$298 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 9/11. 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

Thu, Sep 18 - Thu, Oct 2
TAP AIR PORTUGAL Logo
7:10 pm - 4:30 pmVCE-ORD
28h 20m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 10:40 amORD-VCE
33h 40m1 stop
$461TAP AIR PORTUGAL
Find Deal
Thu, Sep 18 - Thu, Oct 2
TAP AIR PORTUGAL Logo
7:10 pm - 4:30 pmVCE-ORD
28h 20m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:15 pmORD-VCE
17h 15m1 stop
$464TAP AIR PORTUGAL
Find Deal
Thu, Oct 16 - Fri, Oct 24
United Airlines Logo
6:40 am - 12:55 pmNAP-ORD
13h 15m1 stop
United Airlines Logo
10:40 am - 9:40 amORD-NAP
16h 00m1 stop
$526United Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
United Airlines Logo
6:40 am - 2:55 pmNAP-ORD
15h 15m1 stop
United Airlines Logo
11:42 am - 7:00 amORD-NAP
12h 18m1 stop
$527United Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
7:40 am - 11:50 amNAP-ORD
35h 10m1 stop
American Airlines Logo
10:35 pm - 6:10 pmORD-NAP
12h 35m1 stop
$564American Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
British Airways Logo
7:40 am - 1:55 pmNAP-ORD
13h 15m1 stop
British Airways Logo
9:15 pm - 2:05 pmORD-NAP
33h 50m1 stop
$567British Airways
Find Deal
Fri, Sep 19 - Fri, Sep 26
American Airlines Logo
6:50 am - 2:15 pmNAP-ORD
14h 25m1 stop
American Airlines Logo
8:40 pm - 10:00 pmORD-NAP
18h 20m1 stop
$570American Airlines
Find Deal
Thu, Oct 2 - Fri, Oct 10
British Airways Logo
7:40 am - 9:01 pmNAP-ORD
20h 21m2 stops
British Airways Logo
9:15 pm - 10:20 amORD-NAP
30h 05m1 stop
$572British Airways
Find Deal
Mon, Sep 15 - Sun, Sep 28
Iberia Logo
7:50 am - 2:15 pmLIN-ORD
13h 25m1 stop
Iberia Logo
4:30 pm - 7:35 pmORD-LIN
20h 05m1 stop
$631Iberia
Find Deal
Tue, Sep 30 - Sun, Oct 19
Iberia Logo
4:20 pm - 6:50 pmFCO-ORD
33h 30m1 stop
Iberia Logo
5:10 pm - 9:10 amORD-FCO
9h 00mnonstop
$641Iberia
Find Deal
Booking Insights

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 $822 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 Naples $694 round-trip, from Rome Fiumicino Airport $706 round-trip, from Milan Malpensa Airport $916 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, which saves you about 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$298
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Milan Malpensa Airport to Chicago

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 $879. The cheapest price found on KAYAK in the last 2 weeks cost $479 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 $787. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $932 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 9,870 direct flights from within Italy to Chicago O'Hare Intl Airport. The most common day for departures is Monday, 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 $675, 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 8928 reviews
6.6Food
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
Airline reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

2.0 MediocreAnonymous, Aug 2025RSW - ORD
Read more United Airlines reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

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.

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

It was extremely cold in the back of the plane. The seats are uncomfortable and space very small. Crew was excellent as usual.

The plane needs upgrading, the seats are uncomfortable, we are a family of three and they split us and did nothing to group us together, and the food is horrible compared to other airlines bu

Horrible almost missed my flight because my 1st flight was delayed. Airline crew is so unprofessional. The people on the plane do whatever they want kids running screaming. Will never fly this airline again Suitcases never arrived

Check in needed to be in person, not nice. Also I won’t do connections in Charlotte again because you need to go through security again and short connections become a problem

It was good but I did not appreciate not being able to check in online

Boarding was odd. Gates switched and had to take a bus to the plane. Luggage got lost. Still waiting on one bag. Flight itself was very nice!

Do Not Fly Iberia. Horrible experience. Iberia changes things at random -like the date of the flight and seat you have bought. After buying my flight, they contacted me and told me I had to return a day later. Then when I was boarding the flight, I discovered they had changed my window seat in a row away from the wing, to an aisle seat in front of the toilet! The worse seat on the plane. But it wasn’t just me- a family was scattered all over the plane. I was able to trade my seat because a father was separated from his son. Unfortunately the seat was the window seat directly over the wing, the loudest seat in the plane. I couldn’t sleep, even with noise cancelling earphones. Also, I ordered gluten free meal-which was tasteless and gave me cramps.

