Italy

$217+ Cheap flights from O'Hare Intl (ORD) 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Feb 26 — Mar 51
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Cheap flight deals from O'Hare Intl to Italy

Cheapest flights from O'Hare Intl to Italy
Explore the most affordable flight options available from O'Hare Intl to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This oojo deal was found by Cheapflights users on 1/25. 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.
Fri 4/106:00 pm
ORD
-
FLR
1 stop17h 00m
TAP AIR PORTUGAL
Fri 4/246:45 pm
FLR
-
ORD
1 stop28h 30m
TAP AIR PORTUGAL
Deal found 1/25$381
This oojo deal was found by Cheapflights users on 1/25. 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.
Wed 4/86:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Thu 4/167:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 1/25$381
This oojo deal was found by Cheapflights users on 1/27. 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.
Sat 5/26:15 pm
ORD
-
FLR
1 stop16h 35m
TAP AIR PORTUGAL
Sat 5/166:45 pm
FLR
-
ORD
1 stop28h 15m
TAP AIR PORTUGAL
Deal found 1/27$382
This oojo deal was found by Cheapflights users on 1/24. 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.
Wed 4/226:00 pm
ORD
-
FLR
1 stop33h 50m
TAP AIR PORTUGAL
Thu 4/306:50 pm
FLR
-
ORD
1 stop28h 10m
TAP AIR PORTUGAL
Deal found 1/24$385
This lol.travel deal was found by Cheapflights users on 1/26. 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 4/156:00 pm
ORD
-
FLR
1 stop17h 05m
TAP AIR PORTUGAL
Fri 4/246:45 pm
FLR
-
ORD
1 stop28h 30m
TAP AIR PORTUGAL
Deal found 1/26$388
This oojo deal was found by Cheapflights users on 1/26. 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.
Sat 4/46:15 pm
ORD
-
NAP
1 stop17h 05m
TAP AIR PORTUGAL
Fri 4/2412:30 pm
NAP
-
ORD
1 stop34h 45m
TAP AIR PORTUGAL
Deal found 1/26$388
This oojo deal was found by Cheapflights users on 1/26. 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.
Sun 4/266:00 pm
ORD
-
FLR
1 stop17h 00m
TAP AIR PORTUGAL
Tue 5/511:50 am
FLR
-
ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 1/26$389
This oojo deal was found by Cheapflights users on 1/27. 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.
Sun 2/18:25 pm
ORD
-
FLR
1 stop15h 05m
TAP AIR PORTUGAL
Sat 2/1412:20 pm
FLR
-
ORD
1 stop33h 25m
TAP AIR PORTUGAL
Deal found 1/27$390
This oojo deal was found by Cheapflights users on 1/25. 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.
Sun 4/126:00 pm
ORD
-
BLQ
1 stop34h 10m
TAP AIR PORTUGAL
Sat 4/1812:10 pm
BLQ
-
ORD
1 stop34h 50m
TAP AIR PORTUGAL
Deal found 1/25$393
This oojo deal was found by Cheapflights users on 1/24. 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.
Wed 4/156:00 pm
ORD
-
FLR
1 stop33h 50m
TAP AIR PORTUGAL
Tue 4/2111:50 am
FLR
-
ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 1/24$393
This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 pm
ORD
-
FLR
1 stop17h 05m
TAP AIR PORTUGAL
Tue 4/1411:50 am
FLR
-
ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 1/25$406
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Fri 4/246:00 pm
ORD
-
NAP
1 stop17h 20m
TAP AIR PORTUGAL
Sat 5/27:10 pm
NAP
-
ORD
1 stop27h 50m
TAP AIR PORTUGAL
Deal found 1/25$407

Find flight deals from O'Hare Intl to Italy

Keep the following information in mind while searching for O'Hare Intl to Italy flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$381
(oojo)

One-way from

$217
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$587

Good round-trip deal

$791 or less

Good one-way deal

$563 or less
Provider with most accurate pricing for Chicago (CHI)-Rome (ROM) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Rome (ROM) flights.
From Chicago O'Hare Intl to Italy
One-way flight from Chicago O'Hare Intl to Italy
Highest demand for flights based on searches. 22% potential increase in price ($220 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Chicago O'Hare Intl to Italy.
Price to beat on a one-way flight from Chicago O'Hare Intl to Italy.

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 January 27, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Italy that are best for you.

