What are the cheapest airlines to fly from Chicago to Italy one-way?

$288 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 Turkish Airlines and WestJet, with prices starting from $406 and $469, respectively.

What are the most popular routes from Chicago to Italy?

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

What are the cheapest flights from Chicago to Italy?

Looking at all options, your cheapest flight can be booked for $499. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $411 on average our data indicates $1,000 when flying from Chicago to Italy.

What are the most popular airlines that fly from Chicago to Italy?

The most popular airlines flying from Chicago to Italy are American Airlines, ITA Airways and British Airways. Something to consider prior to booking your flight.

How far in advance should I book a flight from Chicago to Italy?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 57 days in advance, which can save you up to 16% on flights from Chicago to Italy compared to booking the week you need them. Waiting 57 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $688. For sooner than that we have options available in the next 3 days from $758.

What is the cheapest month to fly from Chicago to Italy?

The best pricing can be found in the month of February. Prices to Italy from Chicago average $770. You can even find prices in February for less than $770, as users have found deals to Italy from as low as $382. The month of June appears to be one of the more expensive times to travel to Italy from Chicago. Flying in the targeted month can save you up to 48%.

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.

$618+ Flights from Chicago to Italy

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Cheap flight deals from Chicago to Italy

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$614 (oojo)
One-way from	$288 (oojo)
Popular in	June
Cheapest in	February
Average price	$966
Good round-trip deal	$845 or less
Good one-way deal	$579 or less

Provider with most accurate pricing for Chicago (CHI)-Rome (ROM) flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Rome (ROM) flights.

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From Chicago (CHI) to Italy

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One-way flight from Chicago (CHI) to Italy

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Highest demand for flights based on searches. 24% potential increase in price ($244 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in May 2025

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Price to beat on a round-trip flight from Chicago (CHI) to Italy.

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Price to beat on a 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 mayo 1, 2025.

sáb. 8/307:15 pmORD - MXP

1 stop30h 20mScandinavian Airlines

sáb. 9/69:20 amMXP - ORD

1 stop13h 50mScandinavian Airlines

Deal found 4/30

$614

dom. 10/126:00 pmORD - MXP

1 stop23h 45mTAP AIR PORTUGAL

mar. 11/45:45 pmMXP - ORD

1 stop28h 15mTAP AIR PORTUGAL

Deal found 4/29

$619

mié. 8/274:30 pmORD - MXP

1 stop33h 05mAir Serbia

dom. 9/149:00 pmMXP - ORD

1 stop26h 40mAir Serbia

Deal found 4/30

$622

lun. 5/58:50 amORD - MXP

2 stops24h 25mMultiple Airlines

mié. 5/79:00 amMXP - ORD

2 stops19h 54mMultiple Airlines

Deal found 4/30

$626

mié. 10/1511:45 pmORD - MXP

1 stop17h 00mTurkish Airlines

vie. 11/72:40 pmMXP - ORD

1 stop26h 30mTurkish Airlines

Deal found 4/29

$627

jue. 8/147:15 pmORD - FCO

1 stop16h 30mScandinavian Airlines

dom. 8/317:35 pmFCO - ORD

1 stop27h 35mScandinavian Airlines

Deal found 4/30

$637

mié. 10/111:45 pmORD - FCO

1 stop31h 45mTurkish Airlines

mar. 10/147:00 amFCO - ORD

1 stop17h 55mTurkish Airlines

Deal found 4/30

$640

sáb. 8/96:15 pmORD - FCO

1 stop15h 30mTAP AIR PORTUGAL

sáb. 8/235:55 amFCO - ORD

1 stop17h 35mTAP AIR PORTUGAL

Deal found 4/30

$642

dom. 8/317:15 pmORD - LIN

2 stops33h 55mScandinavian Airlines

mié. 9/101:00 pmLIN - ORD

2 stops34h 10mScandinavian Airlines

Deal found 4/30

$643

lun. 11/109:30 amMDW - FCO

2 stops14h 35mDelta

dom. 11/166:10 amFCO - MDW

2 stops19h 26mDelta

Deal found 4/30

$644

mié. 10/221:55 pmORD - FCO

2 stops18h 05mLufthansa

sáb. 11/111:00 amFCO - ORD

2 stops16h 05mLufthansa

Deal found 4/30

$649

dom. 10/195:20 pmORD - FCO

Nonstop8h 50mIberia

mié. 10/226:25 amFCO - ORD

1 stop14h 05mIberia

Deal found 4/30

$651

Best flights from Chicago to Italy
Discover carefully curated flight deals from Chicago to Italy that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated mayo 1, 2025.

