$281 Find Cheap Flights from Italy to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Cheap Flights from Italy to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Italy to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Italy to O'Hare Intl

dom., sep. 21 - vie., oct. 3
TAP AIR PORTUGAL Logo
7:05 pm - 4:40 pmVCE-ORD
28h 35m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:15 pmORD-VCE
17h 15m1 stop
$380TAP AIR PORTUGAL
Find Deal
dom., sep. 21 - vie., oct. 3
TAP AIR PORTUGAL Logo
7:05 pm - 4:40 pmVCE-ORD
28h 35m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:15 pmORD-VCE
17h 15m1 stop
$381TAP AIR PORTUGAL
Find Deal
sáb., sep. 20 - mié., oct. 15
British Airways Logo
7:25 am - 5:00 pmLIN-ORD
16h 35m1 stop
British Airways Logo
8:35 pm - 3:05 pmORD-LIN
11h 30m1 stop
$607British Airways
Find Deal
lun., ago. 25 - mar., sep. 2
British Airways Logo
12:00 pm - 8:11 pmNAP-ORD
15h 11m1 stop
British Airways Logo
7:10 pm - 10:00 pmORD-NAP
19h 50m1 stop
$609British Airways
Find Deal
lun., ago. 25 - dom., ago. 31
American Airlines Logo
12:00 pm - 8:11 pmNAP-ORD
15h 11m1 stop
American Airlines Logo
7:15 pm - 7:25 pmORD-NAP
17h 10m1 stop
$610American Airlines
Find Deal
lun., ago. 25 - mar., sep. 2
American Airlines Logo
3:00 pm - 6:50 pmNAP-ORD
10h 50mnonstop
American Airlines Logo
10:20 am - 10:00 amORD-NAP
16h 40m1 stop
$615American Airlines
Find Deal
jue., ago. 21 - mar., sep. 2
United Airlines Logo
6:40 am - 2:55 pmNAP-ORD
15h 15m1 stop
United Airlines Logo
11:45 am - 7:00 amORD-NAP
12h 15m1 stop
$655United Airlines
Find Deal
jue., ago. 21 - mar., sep. 2
United Airlines Logo
6:40 am - 2:55 pmNAP-ORD
15h 15m1 stop
United Airlines Logo
8:45 am - 9:40 amORD-NAP
17h 55m2 stops
$657United Airlines
Find Deal
lun., ago. 25 - dom., sep. 7
Iberia Logo
11:40 am - 6:50 pmLIN-ORD
14h 10m1 stop
Iberia Logo
4:30 pm - 11:00 pmORD-LIN
23h 30m1 stop
$660Iberia
Find Deal
sáb., sep. 20 - mar., oct. 14
Iberia Logo
7:50 am - 2:15 pmLIN-ORD
13h 25m1 stop
Iberia Logo
4:42 pm - 11:00 pmORD-LIN
23h 18m2 stops
$691Iberia
Find Deal
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KAYAK's insights & trends for flights to O'Hare Intl

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago O'Hare Intl Airport is February, where tickets cost $586 on average for return flights. On the other hand, the most expensive months are January and August, where the average cost of tickets from Italy is $1,010 and $877 respectively. For one-way flights, the best month to travel is February with an average price of $563.

What is a good deal for flights to Chicago O'Hare Intl Airport?

If you’re looking for cheap airfare to Chicago O'Hare Intl Airport, 25% of our users found tickets to Chicago O'Hare Intl Airport for the following prices or less: From Milan Malpensa Airport $664 round-trip, from Naples $741 round-trip, from Rome Fiumicino Airport $753 round-trip.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.


Good to know

Low seasonMarch
High seasonJune
Cheapest flight$281
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Rome Fiumicino Airport to Chicago O'Hare Airport

FAQs - booking Chicago O'Hare Airport flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Chicago O'Hare Intl Airport is 16 miles from the center of Chicago.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $812. The cheapest price found on KAYAK in the last 2 weeks cost $391 and departed from Naples Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $799. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $902 on average.

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

    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 to Chicago O'Hare Airport.

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

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

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

    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 to Chicago O'Hare Airport 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 to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, when round-trip flights cost $655 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally at night, which is peak travel time and where the average cost of a ticket is $863.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 8,292 direct flights from within Italy to Chicago O'Hare Intl Airport. The most common day for departures is Friday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Looking for cheap airfare to Chicago O'Hare Airport? 25% of our users found round-trip tickets to Chicago O'Hare Airport for the following prices or less: From Naples $627, from Venice Marco Polo $1,010
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

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

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Italy to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to O'Hare Intl? 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
United AirlinesOverall score based on 8861 reviews
6.6Food
7.0Entertainment
7.3Comfort
7.7Boarding
8.1Crew
Airline reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

6.0 GoodAnonymous, Jun 2025MLI - ORD
Read more United Airlines reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

As always a terrible experience. AA stole a day from my vacation days planned to be spent with my Family. Response: delays related to weather issues.

Even in the premium economy, I found the seats incredibly uncomfortable. I hated that booking through Kayak, it wasn't clear that it was a Level flight, not Iberia. Everything felt cheaply made and not at all worth the airfare we paid.

