$350 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

Tue, Apr 20 - Sun, Apr 25
Scandinavian Airlines Logo
7:55 pm - 4:10 pmFLR  Florence Peretola-ORD Chicago O'Hare Intl
27h 15m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 11:30 amORD  Chicago O'Hare Intl-FLR Florence Peretola
33h 15m1 stop Kastrup Copenhagen
$587Scandinavian Airlines
Fri, Apr 16 - Thu, Apr 22
Scandinavian Airlines Logo
7:55 pm - 4:10 pmFLR  Florence Peretola-ORD Chicago O'Hare Intl
27h 15m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 7:05 pmORD  Chicago O'Hare Intl-FLR Florence Peretola
16h 50m1 stop Kastrup Copenhagen
$615Scandinavian Airlines
Mon, Dec 7 - Mon, Dec 14
American Airlines Logo
6:00 am - 2:55 pmNAP  Naples-ORD Chicago O'Hare Intl
15h 55m1 stop Madrid Barajas
American Airlines Logo
3:19 pm - 2:20 pmORD  Chicago O'Hare Intl-NAP Naples
16h 01m2 stops Philadelphia Madrid Barajas
$636American Airlines
Thu, Dec 3 - Mon, Dec 7
American Airlines Logo
6:00 am - 2:55 pmNAP  Naples-ORD Chicago O'Hare Intl
15h 55m1 stop Madrid Barajas
American Airlines Logo
5:40 pm - 2:20 pmORD  Chicago O'Hare Intl-NAP Naples
13h 40m1 stop Madrid Barajas
$636American Airlines
Thu, Feb 18 - Mon, Mar 22
United Airlines Logo
7:05 am - 3:20 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
15h 15m1 stop Frankfurt am Main
United Airlines Logo
4:40 pm - 7:45 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
9h 05mnonstop
$659United Airlines
Thu, Feb 18 - Mon, Mar 22
United Airlines Logo
7:05 am - 3:20 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
15h 15m1 stop Frankfurt am Main
United Airlines Logo
4:40 pm - 7:45 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
9h 05mnonstop
$669United Airlines
Sat, Dec 26 - Tue, Jan 5
Lufthansa Logo
7:00 am - 1:10 pmVCE  Venice Marco Polo-ORD Chicago O'Hare Intl
13h 10m1 stop Frankfurt am Main
Lufthansa Logo
9:50 pm - 4:05 pmORD  Chicago O'Hare Intl-VCE Venice Marco Polo
11h 15m1 stop Munich Franz Josef Strauss
$918Lufthansa
Sun, Dec 20 - Sat, Jan 2
Lufthansa Logo
7:20 pm - 8:05 pmVCE  Venice Marco Polo-ORD Chicago O'Hare Intl
31h 45m1 stop Frankfurt am Main
Lufthansa Logo
6:05 pm - 1:35 pmORD  Chicago O'Hare Intl-VCE Venice Marco Polo
12h 30m1 stop Frankfurt am Main
$919Lufthansa
Sun, Nov 22 - Tue, Dec 8
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
8:52 am - 7:00 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
15h 08m1 stop Washington, D.C. Dulles Intl
$1,725ITA Airways
Sun, Nov 22 - Sun, Dec 6
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
10:26 am - 7:15 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
13h 49m1 stop Boston Logan Intl
$1,742ITA 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 $587 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 $618 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 Saturday where round-trip tickets can be as cheap as $766. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $956 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 $979 and $878 respectively. For one-way flights, the best month to travel is December with an average price of $560.

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 $827 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 $827.

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 $812 round-trip, from Milan Malpensa Airport $842 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 36% 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

$350
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 $587 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 $618 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 $950. The cheapest price found on KAYAK in the last 2 weeks cost $540 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 $2,016

  • 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.
7.3
United AirlinesOverall score based on 10436 reviews
7.3Comfort
6.7Food
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

Phx - ORD was nice 737 with starlink and the ORD - grr was ancient bare bones airbus with not even a power port lol

10.0 ExcellentAnonymous, Oct 2026
Read more United Airlines reviews

Phx - ORD was nice 737 with starlink and the ORD - grr was ancient bare bones airbus with not even a power port lol

It was easy to board, and the staff was friendly and helpful. What could have been better is that I shouldn't have to pay extra for a seat that doesn't recline.

