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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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FCO
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$441
(oojo)

One-way from

$251
(Trip.com)
From Chicago (CHI) to Italy
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One-way flight from Chicago (CHI) to Italy
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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 December 18, 2024.

This KLM deal was found by Cheapflights users on 12/17. 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.
Sat 12/2812:40 pmORD - FCO
1 stop14h 50mKLM
Fri 1/176:10 amFCO - ORD
1 stop15h 20mKLM
Deal found 12/17$614
This Delta deal was found by Cheapflights users on 12/17. 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.
Sat 12/2812:10 pmMDW - FCO
1 stop15h 20mDelta
Fri 1/1712:45 pmFCO - MDW
1 stop28h 27mDelta
Deal found 12/17$615
This Expedia deal was found by Cheapflights users on 12/17. 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.
Mon 12/234:55 pmORD - FCO
1 stop33h 05mIberia
Sat 1/187:30 amFCO - ORD
1 stop14h 00mIberia
Deal found 12/17$619
This Delta deal was found by Cheapflights users on 12/17. 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.
Sat 12/285:40 amORD - FCO
1 stop21h 50mDelta
Fri 1/176:10 amFCO - ORD
2 stops21h 43mDelta
Deal found 12/17$624
This Air France deal was found by Cheapflights users on 12/17. 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.
Sat 12/2812:10 pmMDW - FCO
1 stop15h 20mMultiple Airlines
Fri 1/176:10 amFCO - MDW
2 stops19h 04mMultiple Airlines
Deal found 12/17$624
This CheapOair deal was found by Cheapflights users on 12/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:25 pmORD - FCO
1 stop13h 15mBritish Airways
Fri 1/104:25 pmFCO - ORD
2 stops25h 22mBritish Airways
Deal found 12/18$659
This Air Canada deal was found by Cheapflights users on 12/17. 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.
Mon 12/302:05 pmORD - FCO
1 stop12h 55mAir Canada
Sat 1/111:35 pmFCO - ORD
2 stops26h 22mAir Canada
Deal found 12/17$692
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/307:05 pmORD - FCO
1 stop17h 05mMultiple Airlines
Mon 5/266:20 pmFCO - ORD
2 stops51h 05mMultiple Airlines
Deal found 12/16$725
This Booking.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/303:55 pmORD - FCO
1 stop12h 00mAer Lingus
Mon 5/267:30 amFCO - ORD
1 stop13h 30mAer Lingus
Deal found 12/16$737
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/17$768
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/317:05 pmORD - FCO
1 stop11h 55mSWISS
Fri 1/108:00 pmFCO - ORD
1 stop27h 15mSWISS
Deal found 12/17$791
This KAYAK deal was found by Cheapflights users on 12/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/277:10 pmORD - FCO
1 stop16h 15mScandinavian Airlines
Fri 1/102:35 pmFCO - ORD
1 stop32h 15mScandinavian Airlines
Deal found 12/18$801

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 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 1/22

7:15 pm-6:45 pm

1 stop16h 30m

Rome Fiumicino

Wed 1/29

6:05 am-3:30 pm

1 stop16h 25m

$441

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Thu 1/30

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Sat 2/15

11:30 am-5:20 pm

1 stop12h 50m

$477

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Fri 1/17

8:20 pm-12:55 am

2 stops21h 35m

Rome Fiumicino

Thu 1/23

4:25 pm-3:30 pm

2 stops30h 05m

$490

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 4/27

7:15 pm-6:50 pm

1 stop16h 35m

Florence Peretola

Sun 5/11

7:55 pm-4:10 pm

1 stop27h 15m

$513

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 3/28

8:40 pm-4:55 pm

2 stops38h 15m

Milan Malpensa

Mon 3/31

8:05 pm-4:10 pm

1 stop27h 05m

$526

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 3/4

10:05 am-9:45 am

1 stop16h 40m

Milan Malpensa

Tue 3/18

11:00 am-9:27 pm

1 stop16h 27m

$527

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/17

1:29 pm-8:45 am

2 stops13h 16m

Milan Malpensa

Tue 3/25

11:00 am-11:57 pm

2 stops18h 57m

$531

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 3/5

10:57 am-9:45 am

2 stops15h 48m

Milan Malpensa

Wed 3/19

10:05 am-10:27 pm

1 stop18h 22m

$531

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Fri 2/28

7:40 pm-4:25 pm

1 stop13h 45m

Rome Fiumicino

Sat 3/8

11:25 am-5:50 pm

1 stop13h 25m

$531

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 1/31

5:20 pm-6:20 pm

1 stop18h 00m

Milan Malpensa

Fri 2/7

12:00 pm-9:24 pm

1 stop16h 24m

$534

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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 $635). Flying from Chicago to Italy in June is currently the most expensive (average of $1,263). 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 December 18, 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.

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 December 18, 2024.
Get a feel of what it's like to fly with Air Canada, Iberia and Delta 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.
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

Singapore Airlines
8.1
Very good
1,329 reviews
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

Delta
8.0
Very good
8,604 reviews
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

KLM
7.8
Good
1,349 reviews
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

Finnair
7.7
Good
1,285 reviews
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

LOT
7.6
Good
1,133 reviews
Singapore Airlines
8.1
Very good
1,329 reviews

Boarding

8.2

Comfort

8.0

Entertainment

8.0

Crew

8.6

Overall

8.1

Food

7.7

Reviews

1 / 10

Food was not good. It was like few days old.

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?

    $318 is the cheapest one-way deal found within the past few days, from SWISS. You may also be able to find cheap deals on ITA Airways and TAP AIR PORTUGAL, with prices starting from $329 and $343, 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 (100%), SAUDIA (83%), ITA Airways( 83%).

  • What are the cheapest flights from Chicago to Italy?

    Looking at all options, your cheapest flight can be booked for $453. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $421 on average our data indicates $1,531 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 $635). Flying from Chicago to Italy in June is currently the most expensive (average of $1,263). 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 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 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
AeroitaliaCheapest$41Average$82FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$371Average$914FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$384Average$895FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$432Average$698FlexibilityNo cancel feeOn-time77%
Aer LingusCheapest$506Average$838FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$506Average$1,123FlexibilityNo cancel feeOn-time67%
LufthansaCheapest$508Average$1,118FlexibilityNo cancel feeOn-time76%
Turkish AirlinesCheapest$525Average$708FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$526Average$1,113FlexibilityNo cancel feeOn-time69%
DeltaCheapest$532Average$1,043FlexibilityNo cancel feeOn-timeN/A
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