The flight was over two hours delayed. The aircraft was somewhat dated.

Luggage arrived damaged and protective plastic was lost. I need customer service to contact me or the number for customer service. Thanks.

Provided a good service and I will use it again. Thanks,

Boarding was not well coordinated. I asked twice at the Level check-in area about the MIA flight. At no point did they say the check-in would be at another counter. Fortunately, another passenger was equally confused and got the REAL story from the airport’s info center. Further, my minor child was tagged “SSSS” on their boarding pass. Level should have notified TSA about him being a minor. Instead, the entire family went through the SSSS process, not just our son. When his name was called out at the gate, it was announced in Spanish. No English announcement was made. The food on board was bearable. The crew was adequate, despite not being Level/Iberia crew (Level contracted out our flight to “World2Fly Airlines” - a company I have never heard of!). The onboard entertainment was very limited. They did not even offer a flight tracker option. Nor were music selections offered. Like TAP and Aer Lingus, I will think twice before booking Level ever again.

This ticket was canceled and I did not find out until it was time to check in. I believe the vendor is at fault. Cheap tickets.com I would like to elaborate on the situation to kayak. Can you give me an email address?

You get what you pay for. In general I like the service and flight attendants.

Excellent! Outstanding customer service, the best service I have received. Food was served, dinner, snacks, beverages, crew was there to greet you. 10/10

Charging $300 to be able to pick a seat next to your wife was nothing less than extortion.

I meant this flight was not good, the one from Tirana to Frankfurt was better!

I was very grateful for Lufthansa's role in organizing mobility support. The touchscreen on my seat was faulty: slow, stained (I couldn't get it clean), and glitchy. This made selecting movies extremely time consuming, and twice I had to start all over from the beginning.

The crew was the best I’ve ever encountered. Business class was spacious, immaculate, and very modern.

I wish seats were not reclinable. It's so claustrophobic when the person in front of you spends most of a nine hour flight leaned all the way back. The crew was really nice though and the dinner (red Thai curry) was pretty compelling.

Our flights were severely delayed, then canceled and we had to fly out next day with no sleep accommodation help. This led to our baggage being lost and the service reps after baggage couldn’t be bothered to help. They kept sending us to different counters when we were at the right counter to begin with. The only saving grace was the angel woman supervisor with blond hair who helped us put in a missing baggage claim.

The boarding system was all bogus - employees at the boarding gate were not sound like proffesional or may be possibly rational

I got an email in the morning of the flight 1/7, from Kayak, that I was rebooked from UA 906 to LH 430. Nobody at Lufthansa ot United knew about this. I went to both counters. at the airport. Also, Cheap Flights, who I booked the ticket through, did not know. I ended up staying on the United flight. But this was very disturbing, since I got a very late notice that I was rebooked to an earlier flight, I hurried to the airport to find out after a lot of inquiring that this was a mistake. Not a good Kayak experience.

After living in Europe for five years and flying with Lufthansa and KLM airlines, I’ve realized that United Airlines is now a budget carrier. The flight attendant are not friendly. The seats are not comfortable. And everything comes at a cost. I will be flying with KLM and Skyteam like Delta to the US going forward no doubt. United Airlines is not what it once was:

Delayed take off but I think they waited for passengers.

I had to fly United where the flight crew was atrocious

The flight was an hour late leaving Heathrow. The food was mediocre. When we got to Austin, my husband’s luggage was missing. He filled out information at baggage claim. We are waiting to hear something. His name is Henry Jacob Braunig.

The food was very good and it came multiple times

Flight from LGW to JFK delayed by 4 hrs No explanation given until the pilot said the delay due to planned maintenance on the aircraft

We arrived late to London, and consequently were 5 min. late to be allowed through security for our next flight. Even though dozens of people missed the same flight, BA did not radio ahead to hold open security for an extra 5-10 min. to allow people to get on the flight. This caused an additional 6 hour delay in London after waiting over an hour in Customer Service to get rebooked. They did not have enough staff on hand to help people in a timely manner. Not at all happy with the BA's customer care or customer service.

All service prior to the flight was terrible: online check-in not working, no customer service tel,, multiple airport scanners not working, A huge mess.

CONSTANT ERROR MESSAGE THAT THE WIFI COULD NOT BE PURCHASED DUE TO INABILITY TO CONNECT PAYMENT SYSTEM VIA SATELLITE. THIS HAPPENED IN BOTH DIRECTIONS. THE MAIN REASON I TRAVEL IN PRIORITY IS TO BE ABLE TO WORK FOR WHICH I NEED ACCESS TO INTERNET. .

They lost my luggage. Lady who was helping with it in Austin was rude. Not very helpful!

Waited 3.25 hours in plane only to have the flight cancelled.

bad, made it to connecting flight and they didnt let me board

More space, of course. a footrest! more room to walk. Movie selection was awful. Some good documentaries would help if the movies can't be better. The flight itself was great, crew was great.

Everything you need to know for your flight to O'Hare Intl

Information on the airport you'll fly into in Chicago

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