$242 Find Cheap Flights from Chicago O'Hare Airport to Italy - Compare and Save

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Cheap Flights from O'Hare Intl to Italy

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Rome
Rome1 stop$616
Milan
Bergamo2 stops$573
Florence
Florence2 stops$523
Naples
Naples1 stop$579
Palermo
Palermo1 stop$670
Catania
Catania1 stop$678
Bologna
Bologna1 stop$619
Bari
Bari2 stops$655
Olbia
Olbia2 stops$786
Pisa
Pisa2 stops$714
Cagliari
Cagliari2 stops$910
Turin
Turin2 stops$665
Brindisi
Brindisi2 stops$912
Lamezia Terme
Lamezia Terme2 stops$693
Genoa
Genoa2 stops$870
Verona
Verona2 stops$685
Trieste
Trieste1 stop$826
Rome
Rome1 stop$616
Milan
Bergamo2 stops$573
Florence
Florence2 stops$523
Naples
Naples1 stop$579
Palermo
Palermo1 stop$670
Catania
Catania1 stop$678
Bologna
Bologna1 stop$619
Bari
Bari2 stops$655
Olbia
Olbia2 stops$786
Pisa
Pisa2 stops$714
Cagliari
Cagliari2 stops$910
Turin
Turin2 stops$665
Brindisi
Brindisi2 stops$912
Lamezia Terme
Lamezia Terme2 stops$693
Genoa
Genoa2 stops$870
Verona
Verona2 stops$685
Trieste
Trieste1 stop$826
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Italy flights

Get data-powered insights and trends into flights from O'Hare Intl to Italy to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Italy flight route?

The cheapest ticket to Italy from Chicago O'Hare Intl Airport found in the last 5 days was to Naples, at $504 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Rome Fiumicino Airport (FCO), and the cheapest round-trip airline ticket found on this route in the last 5 days was $661.

What is the cheapest time of day to fly to Italy?

The cheapest time of day to fly to Italy is generally in the evening, when round-trip flights cost $987 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Italy is generally in the evening, which is peak travel time and where the average cost of a ticket is $987.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Italy?

No, with an average price for the route of $891, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Italy?

The cheapest month for flights from Chicago O'Hare Intl Airport to Italy is February, when tickets cost $633 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $1,087 and $1,050 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Italy?

Your flight ticket price will generally be cheaper if you fly to Italy on a Sunday and more expensive on a Friday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Thursday, and avoid Tuesdays for better deals.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Italy?

To get a below average price on the flight from Chicago O'Hare Intl Airport to Italy, you should book around 4 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low season

February

Cheapest flight

$242
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Chicago O'Hare Airport to Florence

FAQs - booking Italy flights

  • How do I get to the Chicago O’Hare International Airport?

    Travelers can access the Chicago Airport through the Chicago Transit Authority Blue Line and the Metro commuter train service. Additionally, you can use the regional and airport shuttle buses that serve the airport. Some people prefer to get a taxi, rideshare, or drive and park at the airport.

  • I’m traveling to Italy from the Chicago O’Hare Airport to visit the Pantheon. Where should I fly to?

    The nearest airport to the Pantheon is the Rome Ciampino Airport, which is about 9 miles (14.6 km) away from the Pantheon. Alternatively, you can book a flight to nearby airports like the Rome Fiumicino Airport, Pescara Airport , and Naples Airport.

  • Where should I fly to in Turin from Chicago O’Hare Airport?

    The Torino airport is the best option when flying to Turin because it is 10 miles (16 km) away from the metropolitan city. Most airlines do not offer non-stop flights from Chicago to Turin. Travelers often land in Frankfurt am Main, Amsterdam Schipol, Paris Charles de Gaulle, and Munich Franz Josef Strauss. Therefore, the fastest option would be to get a quick flight that is more expensive but will save you about an hour.

  • What are the visa guidelines for a person who is traveling from Chicago to Italy?