sáb. 8/307:15 pmORD - MXP

1 stop30h 20mScandinavian Airlines

sáb. 9/69:20 amMXP - ORD

1 stop13h 50mScandinavian Airlines

Deal found 4/30

$614

dom. 10/126:00 pmORD - MXP

1 stop23h 45mTAP AIR PORTUGAL

mar. 11/45:45 pmMXP - ORD

1 stop28h 15mTAP AIR PORTUGAL

Deal found 4/29

$619

mié. 8/274:30 pmORD - MXP

1 stop33h 05mAir Serbia

dom. 9/149:00 pmMXP - ORD

1 stop26h 40mAir Serbia

Deal found 4/30

$622

mié. 10/1511:45 pmORD - MXP

1 stop17h 00mTurkish Airlines

vie. 11/72:40 pmMXP - ORD

1 stop26h 30mTurkish Airlines

Deal found 4/29

$627

mar. 8/129:15 pmORD - FCO

1 stop18h 05mMultiple Airlines

mié. 8/2011:00 amFCO - ORD

1 stop15h 00mMultiple Airlines

Deal found 4/29

$638

mié. 10/221:55 pmORD - FCO

2 stops18h 05mLufthansa

sáb. 11/111:00 amFCO - ORD

2 stops16h 05mLufthansa

Deal found 4/30

$649

mié. 8/134:50 pmORD - MXP

1 stop11h 30mBritish Airways

jue. 8/149:45 pmMXP - ORD

1 stop23h 05mBritish Airways

Deal found 4/30

$682

mar. 8/57:25 pmORD - FCO

1 stop12h 10mIcelandair

jue. 8/283:45 pmFCO - ORD

1 stop12h 30mIcelandair

Deal found 4/30

$690

dom. 5/116:35 pmORD - FLR

1 stop16h 50mSWISS

dom. 5/186:05 amFLR - ORD

1 stop13h 05mSWISS

Deal found 4/30

$720

mié. 9/173:00 pmORD - FCO

Nonstop9h 25mITA Airways

mié. 9/249:25 amFCO - ORD

Nonstop10h 45mITA Airways

Deal found 4/30

$726

mar. 10/73:14 pmORD - FLR

2 stops19h 16mIberia

mar. 10/148:20 pmFLR - ORD

1 stop24h 55mIberia

Deal found 4/30

$729

mié. 5/1410:31 amORD - FLR

2 stops15h 34mDelta

vie. 5/2310:00 amFLR - ORD

2 stops18h 21mDelta

Deal found 4/30

$732

Last-minute flights from Chicago to Italy
Discover last-minute flight deals from Chicago to Italy. Data last updated mayo 1, 2025 and is based on user searches.

