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$251+ Cheap flights from Chicago (CHI) to Italy

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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FCO
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Chicago to Italy

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Italy (IT0). 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 21, 2024.

Find flight deals from Chicago to Italy

Cheapest flights from Chicago to Italy
Explore the most affordable flight options available from Chicago to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

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.
Fri 12/68:20 pmORD - FCO
1 stop12h 35mTAP AIR PORTUGAL
Tue 12/107:35 pmFCO - ORD
1 stop26h 55mTAP AIR PORTUGAL
Deal found 11/20$453
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.
Sun 12/88:25 pmORD - FCO
2 stops19h 45mMultiple Airlines
Tue 12/241:10 pmFCO - ORD
2 stops33h 20mMultiple Airlines
Deal found 11/19$509
This Flysmarter 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/14:50 pmORD - FCO
Nonstop8h 55mLufthansa
Fri 12/1312:15 pmFCO - ORD
1 stop14h 40mLufthansa
Deal found 11/20$514
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:20 amORD - FCO
1 stop19h 40mUnited Airlines
Tue 12/1012:15 pmFCO - ORD
2 stops33h 04mUnited Airlines
Deal found 11/20$515
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:20 amORD - FCO
1 stop19h 40mAir Canada
Wed 12/1112:15 pmFCO - ORD
2 stops26h 47mAir Canada
Deal found 11/20$517
This KLM deal was found by Cheapflights users on 11/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/810:38 amMDW - FCO
1 stop16h 52mKLM
Tue 12/2412:45 pmFCO - MDW
1 stop16h 21mKLM
Deal found 11/21$527
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/810:38 amMDW - FCO
1 stop16h 52mDelta
Tue 12/2412:45 pmFCO - MDW
1 stop16h 21mDelta
Deal found 11/20$529
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/43:55 pmORD - FCO
1 stop12h 00mAer Lingus
Wed 12/1111:35 amFCO - ORD
1 stop13h 20mAer Lingus
Deal found 11/20$530
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.
Tue 12/310:05 pmORD - FCO
1 stop14h 30mBritish Airways
Wed 12/111:10 pmFCO - ORD
1 stop13h 55mBritish Airways
Deal found 11/20$533
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1010:45 amORD - FCO
1 stop13h 20mKLM
Tue 12/1712:45 pmFCO - ORD
1 stop18h 13mKLM
Deal found 11/20$536
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/36:35 pmORD - FCO
1 stop15h 10mAmerican Airlines
Tue 12/101:10 pmFCO - ORD
2 stops15h 58mAmerican Airlines
Deal found 11/21$538
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/304:45 pmORD - FCO
1 stop33h 15mIberia
Wed 12/111:10 pmFCO - ORD
1 stop13h 55mIberia
Deal found 11/20$541

Find flights from Chicago to Italy within your budget

Customize your flight search to find flights from Chicago to Italy 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 21, 2024.

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Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 4/1

7:15 pm-6:45 pm

1 stop16h 30m

Rome Fiumicino

Wed 4/9

10:35 am-4:10 pm

2 stops36h 35m

$448

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sat 1/11

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Sat 1/18

11:30 am-5:20 pm

1 stop12h 50m

$452

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Fri 12/6

8:20 pm-3:55 pm

1 stop12h 35m

Rome Fiumicino

Tue 12/10

7:35 pm-3:30 pm

1 stop26h 55m

$453

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Fri 1/17

8:20 pm-12:55 am

2 stops21h 35m

Rome Fiumicino

Thu 1/30

7:00 pm-3:30 pm

2 stops27h 30m

$454

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 2/2

8:30 pm-6:20 pm

1 stop14h 50m

Naples

Wed 2/12

9:15 am-10:10 am

1 stop31h 55m

$510

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 12/4

7:20 am-10:00 am

1 stop19h 40m

Rome Fiumicino

Tue 12/10

12:15 pm-2:19 pm

2 stops33h 04m

$515

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 12/4

7:20 am-10:00 am

1 stop19h 40m

Rome Fiumicino

Wed 12/11

12:15 pm-8:02 am

2 stops26h 47m

$517

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 12/8

10:38 am-10:30 am

1 stop16h 52m

Rome Fiumicino

Tue 12/24

12:45 pm-10:06 pm

1 stop16h 21m

$527

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 12/8

10:38 am-10:30 am

1 stop16h 52m

Rome Fiumicino

Tue 12/24

12:45 pm-10:06 pm

1 stop16h 21m

$529

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 12/4

3:55 pm-10:55 am

1 stop12h 00m

Rome Fiumicino

Wed 12/11

11:35 am-5:55 pm

1 stop13h 20m

$530

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 Chicago to Italy

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

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

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

Currently, December is the cheapest month in which you can book a flight from Chicago to Italy (average of $613). Flying from Chicago to Italy in June is currently the most expensive (average of $1,267). 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 IT?

Find hourly flight availability from Chicago to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

When flying from Chicago to Italy, 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 Chicago to Italy

Explore weekly flight availability from Chicago to Italy. 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 21, 2024.

The most flights from CHI to IT0 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 (5 on average).

Rainfall in Italy by month

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

In terms of precipitation, rainfall in Italy ranges from 0.6 - 4.4 inches per month. November is typically the wettest month, when rainfall can reach 4.4 in. June is typically the driest time to visit Italy when rainfall is around 0.6 in.

Temperature in Italy by month

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

If weather is an important factor for your trip to Italy, use this chart to help with planning. For those seeking warmer temperatures, August 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 46.4 F).

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. 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 Italy. Reviews last updated November 21, 2024.
Get a feel of what it's like to fly with Delta, Scandinavian Airlines and Icelandair from Chicago to Italy by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

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
8,759 reviews
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Reviews

1 / 10

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

KLM
7.8
Good
1,350 reviews
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Reviews

1 / 10

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

Finnair
7.7
Good
1,300 reviews
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Reviews

1 / 10

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

LOT
7.6
Good
1,166 reviews
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

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
805 reviews
Delta
8.0
Very good
8,759 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

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 Italy. 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 Italy one-way?

    $334 is the cheapest one-way deal found within the past few days, from TAP AIR PORTUGAL. You may also be able to find cheap deals on Air Canada and United Airlines, with prices starting from $335 and $338, respectively.

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

    Most travelers choose Chicago O'Hare Intl - Rome Fiumicino, Chicago Midway - Rome Fiumicino or Chicago O'Hare Intl - Milan Malpensa when deciding on the best route from Chicago to Italy.

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

    Before booking your flight to Italy from Chicago, check out the most reliable airlines to get you to your destination on time: Kuwait Airways (92%), Air Canada (82%), Austrian Airlines( 82%).

  • What are the cheapest flights from Chicago to Italy?

    Looking at all options, your cheapest flight can be booked for $222. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $389 on average our data indicates $1,720 when flying from Chicago to Italy.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Italy (average of $613). Flying from Chicago to Italy in June is currently the most expensive (average of $1,267). 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.

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Alternative routes for Chicago to Italy

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 Italy

Discover the top 10 airlines that operate flights from Chicago to Italy. 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 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
AeroitaliaCheapest$41Average$82FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$371Average$934FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$380Average$926FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$442Average$710FlexibilityNo cancel feeOn-time77%
Aer LingusCheapest$506Average$875FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$506Average$1,118FlexibilityNo cancel feeOn-time67%
LufthansaCheapest$509Average$1,086FlexibilityNo cancel feeOn-time76%
American AirlinesCheapest$520Average$1,047FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$526Average$1,094FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$532Average$1,067FlexibilityNo cancel feeOn-time70%
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