    US Citizens are allowed to enter Italy without a visa for up to 90 days, but strictly for business or tourist purposes. Beyond your planned departure date, your passport must be valid for at least three months.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Italy?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Italy.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Italy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Italy is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Italy?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Italy with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Italy?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Italy up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Italy

  • The Chicago O’Hare Airport accommodates travelers who have canceled or delayed flights. The airport offers a revamped lounge known as the Polaris lounge. It may have strict access requirements, but the strain is worth it. Besides this, the airport has an American Airlines flagship lounge located in Terminal 3. It is calm enough to get some work done, eat, and relax before your next flight. You can also use the two priority pass lounges at the International Terminal 5, the Swissport Lounge, and Air France-KLM Lounge.
  • Travelers are advised to arrive at least 90 minutes before domestic flights and at least 3 hours before International flights. This is because the Chicago O’Hare Airport has thorough security services at the checkpoints, which may take up a bit of your time, but for the right reasons.
  • If you are considering visiting multiple regions of Italy, consider taking a direct flight from the Chicago O’Hare Airport to Perugia Airport, about 63.9km from Narni, Italy. Narni is the most centrally located town in Italy, which you can use as a base from which to travel. Landing at Perugia Airport will help you access nearby cities such as Amelia, Cotanello, Give, Orte, Montasola, and San Gemini, which are accessible via other flights, road trips, or train journeys.
  • Most airlines do not offer non-stop flights from Chicago to Italy. Your best option would be to book the quick flight services provided by British Airways, Lufthansa, and Austrian Airlines, among other airlines, which will save you more than four hours.
  • If you are considering traveling to Italy during the Carnevale, be aware that airfares can rise dramatically during this period, which runs around February and March.

Reviews of the top 5 airlines serving from O'Hare Intl to Italy

 
Need help choosing which airline to fly with from O'Hare Intl to Italy? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
Turkish AirlinesOverall score based on 4454 reviews
7.8Crew
7.5Food
7.3Boarding
7.3Comfort
7.5Entertainment
Airline reviews

I always travel on Turkish Airlines but seriously I am I am considering to change because this is not the first time that the flight attendant are rude and they dont help. I asked for cold water with ice 5 times and I got water with no ice and this is not the first time to ask for something and you dont get it. Also I noticed this behavior only towards people who are not turkish.

6.0 GoodRana, Aug 2026
Read more Turkish Airlines reviews

I always travel on Turkish Airlines but seriously I am I am considering to change because this is not the first time that the flight attendant are rude and they dont help. I asked for cold water with ice 5 times and I got water with no ice and this is not the first time to ask for something and you dont get it. Also I noticed this behavior only towards people who are not turkish.

Istanbul to Lahore flight was less than standard for international business class cabins. Seat did not were not flat and it did not operate easily. I had to push buttons hard repeatedly to operate the seat. I was in 5A seat

My, Syed Zawar Hussein Shirazi frequently flyer membership number was not included on my boarding pass from O’Hare to Istanbul despite my reminder to the attendant at check in. Further she forgot to give me my boarding pass form Istanbul to Lahore and she needs to improve her customer service, please 🙏

Chicago to Istanbul was a much better experience than I expected since I’m more accustomed to Qatar Airways business class. The business lounge in the Istanbul airport was amazing - loved the lockers and phone charging stations, and the bathroom was a spa experience in itself. The onward leg from Istanbul to Karachi was utterly disappointing. Terrible plane, and I felt like I was in economy - the seats don’t come near to lying flat and the food was mediocre. What a sad downgrade - it isn’t as though the ticket on that leg was cheaper. So, on that front, there’s no contest with Qatar airways.

Second leg of Turkish Airline with Indigo is disaster for following reason. 1) You have to carry your cabin bags through ladder to boeing 777 because it was parked somewhere in parking lot and was not given a gate to board passengers and this seems to be people traveling to and fro from those flights and is not issue with flight itself. 2) I choose non vegetarian food on Turkish portal way ahead of checkin to entire trip, However the Indigo flight gave me random veg food saying they code veg food code from Turkish. 3) Indigo did not served any alcoholic beverages stating some weird reason which is non nonsensical. 4)Indigo have TV screens in front of you but it displays nothing except "Welcome Onboard" with annoying white black ground in dark flight. This is the most stupidest and annoying part because you are held hostage for 7 hours and only thing you could do is stare back at white screen which does not have entertainment package or even flight tracker. Such a shame.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

7 stars hospitality and an excellent service by the Turkish Airline entire team. Somehow, our membership numbers for mileage points were not indicated on our boarding passes issued at O’Hare Airport by the Turkish Airlines check in desk. During transit in Istanbul, I brought to attention of customer service Turkish Airlines. Please have our mileage points posted to our membership account from O’Hare Chicago to Lahore for both my wife Kaukab Shirazi Thank you

Terrible boarding process, no proper line maintained even for business class, crews are not very attentive, business class food quality / variety / quantity have gone down, everything has become cheap.

