Hare Intl

Sun 1/26

9:45 pm-9:20 pm

1 stop16h 35m

$546

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 3/24

8:45 pm-7:45 pm

1 stop29h 00m

Chicago O'Hare Intl

Sat 4/5

9:15 pm-7:55 pm

1 stop15h 40m

$546

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 12/5

7:25 am-1:55 pm

1 stop13h 30m

Chicago O'Hare Intl

Mon 12/9

2:14 pm-9:15 pm

2 stops24h 01m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Italy to Chicago (average of $232). Flying from Italy 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.

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

Find hourly flight availability from Italy to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

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

Weekly flight availability from Italy to Chicago

Explore weekly flight availability from Italy to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from IT0 to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

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 TAP AIR PORTUGAL, Scandinavian Airlines and Aer Lingus from Italy to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Emirates
8.1
Very good
3,486 reviews
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Delta
8.0
Very good
8,756 reviews
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

KLM
7.8
Good
1,350 reviews
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Finnair
7.7
Good
1,300 reviews
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

LOT
7.6
Good
1,165 reviews
Emirates
8.1
Very good
3,486 reviews

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Food

7.9

Boarding

8.1

Reviews

1 / 10

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Related info for your journey

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

    The cheapest airline one-way is Icelandair, with whom users have recently found tickets for as low as $369. However, be on the lookout for offers from Air Serbia and TAP AIR PORTUGAL, as they are both options that can get you from Italy to Chicago for a low price.

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

    While some choose either Milan Linate - Chicago O'Hare Intl or Rome Fiumicino - Chicago O'Hare Intl, Milan Malpensa - Chicago O'Hare Intl is the most popular route from Italy to Chicago.

  • What are the most reliable airlines from Italy to Chicago?

    Before booking your flight to Chicago from Italy, check out the most reliable airlines to get you to your destination on time: Ethiopian Air (84%), American Airlines (83%), Alaska Airlines( 83%).

  • What are the cheapest flights from Italy to Chicago?

    The cheapest flight price from Italy to Chicago is $623. On average you can expect to pay $1,426. The most popular route, (Milan Malpensa - Chicago O'Hare Intl), can usually be booked for $426.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Italy to Chicago (average of $232). Flying from Italy 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 Italy to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Italy to Chicago

Discover the top 9 airlines that operate flights from Italy 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
Scandinavian AirlinesCheapest$350Average$468FlexibilityNo cancel feeOn-time77%
FinnairCheapest$391Average$428FlexibilityNo cancel feeOn-time76%
American AirlinesCheapest$407Average$874FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$416Average$757FlexibilityNo cancel feeOn-time70%
ITA AirwaysCheapest$491Average$702FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$536Average$838FlexibilityNo cancel feeOn-time76%
IberiaCheapest$545Average$746FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$560Average$564FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$622Average$820FlexibilityNo cancel feeOn-time69%
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