Fly from

O'Hare Intl

Fly to

Italy

Route

Depart

Return

Price

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 4/15

6:00 pm-6:05 pm

1 stop17h 05m

Florence Peretola

Fri 4/24

6:45 pm-4:15 pm

1 stop28h 30m

$388

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 4/4

6:15 pm-6:20 pm

1 stop17h 05m

Naples

Fri 4/24

12:30 pm-4:15 pm

1 stop34h 45m

$388

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 4/26

6:00 pm-6:00 pm

1 stop17h 00m

Florence Peretola

Tue 5/5

11:50 am-4:00 pm

1 stop35h 10m

$389

ChicagoBologna

ORD - BLQ

ORDBLQ

Chicago O'Hare Intl

Mon 3/16

8:20 pm-7:20 pm

1 stop17h 00m

Bologna Guglielmo Marconi

Tue 3/31

8:05 pm-4:20 pm

1 stop27h 15m

$444

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 2/23

7:20 pm-8:25 am

1 stop30h 05m

Milan Malpensa

Thu 2/26

11:15 am-4:45 pm

1 stop12h 30m

$469

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/16

8:20 pm-12:05 pm

2 stops33h 45m

Milan Malpensa

Thu 3/19

11:15 am-5:45 pm

1 stop12h 30m

$484

ChicagoBologna

ORD - BLQ

ORDBLQ

Chicago O'Hare Intl

Wed 3/11

8:20 pm-7:20 pm

1 stop17h 00m

Bologna Guglielmo Marconi

Wed 3/18

8:00 pm-5:45 pm

1 stop27h 45m

$487

ChicagoBologna

ORD - BLQ

ORDBLQ

Chicago O'Hare Intl

Sun 2/15

7:10 pm-7:20 pm

1 stop17h 10m

Bologna Guglielmo Marconi

Thu 2/19

8:00 pm-4:45 pm

1 stop27h 45m

$505

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 4/6

7:15 pm-6:45 pm

1 stop16h 30m

Naples

Fri 4/24

11:55 am-4:10 pm

1 stop35h 15m

$507

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 2/22

9:50 pm-5:25 pm

1 stop12h 35m

Naples

Tue 3/10

2:50 pm-5:20 pm

1 stop32h 30m

$511

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 60 results
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Best time to book a flight from O'Hare Intl to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from O'Hare Intl 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 O'Hare Intl Airport to Italy

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Italy?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Italy (average of $332). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $566). 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.

How often are flights from Chicago to Italy delayed?

About 31% of weekly flights between Chicago and Italy have experienced delays in the past year, with the average delay time being 164 minutes.

What is the most punctual flight time for Chicago to Italy flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Italy flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 29% of flights being delayed.

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 January 27, 2026.
Read reviews from past customers who have flown United Airlines, Turkish Airlines, and American Airlines from Chicago O'Hare Intl Airport to Italy. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago O'Hare Intl Airport to Italy?

    A quick flight from Chicago O'Hare Intl Airport to Italy can take about 17h. TAP AIR PORTUGAL provides one of the quickest options available for as low as $444. There are 4653 mi between Chicago O'Hare Intl Airport and Italy. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Italy one-way?

    $124 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $124 and $133, respectively.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Italy?

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Italy?

    On average you can expect to pay $908 for a flight from Chicago O'Hare Intl Airport to Italy. The cheapest flight overall is $600 while the most popular route, (Chicago O'Hare Intl - Rome Fiumicino) is currently priced at $381.

  • Can I find deals for flights from O'Hare Intl to Italy that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Italy?

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

  • Can I find deals for business class flights from O'Hare Intl to Italy?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Italy?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Italy (average of $332). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $566). 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 O'Hare Intl to Italy

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from O'Hare Intl to Italy

Discover the top 10 airlines that operate flights from O'Hare Intl 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$230Average$1,186FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$337Average$486FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$390Average$864FlexibilityNo cancel feeOn-time67%
IcelandairCheapest$392Average$549FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$410Average$557FlexibilityNo cancel feeOn-time77%
SWISSCheapest$414Average$1,024FlexibilityNo cancel feeOn-time79%
KLMCheapest$455Average$968FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$455Average$878FlexibilityNo cancel feeOn-time70%
Air FranceCheapest$458Average$845FlexibilityNo cancel feeOn-time77%
DeltaCheapest$462Average$1,005FlexibilityNo cancel feeOn-timeN/A

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