Food quality and the overall service of the staff and significantly decreased. The flight was delayed at the Istanbul airport and the passengers were kept onboard for more than 3 hours. The staff didn’t kept the passengers informed and everyone was upset.

Price was crazy watch it if you Chan he your flight

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.

The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.

After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.

Flight was delayed and so much of inconvenience related to the gate change.

When you pay for Premium Economy and you’re promised amenities for the extra money, you expect them to work. They didn’t. USB connector wouldn’t charge continuously. 120v outlet wouldn’t hold anything you plugged into it. The adapter would just fall out. The noise canceling headphones stopped noise cancelling in the first 15 minutes for EVERYONE. No one on the plane knew how to fix it so I couldn’t listen to any movies. I just put in my AirPods and went to sleep. Very unhappy with the crappy Panasonic entertainment system. I won’t buy premium again.

1 1/2 hours delayed boarding at JFK caused us to almost miss connecting flight in Rome. Only 30 minutes of time to run from one end of FCO to the other for connecting flight. Not very easy to do for older travelers.

Staff was nice but seat is not what I expected

Flew Premium Economy. The seats were comfortable and tilted back far enough to sleep. Food was okay and service friendly and efficient. We bought tickets through Kayak partner Underpricer and the price was good.

ITA has these new Airbus A330 Neo that hates economy class passengers. The seats have absolutely no cushion to a point where it hits your spine constantly and reminds you to fork out for premium economy or don’t travel next time. The food was absolutely horrible, ETA mentioned 3 meals for 12 hour flight but it was mostly 1 meal and 2 light snacks. I am vegetarian, so my 2’d food was 1 slice of tomato, 1 cucumber on a dry cold bun. The other 2 meals were disgusting. My young one threw up the entire time. Flight attendants were the cherry on top - plain bad. They would skip servicing drinks to some passengers completely and if you call for an attendant, they will come and stop the button on top without even asking you what you need. I would avoid ITA by all means - there are plenty of options including SAS for same routes with better seats and humane treatment.

Nice flight. Uneventful, very good crew, comfortable seats. Pleasant experience.

ITA cancelled fligh rebooked with Lufthansa. Flight good, but 2hour connection in Frankfurt was HORRIBLE, took 1.9 hours to get through scanner, customs, another security, got to gate after running all the way, so caught it but stressful and terrible start to trip.

The boarding process was organized and efficient, and the crew was friendly and attentive throughout the flight. Food and drinks were typical economy class, but good. The aircraft was old, and the restroom was not very clean. However, we arrived on time, so overall the experience was good.

In Prem Econ, safe and timely flight, good amount of space, mostly comfortable seats. Little irritants: When lying down, seat kept shifting on me...as a short person w/light weight, my seat often reverted to semi-upright. Footrest was broken. TV screen didn't work, after I asked a few times a FA rebooted it to work again. And food was marginal. I don't expect much from airplane food...surprisingly, ITA didn't even meet expectations.

It was fine. I wish there were more or better selections for entertainment.

The worst part about the trip was the seat. It looked old, with a sagging cushion and crumbs on it before I sat down. When I sat down I saw that the back of the seat was broken and it would only stay in one (reclined) position. I had purposefully paid extra ($65) for that seat because a) I can only sleep on translatlantic flights if I am next to the window and b) I wanted to be close to the front because I had a tight connecting flight in Rome. One flight attendant didn't care about the problem while another offered me a middle seat in the back of the plane. Of course he did not mention a refund for the fee I had paid for this seat. The food was mediocre, not even close to the good food in Alitalia, back in the day. The entertainment system did not work when I tried to "follow the flight". English of announcements was often impossible to understand (spoke poorly and too fast).

I was booked to travel from Dallas to Nairobi via Chicago and Brussels and had been issued boarding passes for all three segments of my journey. At the boarding gate in Dallas, I was required to check my carry-on luggage due to limited cabin space. Despite my attempts to explain that I was traveling internationally and would not have access to the bag during transit, my concerns were not considered. I also informed the staff that I did not have a padlock to secure the luggage, but this was disregarded. Consequently, I had to hastily transfer essential items from my carry-on into my handbag. Unfortunately, the onboard experience on the Chicago to Brussels flight further reinforced my dissatisfaction. The cabin crew appeared disengaged, indifferent, and lacking in attentiveness, resulting in a service experience that fell well below my expectations.

Flight was on time and got us to destination quicker than scheduled.

I have very bad experience with United because Vince two weeks that I did not receive my luggage yet

It was okay. Mothers with rowdy children should be invited to sit in front of them.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

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