I described my experience in the previous window. I didn't realize that there would be another opportunity for this flight. Please look at my response in the previous window.

I have nothing but great things to say about the crew of the American Airlines flight from Madrid to Dallas. They were fantastic! I do, however, have some disregard for the flight attendant that was late in Dallas, causing us to further delay the boarding of our flight to Portland, and leading to the eventual cancellation of that flight. Because that crew-member was so late, we got caught-up in a weather-related ground stop, eventually causing our pilots to "time-out". So we couldn't get out of Dallas. We would have departed DFW on-time (and before the arrival of the thunderstorm) if not for the lateness of that crew member. The whole time the pilots couldn't tell us whether the flight would be cancelled, and that they couldn't get any information from the airline. By the time we knew the flight was cancelled, all of the flights for the following day were full. So, we didn't even get offered a viable option to get home. The American Airlines customer service desk at DFW was grossly under-staffed. And there were several people who waited in line for four-hours before being helped at that desk. We waited in line for almost 2-hours, until I was able to speak with a customer service agent on the phone (after being on-hold for over an hour). So, once we knew the information about how to get our bag in PDX, and that there weren't any options for flights the next day, we left the line & began searching for another way home. We eventually had to purchase a ticket home on a different airline, in order to get my wife to work on Monday. And we are pursuing a refund of that DFW-PDX leg of the journey. The good news is that the late flight attendant's hair was perfect. And she looked fantastic as she departed the airport & headed back home, while we all hunkered down to sleep in the terminal for the night.

One of the crew members hit me with the car and not even says anything

I darted through the Frankfurt airport to make my connecting flight. I asked if it was a possibility to upgrade and the agent did. This was the kindest gesture and it made up for the previous delayed flight and distress/anxiety of anticipating that Zi was going to miss my Frankfurt-Chicago connection. I cannot express my gratitude for the upgrade.. I am 5feet 10 inches do the leg space was amazing.

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.

When we arrived at the airport - 1st step - printing out your boarding pass - no issue. Not long lines as these machines. 2nd step - processing your bag drop off. There was only one associate there to help 10 kiosks. We had a family in front of us for 20 minutes trying to work on the machine and figure out every step for 4 pieces of luggage. My husband alerted the associate who was able to assist the family. Highly suggest that there are more associates to assist in this process. Besides this issue, security check went very quickly. Our flight was direct to Philadelphia. We had to carry our bags down two flights of steps, then out to the tarmac to a bus, then carry our bags up two flights of stairs to the plane. No one on the flight was expecting that long trek. I could see some people were struggling a bit. All in all - great flight crew, plane was clean and food was great!

There were no gluten-free vegan options available, so food was very limited on this flight, and some of the crew weren’t especially helpful about it. To make matters worse, a passenger was sick on board, and although the area was cleaned, the smell lingered for the rest of the journey. On top of that, we ended up circling for an extra hour, which only made the unpleasant situation drag on even longer.

Checking in prior on line and wait time at Gatwick was terrible. I would rate a big fat ZERO.

There was a slight delay. Otherwise, everything else was satisfactory.

The company that I bought my tickets through, Cheapflightsfares, failed to provide my confirmation information in a timely manner, so I was unable to check on at the country and therefore unable to make my flight. As a matter of fact, I STILL have not received the confirmation. After having read more and more reviews about the company, Cheapflightsfares appears to have scammed hundreds of hopeful travelers out of thousands of dollars. Please look into this company and, for the sake of anyone planning their next trip, stop allowing them to do business through you.

I checked in to bags, one arrived one was delayed. I did not receive the bag for 4 days - arrived on Tuesday, received bag on Saturday!

It was ok. Our flight was delayed 2 hours, and then again on arrival. The explanation given felt feeble.

The plane was known to be late in advance of takeoff. My guess is that it was known to be late at 11am or 5 hours before scheduled takeoff time. We were late to leave and with a wheelchair and the a cart, we only made it to gate. We raced! Inside plane, all was great

The booking agent, cheapflightsfares, messed up, and the information for the seats we paid extra for was not sent to American Airlines. We were separated on the return flight and sent to the lowest economy section. The flight attendant helped arrange seating at the back of the plane to allow my wife and me to sit together.

I liked the comfort of the seats, very attentive crew, and the meals were excellent.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
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Hammond
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Lansing

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

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