lun. 5/58:50 amORD - MXP

2 stops24h 25mMultiple Airlines

mié. 5/79:00 amMXP - ORD

2 stops19h 54mMultiple Airlines

Deal found 4/30

$626

lun. 5/58:50 amORD - FCO

2 stops25h 05mMultiple Airlines

sáb. 5/108:00 amFCO - ORD

2 stops20h 54mMultiple Airlines

Deal found 4/30

$656

lun. 5/54:30 pmORD - MXP

1 stop18h 40mIberia

mié. 5/711:10 amMXP - ORD

1 stop13h 24mIberia

Deal found 4/30

$742

lun. 5/58:15 pmORD - FCO

1 stop15h 30mScandinavian Airlines

mar. 5/207:35 pmFCO - ORD

2 stops35h 24mScandinavian Airlines

Deal found 4/30

$757

mar. 5/67:50 pmORD - FCO

1 stop15h 30mTurkish Airlines

mar. 5/277:25 pmFCO - ORD

1 stop21h 15mTurkish Airlines

Deal found 4/30

$669

mar. 5/610:40 amORD - FLR

2 stops19h 15mAir Canada

mié. 5/216:40 amFLR - ORD

2 stops20h 32mAir Canada

Deal found 4/30

$752

mar. 5/610:40 amORD - FLR

2 stops19h 15mMultiple Airlines

mié. 5/212:55 pmFLR - ORD

1 stop32h 00mMultiple Airlines

Deal found 4/30

$760

mar. 5/64:55 pmORD - FLR

1 stop11h 40mMultiple Airlines

mar. 5/136:50 amFLR - ORD

1 stop14h 25mMultiple Airlines

Deal found 4/29

$715

sáb. 5/108:15 pmORD - MXP

1 stop16h 00mScandinavian Airlines

vie. 5/169:15 amMXP - ORD

1 stop16h 10mScandinavian Airlines

Deal found 4/30

$656

sáb. 5/1011:20 pmORD - FCO

1 stop26h 00mAir Serbia

dom. 6/19:00 pmFCO - ORD

1 stop26h 40mAir Serbia

Deal found 4/30

$686

sáb. 5/108:15 pmORD - FLR

1 stop15h 50mScandinavian Airlines

sáb. 5/178:20 pmFLR - ORD

1 stop29h 05mScandinavian Airlines

Deal found 4/30

$731

sáb. 5/108:15 pmORD - MXP

1 stop16h 00mScandinavian Airlines

dom. 5/1811:20 amMXP - ORD

1 stop14h 05mScandinavian Airlines

Deal found 4/30

$656

One-way flights from Chicago to Italy
Search for one-way flight options from Chicago to Italy. Find affordable one-way fares based on user searches. Data last updated mayo 1, 2025.

