$354 Find Cheap Flights from Italy to Chicago O'Hare Airport - Compare and Save

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Cheap Flights from Italy to O'Hare Intl

 
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, Nov 19 - Thu, Nov 26
Multiple Airlines Logo
9:45 pm - 5:20 pmVCE  Venice Marco Polo-ORD Chicago O'Hare Intl
26h 35m2 stops Dublin Reykjavik Keflavik Intl
Multiple Airlines Logo
6:30 pm - 10:35 pmORD  Chicago O'Hare Intl-VCE Venice Marco Polo
21h 05m2 stops Reykjavik Keflavik Intl Dublin
$567Multiple Airlines
Fri, Nov 20 - Fri, Nov 27
Scandinavian Airlines Logo
11:20 am - 4:45 pmVCE  Venice Marco Polo-ORD Chicago O'Hare Intl
12h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 10:30 amORD  Chicago O'Hare Intl-VCE Venice Marco Polo
32h 20m1 stop Kastrup Copenhagen
$592Scandinavian Airlines
Sun, Nov 22 - Tue, Dec 1
American Airlines Logo
1:05 pm - 1:45 pmPMO  Palermo Punta Raisi-ORD Chicago O'Hare Intl
31h 40m1 stop London Heathrow
American Airlines Logo
8:04 pm - 11:50 amORD  Chicago O'Hare Intl-PMO Palermo Punta Raisi
32h 46m2 stops New York LaGuardia London Heathrow
$648American Airlines
Thu, Nov 19 - Tue, Nov 24
American Airlines Logo
12:50 pm - 1:45 pmPMO  Palermo Punta Raisi-ORD Chicago O'Hare Intl
31h 55m1 stop London Heathrow
American Airlines Logo
6:30 pm - 11:50 amORD  Chicago O'Hare Intl-PMO Palermo Punta Raisi
34h 20m1 stop London Heathrow
$651American Airlines
Sat, Nov 14 - Mon, Nov 16
United Airlines Logo
11:00 am - 9:02 amFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
29h 02m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
8:50 am - 8:30 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
16h 40m1 stop Washington, D.C. Dulles Intl
$751United Airlines
Sat, Nov 14 - Mon, Nov 16
United Airlines Logo
11:00 am - 9:02 amFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
29h 02m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
8:50 am - 1:15 pmORD  Chicago O'Hare Intl-FCO Rome Fiumicino
21h 25m2 stops Washington, D.C. Dulles Intl Munich Franz Josef Strauss
$754United Airlines
Wed, Nov 18 - Wed, Nov 25
Lufthansa Logo
6:30 am - 1:10 pmFLR  Florence Peretola-ORD Chicago O'Hare Intl
13h 40m1 stop Frankfurt am Main
Lufthansa Logo
4:20 pm - 1:40 pmORD  Chicago O'Hare Intl-FLR Florence Peretola
14h 20m1 stop Frankfurt am Main
$793Lufthansa
Thu, Nov 26 - Thu, Dec 3
Lufthansa Logo
6:30 am - 3:20 pmFLR  Florence Peretola-ORD Chicago O'Hare Intl
15h 50m1 stop Frankfurt am Main
Lufthansa Logo
3:15 pm - 9:40 amORD  Chicago O'Hare Intl-FLR Florence Peretola
11h 25m1 stop Frankfurt am Main
$795Lufthansa
Sun, Nov 8 - Tue, Nov 24
ITA Airways Logo
10:10 am - 6:51 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
15h 41m1 stop Washington, D.C. Dulles Intl
ITA Airways Logo
8:50 am - 7:00 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
15h 10m1 stop Washington, D.C. Dulles Intl
$2,156ITA Airways
Sun, Nov 8 - Thu, Nov 19
ITA Airways Logo
10:10 am - 6:51 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
15h 41m1 stop Washington, D.C. Dulles Intl
ITA Airways Logo
8:50 am - 7:00 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
15h 10m1 stop Washington, D.C. Dulles Intl
$2,353ITA Airways
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 flight to Chicago O'Hare Airport?

In the last 5 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Milan, at $567 return. The most popular connection is from Rome to Chicago O'Hare Airport and KAYAK users have found round-trip deals for as low as $623 in the last 5 days.

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 Wednesday, where round-trip prices are $958 on average.

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

The cheapest month for flights to Chicago O'Hare Intl Airport is October, where tickets cost $726 on average for return flights. On the other hand, the most expensive months are June and August, where the average cost of tickets from Italy is $973 and $879 respectively. For one-way flights, the best month to travel is December with an average price of $558.

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 morning, when round-trip flights cost $822 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, which is peak travel time and where the average cost of a ticket is $822.

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 Rome Fiumicino Airport $725 round-trip, from Milan Malpensa Airport $728 round-trip, from Naples $1,061 round-trip.

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

To get a below average price, you should book around 3 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

March

Cheapest flight

$354
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Milan Malpensa Airport to Chicago

FAQs - booking Chicago O'Hare Airport flights

  • What is the cheapest flight to Chicago O'Hare Airport?