Was on the plane sitting longer than the actual flight in air was, boarded at 5:45p and didn't take off until 6:50p flight was only about 30 minutes long. Just was poor experience will booking more with American Airlines.

The couple in front of me were constantly talking over the announcement from the captain and this was annoying me.

The first leg of my trip the Republic Airlines aircraft was late due to a maintenance problem. Then I called United to reroute. Their reroute airline lost my bag but found it and returned it two days later. Hopefully my return trip home is better.

There was not even a single time where united airlines from lga has made to the gate straight , 1 hr if delay today

Flight from Munich to O’Hare was great but it was on Lufthansa, a UA partner. It had more legroom than United, seat slid forward to make reclining more comfortable, they offered free drinks. United offered none of this. Oh and the food was superior to United’s which honestly, sucked.

Legroom in Economy was fair to good. Seat was omay; I was hit in the shoulder twice by the cart as it was being whisked through the aisle. Overhead space was good for my carryon. Lighting environment was nice

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).

The amount of gate changes and delays is completely unacceptable. This has happened on 3 of 4 trips between Chicago and Dallas in 2026.

The delay update was very late. I had a stressful short connection and RAN through Chicago to get to the next flight, only to find the plane wasn't at the gate yet an nobody was boarding. I would not have had to run if the delay was updated earlier.

No flight delays. No need to rebook to make connections. Enjoyed second leg of flight on Iberia.

Same the delay was not ideal and the credits to move flights was not sufficient

No food on 4.5 hour flight, wi-fi did not work. Terrible experience for a long haul flight.

The crew were diligent about ensuring that our pet dog remained in his carrier for the entire flight, as is their mandate. I wish that mandate was changed so that our poor, scared pets can be comforted during a flight, whereas service animals get to stay out and about for the whole flight. Thank you.

first leg from san diego to chicago, only had cookies for snack. 1 flavor of sparkling water chicago to washington dc had option of cookies, pretzels, or gold fish. had 2 flavors of sparkling water. 2nd flight better however the best part was there was no delays!!! Got to chicago and washington dc early. That was wonderful!!!!

Business class flight attendant was very good. But our flight was delayed two hours for a “mechanical” bathroom issue that literally took 5 minutes to fix. Our plane landed early from its previous flight but still waited for a mechanic to show up to fix an obvious minor issue for almost three hours. This caused us to miss our connecting flight. They put us up in a Days Inn that was 17 miles away from the airport that took a half hour of driving just to get to and this was at 11pm at night. Then when we finally got back on a plane after a full day delay they left our luggage back in the airport. This was an international flight, so no luggage or belongings after flying 8 hours to a different country. We will NEVER fly American Airlines again.

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

I paid for extra Comfort Seats that turned out to be regular ones and have asked for a refund. The bathrooms were filthy the entertainment screen didn't work the Wi-Fi didn't work the food was mediocre at best and the seat I was in was terribly cramped especially when the person in front of me put their seat back. You couldn't even open the tray table. The staff was inattentive. I do not intend to take ITA ever again

Flight late but they were nice and food is pretty decent. The seats could use updating.

ITA does not allow free seat selection even in business class, if you don't want to pay extra for the seat they assign it to you during check in. For me it was seat #8 in both ways. It's last seat in business class with smaller space, close to kitchen, toilets and closets for supplies. WiFi didn't work at all. ITA is lower coaster, better to buy premium economy in regular company (AirFrance, Delta, Lufthansa, United, etc) than business in ITA Airways. ITA - never again

The flight attendants weren’t friendly. They gave us yucky food.

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

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
Gurnee
Merrillville
South Haven
Oak Brook
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Hammond
Saint Joseph
Des Plaines
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Hoffman Estates
Oakbrook Terrace
Portage
South Holland
Willowbrook
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Alsip
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Delavan

More options for your flight to O'Hare Intl