Cheap flights from Chicago O'Hare Intl Airport to Italy from $263
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Italy departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Round-trip
1 adult
Economy
0 bags
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Cheap round-trip flights
KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago O'Hare Intl Airport to Italy.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago O'Hare Intl Airport to Italy.
Cheap last minute flights
Planning a quick getaway from Chicago O'Hare Intl Airport to Italy? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Italy, so you can enjoy a seamless trip without layovers.
Icelandair flights from Chicago O'Hare Intl Airport to Italy
Our best Icelandair deals on Chicago O'Hare Intl Airport to Italy flight tickets
Icelandair![Icelandair]()
Sep 23![Icelandair]()
Oct 2
ORD7:25 pmChicago O'Hare Intl
16h 25m
2 stops
NAP6:50 pmNaples
NAP11:20 amNaples
37h 55m
2 stops
ORD6:15 pmChicago O'Hare Intl
Icelandair![Icelandair]()
Sep 2![Icelandair]()
Sep 8
ORD7:25 pmChicago O'Hare Intl
16h 25m
2 stops
NAP6:50 pmNaples
NAP11:20 amNaples
37h 55m
2 stops
ORD6:15 pmChicago O'Hare Intl
Aer Lingus flights from Chicago O'Hare Intl Airport to Italy
Our best Aer Lingus deals on Chicago O'Hare Intl Airport to Italy flight tickets
Aer Lingus![Aer Lingus]()
Apr 7![Aer Lingus]()
Apr 16
ORD3:45 pmChicago O'Hare Intl
11h 40m
1 stop
FCO10:25 amRome Fiumicino
FCO7:30 amRome Fiumicino
13h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
Aer Lingus![Aer Lingus]()
Apr 5![Aer Lingus]()
Apr 9
ORD3:45 pmChicago O'Hare Intl
11h 40m
1 stop
FCO10:25 amRome Fiumicino
FCO11:10 amRome Fiumicino
14h 50m
1 stop
ORD7:00 pmChicago O'Hare Intl
See travel insights to Italy from
How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Italy
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Italy?
The cheapest month to fly to Italy from Chicago O'Hare Intl Airport is in February. Flight prices, which tend to average around $551, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Italy from Chicago O'Hare Intl Airport during January instead. Flights to Italy in January, while not as cheap as those in February, still average around $553.
What is the cheapest day to depart on your flight to Italy?
According to our data, Tuesday is the cheapest day to fly to Italy from Chicago O'Hare Intl Airport. The lowest ticket price found for a Tuesday departure recently was $893. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Italy for around $1,007.
What is the cheapest time of day to depart on your flight to Italy?
Our data shows that the cheapest Chicago O'Hare Intl Airport to Italy flights are usually those with departure times in the evening. Our users have found flights to Italy in the evening for as low as $686. In contrast, the most expensive time of day to depart to Italy is in the afternoon when prices are around $940.
What is the cheapest Chicago O'Hare Intl to Italy flight route?
Fly from Chicago O'Hare Intl to Rome Fiumicino for the best Chicago O'Hare Intl - Italy flight prices
How far in advance should I book a flight to Italy?
You are more likely to see cheaper flights to Italy from Chicago O'Hare Intl Airport when booking 3 weeks ahead of your departure date. In general, you can expect to find flights to Italy for around $794 when searching 3 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Italy from Chicago O'Hare Intl Airport for as low as $747 on momondo.
What cabin class options are available on Chicago O'Hare Intl to Italy flights?
There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Italy flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago O'Hare Intl to Italy?
TAP AIR PORTUGAL, Turkish Airlines, and Icelandair are the most popular carriers operating from Chicago O'Hare Intl to Italy
What airlines fly to Italy?
ITA Airways, United Airlines and American Airlines are the top three most popular airlines that fly to Italy from Chicago O'Hare Intl Airport according to our data. ITA Airways is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Italy. Keep in mind that there are 20 different airlines that fly to Italy on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Italy on average per day?
As of March 2025, 8 flights take off from Chicago O'Hare Intl Airport and land in Italy each day. The most common flight departure time for this route is 4:00PM, with 100% of daily flights taking off in the afternoon.
How many flights depart from Chicago O'Hare Intl Airport to Italy on average per week?
62 flights are operational weekly from Chicago O'Hare Intl Airport to Italy as of March 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.
Cheap Chicago O'Hare Intl Airport to Italy flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Italy
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Italy?
Prices for flights from Chicago O'Hare Intl Airport to Italy are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Italy?
The number of operators available for flights from Chicago O'Hare Intl Airport to Italy is 20 as of March 2025.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Italy?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Italy.
What documentation or ID do you need to fly to Italy?
The travel and health documents you'll need for your trip to Italy may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Italy. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Italy?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Italy is Boeing 787 Dreamliner, representing 47.23% of all bookings. The subsequent popular models are Boeing 787-8 Dreamliner at 26.06%, Boeing 787-10 Dreamliner at 16.60%, and Airbus A330 at 8.73%.
Best airlines flying from Chicago O'Hare Intl Airport to Italy
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Italy with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $41 | Free Cancellation | Rating 6.5 39 reviews | |||
| PriceFrom $368 | Free Cancellation | Rating 7.0 476 reviews | |||
| PriceFrom $377 | Free Cancellation | Rating 7.1 1,831 reviews | |||
| PriceFrom $430 | Free Cancellation | Rating 7.3 1,326 reviews | |||
| PriceFrom $484 | Free Cancellation | Rating 7.5 1,570 reviews | |||
| PriceFrom $500 | Free Cancellation | Rating 7.0 9,012 reviews | |||
| PriceFrom $503 | Free Cancellation | Rating 6.7 6,961 reviews | |||
| PriceFrom $506 | Free Cancellation | Rating 7.0 1,061 reviews | |||
| PriceFrom $518 | Free Cancellation | Rating 6.6 6,713 reviews | |||
| PriceFrom $518 | Free Cancellation | Rating 7.3 3,748 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Italy?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Italy for you.
Can I find flights from Chicago to Italy with flexible booking policies on momondo?
momondo does allow users to show only those flights to Italy from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Italy?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Italy from Chicago.
I’m not ready to book a flight from Chicago to Italy right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Italy flights. All you need is a valid email address and we will do the rest; it is that quick and easy.
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