    In the last 5 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Milan, at $567 return. The most popular connection is from Rome to Chicago O'Hare Airport and KAYAK users have found round-trip deals for as low as $623 in the last 5 days.

  • 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 $934. The cheapest price found on KAYAK in the last 2 weeks cost $542 and departed from Rome Fiumicino Airport.

  • 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.

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 $2,094

  • 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 4 airlines serving from Italy to O'Hare Intl

 
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 10302 reviews
7.3Comfort
6.7Food
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

6.0 GoodMargaret, Oct 2026
Read more United Airlines reviews

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

Raleigh to Chicago was OK. The problem was Chicago to Lincoln. Flight was delayed 4 hours. Give them credit for the updates and reason why it was delayed

Comfortable seats and good crew. There should be some breakfast options in menu for economy class to purchase Wifi was not working in the flight

On time. Accommodated carry on and personal bag in the plane. Good entertainment available and access without using own device. Gave a whole can of juice rather than a pour. Seat did not recline much.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The price. Omg $1100. Was crazy and it was not clear on the website.

Excellent. I had a medical emergency on flight SNA-ORD and the attendants were very helpful.

After having bad experience last time This time they were very good

Bad, but r that was because Chicago to stl flight 14 hours late.

Check in, boarding processes were fine. Crew was great; pleasant and helpful. The food was absolutely terrible. One expects decent food, especially in Business class. The evening meal was edible. The before landing " meal" was inedible. Don't serve food that doesn't do well after hours of refrigeration ( frozen?), like a chicken burger (soggy bun, rubbery chicken)and fries (cold and hard).

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

Horrible airline, will never buy another ticket with the airline or Kayak. They close the gate 2 hours early in Kenya, I had to buy a new ticket and get a hotel room

It would be helpful to be able to download an eticket from either American airlines or Cathay Pacific; not just Cathay Pacific.

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

There was no clear update on the flight until last minute and made it an hour delay. No clear flight aircraft or incoming flight which we will be boarding. We would plan accordingly for our connecting flight. This is one one the worst service, I also had to buy an another ticket with different ai carrier. American airline was not letting me plan my trip, made us just waiting. Not a good service at all.

The plane was delayed after we boarded - although they sent an email to my work email (which I did not get until later) there was no announcement from the PA about the delay in flight. Fortunately, they made up the time in the air and we landed around the original time.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

My experience was fine, with one surprising exception. After leveling off at cruising altitude, the main cabin flight attendant made an announcement that he had a cold, so he would not be coming through the aisle to provide cabin service. He claimed this was in consideration of his health and safety and ours. However, if passengers wanted a beverage, he invited them to come to the back of he plane, where he would provide service. I understand that a flight attendant's primary responsibility is to ensure passenger safety, but a secondary role is to provide service. If this flight attendant was too sick to perform his duties - and if he truly cared about passenger health and safety , as he claimed - he should have stayed home and called in sick, rather than exposing the cabin to his germs.

Seating accommodations in Premium Economy are excellent. Some of the food was very good but leaving room for improvement. All the AA Associates were courteous and professional.

The flight from Venice to Chicago was flawless. The flight crew was outstanding

No complaints. Everything was fine. Very glad I was in premium economy

Overall flight was fine as was price. FCO leaves a lot to be desired. Not enough agents to check people in quickly, confusing security location and extremely, ridiculously long lines to get through multiple security checks. It was the least to say it was a hot sticky nightmare. Dulles is not better although arrival was fine, traffic to the arrival area was a nightmare where I finally gave up, parked the rental and met my wife with the luggage in the parking lot. I will avoid Dulles in the future.

Crew was very friendly and accommodating. Main enter was good but snack could be better. Perhaps adding fruit would be an excellent option.

Business was very pleasant. Fantastic staff. This is the longest I’ve slept in business class going transatlantic in years!

The flying experience is excellent. The seats are very comfortable and spacious. The staff is professional, attractive and efficient. The ITA business class lounge in Rome is poor. There are no comfortable seats for long layovers. It’s too crowded. The showers are too few and the towels are of extremely poor quality.