dom. 7/276:00 pmORD - MXP

1 stop23h 45mTAP AIR PORTUGAL

Deal found 4/30

$288

dom. 7/277:25 pmORD - MXP

2 stops33h 30mMultiple Airlines

Deal found 4/30

$301

sáb. 7/59:08 amORD - NAP

2 stops30h 02mMultiple Airlines

Deal found 4/30

$316

sáb. 7/266:15 pmORD - VCE

1 stop17h 00mTAP AIR PORTUGAL

Deal found 4/30

$327

dom. 6/299:40 amMDW - VCE

3 stops54h 25mMultiple Airlines

Deal found 4/30

$328

jue. 5/87:25 pmORD - VCE

2 stops18h 50mMultiple Airlines

Deal found 4/30

$373

sáb. 6/149:28 pmORD - LIN

2 stops51h 22mMultiple Airlines

Deal found 4/29

$376

sáb. 6/219:28 pmORD - FLR

2 stops42h 37mMultiple Airlines

Deal found 4/30

$379

mar. 7/2911:25 amORD - NAP

1 stop13h 55mTurkish Airlines

Deal found 4/29

$406

jue. 5/299:40 amMDW - MXP

3 stops30h 40mMultiple Airlines

Deal found 4/30

$452

jue. 5/88:30 amMDW - FCO

2 stops46h 25mMultiple Airlines

Deal found 4/30

$463

sáb. 6/2110:31 amORD - FCO

3 stops41h 14mMultiple Airlines

Deal found 4/29

$466

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

sáb. 8/30

7:15 pm-8:35 am

1 stop30h 20m

Milan Malpensa

sáb. 9/6

9:20 am-4:10 pm

1 stop13h 50m

$614

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

dom. 10/12

6:00 pm-12:45 am

1 stop23h 45m

Milan Malpensa

mar. 11/4

5:45 pm-3:00 pm

1 stop28h 15m

$619

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

mié. 8/27

4:30 pm-8:35 am

1 stop33h 05m

Milan Malpensa

dom. 9/14

9:00 pm-4:40 pm

1 stop26h 40m

$622

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

mié. 10/15

11:45 pm-11:45 pm

1 stop17h 00m

Milan Malpensa

vie. 11/7

2:40 pm-10:10 am

1 stop26h 30m

$627

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

jue. 8/14

7:15 pm-11:05 am

1 stop32h 50m

Rome Fiumicino

mié. 9/3

11:55 am-4:10 pm

1 stop35h 15m

$637

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

mié. 10/1

11:45 pm-2:30 pm

1 stop31h 45m

Rome Fiumicino

mar. 10/14

7:00 am-5:55 pm

1 stop17h 55m

$640

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

sáb. 8/9

6:15 pm-4:45 pm

1 stop15h 30m

Rome Fiumicino

sáb. 8/23

5:55 am-4:30 pm

1 stop17h 35m

$642

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

dom. 8/31

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

mié. 9/10

1:00 pm-4:10 pm

2 stops34h 10m

$643

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

mié. 10/22

1:55 pm-3:00 pm

2 stops18h 05m

Rome Fiumicino

sáb. 11/1

11:00 am-9:05 pm

2 stops16h 05m

$649

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

dom. 10/19

5:20 pm-9:10 am

Nonstop8h 50m

Rome Fiumicino

mié. 10/22

6:25 am-1:30 pm

1 stop14h 05m

$651

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 results

...

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Italy

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Italy (average of $703). Flying from Chicago to Italy in June is currently the most expensive (average of $1,238). 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?

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

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

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 a feel of what it's like to fly with Delta, Porter Airlines and KLM 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

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

Delta

8.0

Very good

7,934 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

Porter Airlines

8.0

Very good

285 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

KLM

7.8

Good

1,334 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

LOT

7.6

Good

1,069 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

Austrian Airlines

7.6

Good

781 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

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

Related info for your journey

What are the cheapest airlines to fly from Chicago to Italy one-way?
$288 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 Turkish Airlines and WestJet, with prices starting from $406 and $469, respectively.
What are the most popular routes from Chicago to Italy?
Most travelers choose Chicago O'Hare Intl - Rome Fiumicino, Chicago O'Hare Intl - Milan Malpensa or Chicago Midway - Rome Fiumicino when deciding on the best route from Chicago to Italy.
What are the cheapest flights from Chicago to Italy?
Looking at all options, your cheapest flight can be booked for $499. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $411 on average our data indicates $1,000 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, January is the cheapest month in which you can book a flight from Chicago to Italy (average of $703). Flying from Chicago to Italy in June is currently the most expensive (average of $1,238). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Italy

O'Hare Intl to Heathrow flights

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Midway to Lisbon flights

St. Louis to Heathrow flights

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Midway to Frankfurt flights

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Complete your trip

Naples Airport car rentals

Venice Marco Polo Airport car rentals

Rome Fiumicino Airport car rentals

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Milan Malpensa Airport car rentals

Bologna Guglielmo Marconi Airport car rentals

Bari Palese Airport car rentals

Palermo Punta Raisi Airport car rentals

Chicago to Italy flights

Top 10 airlines flying from Chicago to Italy

Airline	Cheapest	Average	Flexibility	On-time
Aeroitalia	Cheapest$41	Average$72	FlexibilityNo cancel fee	On-timeN/A
Icelandair	Cheapest$365	Average$687	FlexibilityNo cancel fee	On-time76%
TAP AIR PORTUGAL	Cheapest$377	Average$597	FlexibilityNo cancel fee	On-timeN/A
SWISS	Cheapest$428	Average$1,108	FlexibilityNo cancel fee	On-time79%
Scandinavian Airlines	Cheapest$432	Average$619	FlexibilityNo cancel fee	On-time77%
Air Canada	Cheapest$500	Average$741	FlexibilityNo cancel fee	On-time67%
Lufthansa	Cheapest$502	Average$1,084	FlexibilityNo cancel fee	On-time76%
Aer Lingus	Cheapest$506	Average$814	FlexibilityNo cancel fee	On-timeN/A
British Airways	Cheapest$512	Average$883	FlexibilityNo cancel fee	On-time70%
Turkish Airlines	Cheapest$518	Average$686	FlexibilityNo cancel fee	On-time77%

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$270+ 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Italy with Cheapflights

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Cheap flight deals from Chicago to Italy

Keep the following information in mind while searching for Chicago to Italy flight deals. Data was last updated mayo 1, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to Italy

Cheapest flights from Chicago to ItalyExplore 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 mayo 1, 2025.

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 mayo 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Italy that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Italy

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

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 mayo 1, 2025.

Rainfall in Italy by month

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

Temperature in Italy by month

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

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 mayo 1, 2025.

Get a feel of what it's like to fly with Delta, Porter Airlines and KLM 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.

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?

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What are the cheapest flights from Chicago to Italy?

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

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Alternative routes for Chicago to Italy

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Top 10 airlines flying from Chicago to Italy

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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 mayo 1, 2025.