What occurred during this flight was far beyond an ordinary inconvenience or dissatisfaction with the onboard service. There were multiple failures involving the aircraft’s passenger-seat systems, the ability to summon cabin crew, sanitation, cabin crew responsiveness, food and beverage service, and the overall standard of passenger care. The circumstances were particularly serious because I am diabetic, and during the flight I experienced a situation in which I needed assistance while essential passenger-control functions at our seats were not working. I am requesting that ITA Airways treat this as a formal complaint requiring individual investigation, rather than responding with a generic customer-service apology. 1. All three seats had significant equipment failures Seat 46F: The entertainment screen was completely non-functional for the entire flight. Seats 46G and 46H: The screens themselves displayed content, but the following controls did not function: Cabin-light control Flight-attendant call button Flight-tracker button These were not merely entertainment-system failures. The malfunctioning controls affected our ability to control the lighting at our seats and, more importantly, our ability to summon a flight attendant when assistance was required. I specifically request that ITA investigate the maintenance records for the aircraft and these specific seats and determine whether these defects were known before departure, reported during the flight, or documented by the cabin crew. 2. The defective equipment directly affected my ability to manage my diabetes I am diabetic and require insulin. Because the cabin-light controls at our seats were not functioning, I was unable to properly illuminate my seating area when I needed to administer my insulin during the flight. More seriously, when my blood sugar became low, I was unable to use the attendant-call button to request assistance because the button was not functioning. This transformed what might ordinarily be considered an entertainment-system problem into a much more serious passenger-care issue. I was on a long transatlantic flight, unable to properly illuminate my seating area when necessary and unable to summon a member of the cabin crew through the designated call system. 3. My daughter repeatedly attempted to obtain assistance when my blood sugar was low When my blood sugar became low, I needed juice or another rapidly available source of carbohydrate. Because I could not use the attendant-call button, I sent my daughter to ask the cabin crew for juice. She made multiple attempts to obtain assistance. Despite these repeated attempts, the cabin crew did not appropriately respond to her request. After multiple attempts from my daughter, the curtain was closed. I ultimately had to obtain candy from passengers seated nearby because I could not obtain the assistance I was seeking from the cabin crew. I consider this one of the most serious incidents on the flight. I am not suggesting that cabin crew were required to provide medical treatment. However, when a passenger is seeking assistance because of low blood sugar—particularly when that passenger’s designated call button is not functioning—I believe a reasonable standard of passenger care requires the request to be acknowledged and handled appropriately. I therefore request that ITA investigate this incident specifically, including: Which crew members were assigned to our cabin/section; Whether any crew member observed my daughter requesting assistance; Whether any crew report was made concerning this incident; Whether the crew knew that the attendant-call buttons at our seats were not functioning; and What ITA’s procedures require when a passenger reports that they are experiencing low blood sugar or otherwise needs assistance. 4. The circumstances caused significant distress and interfered with my ability to manage my condition.The combination of the defective lighting controls, inability to use the attendant-call system, and failure to obtain timely assistance caused me significant distress.I was particularly distressed because I was unable to properly manage my medical needs in the manner I normally would during a long flight. My blood sugar subsequently remained elevated for an extended period. I believe the prolonged stress and circumstances surrounding this incident contributed to the difficulty I experienced managing my blood sugar during the flight. I am documenting this because I do not want ITA to reduce this complaint to a complaint about an entertainment screen. The equipment failures directly affected my ability to manage my medical needs and obtain assistance. 5. Unacceptable restroom conditions. One restroom was completely out of service for the entire flight.The remaining restrooms were extremely dirty with visible urine stains and no toilet paper. 6. Unprofessional and dismissive cabin crew behavior. Throughout the flight, the attendants were unpleasant and appeared irritated

The cleanliness of the Business class continues to disappoint. There was food on the floor when I boarded.

My son was served a muffin which had broken pieces of glass in it. Thank god he didnt swallow them and spit them out. i did let the crew member know and took pictures but nothing they could do. This could have been a very dangerous situation.

Sitting at Logan on the taxiway for 90 mins waiting for a gate after an 8 hour flight is unacceptable. Logan and delta need to do better

Flight bumpy and aircraft old with tape over seats , it seems there is a lack of maintenance, air pipe blow off in the middle of the flight, flight attendant seemed not to be worried about it. Food got very bad over time , not only for the quality but for the quantity . Seats are very uncomfortable , entertainment not working properly.

roomiest flight in economy I've taken in years. Excellent experience!

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. To my surprise, upon arriving at Chicago Airport, I observed numerous international travelers boarding with cabin bags that were significantly larger than mine. This experience left me extremely disappointed and led me to decide against using United Airlines for future international travel, a sentiment I have also shared with friends and family. 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.

I want to highlight the crew members and their excellent work and professionalism. They work hard to make a long trip the most comfortable as possible, the food and drinks they offer are pretty good. And they are always asking if you need something else. I have had experiences with other airlines where you have to basically beg for a bottle of water. This is not the case. Highly recommended!!!

the blanket was great and pillow helped. really need a toothpick packed with meals

Very comfortable plane. The food was very good (for airplane food). The crew was great

The legroom was lacking and the entertainment system lacked adequate selection of older films. Modern films are generally not very good.

Perfect airline, super friendly, great service, tasty food. Would fly again.

Courtesy of waitress. Could improve on time management and check-in

The flight leaving mxp was late I lost connection in ORD Changing flight was hectic and messy, overnight and meals vouchers very poor

seats in economy are just uncomfortable due to the amount of space this, or any airline provides. Until the government sets minimum standards for comfort this will continue.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Merrillville
Gurnee
South Haven
Oak Brook
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Des Plaines
Elk Grove Village
Hoffman Estates
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Portage
South Holland
Willowbrook
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