$363 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
$594Scandinavian Airlines
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
$595Scandinavian Airlines
Thu, Dec 10 - Sun, Jan 31
Scandinavian Airlines Logo
8:05 pm - 4:45 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
27h 40m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 6:40 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
16h 30m2 stops Kastrup Copenhagen Stockholm Arlanda
$596Scandinavian Airlines
Thu, Nov 19 - Wed, Dec 2
American Airlines Logo
7:30 am - 2:55 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
14h 25m1 stop Madrid Barajas
American Airlines Logo
8:30 pm - 7:25 pmORD  Chicago O'Hare Intl-FCO Rome Fiumicino
15h 55m1 stop London Heathrow
$645American Airlines
Fri, Nov 20 - Tue, Dec 1
American Airlines Logo
7:30 am - 2:55 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
14h 25m1 stop Madrid Barajas
American Airlines Logo
6:30 pm - 9:55 pmORD  Chicago O'Hare Intl-FCO Rome Fiumicino
20h 25m1 stop London Heathrow
$645American Airlines
Sat, Nov 21 - Tue, Dec 1
American Airlines Logo
7:30 am - 2:55 pmFCO  Rome Fiumicino-ORD Chicago O'Hare Intl
14h 25m1 stop Madrid Barajas
American Airlines Logo
8:00 pm - 9:55 pmORD  Chicago O'Hare Intl-FCO Rome Fiumicino
18h 55m1 stop London Heathrow
$645American Airlines
Fri, Feb 5 - Fri, Feb 19
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
3:40 pm - 7:45 amORD  Chicago O'Hare Intl-FCO Rome Fiumicino
9h 05mnonstop
$666United Airlines
Thu, Jan 21 - Mon, Jan 25
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
6:50 pm - 2:00 pmORD  Chicago O'Hare Intl-FCO Rome Fiumicino
12h 10m1 stop Zurich
$666United Airlines
Wed, Mar 17 - Wed, Mar 31
Lufthansa Logo
12:10 pm - 2:10 pmCTA  Catania Fontanarossa-ORD Chicago O'Hare Intl
32h 00m1 stop Frankfurt am Main
Lufthansa Logo
9:40 pm - 5:40 pmORD  Chicago O'Hare Intl-CTA Catania Fontanarossa
13h 00m1 stop Munich Franz Josef Strauss
$853Lufthansa
Thu, Nov 26 - Tue, Dec 15
Lufthansa Logo
7:00 am - 1:10 pmVCE  Venice Marco Polo-ORD Chicago O'Hare Intl
13h 10m1 stop Frankfurt am Main
Lufthansa Logo
3:15 pm - 1:35 pmORD  Chicago O'Hare Intl-VCE Venice Marco Polo
15h 20m1 stop Frankfurt am Main
$885Lufthansa
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 $594 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 $613 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 $788. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $953 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 September, where the average cost of tickets from Italy is $973 and $868 respectively. For one-way flights, the best month to travel is December with an average price of $546.

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 $835 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 $835.

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 $842 round-trip, from Rome Fiumicino Airport $845 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 2 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

$363
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 1% increase in price.
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 $594 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 $613 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 $921. The cheapest price found on KAYAK in the last 2 weeks cost $524 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 $2,584

  • 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 10462 reviews
8.1Crew
7.7Boarding
7.3Comfort
7.1Entertainment
6.7Food
Airline reviews

Fine except from Chicago to moline three different gate changes and flight times

2.0 MediocreMiranda, Oct 2026
Read more United Airlines reviews

Fine except from Chicago to moline three different gate changes and flight times

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

Promised internet. Tried for nine hours to log in, no way. I tried the free option, I tried the paid option, I tried restarting my phone.. several times! Very aggrevating as I was trying to keep up with an emregency medial issue with my dad, but could not because the promised service was not available.

I had bad experience with United airline. No live rep, they only have AI that respond to customers concern

Flight and crew were great. Need more legroom and do not allow seats to recline.

We arrived to Chicago nearly 30 minutes early, which was great, but then was on the ground for over an hour because the gate was not available. The issue I had was the pilot estimation was frustrating. First he said he was informed it would be 20 minutes but he said "it will probably be more like 10 minutes". After 30 minutes he came back on the comm and said it would be another 10 minutes, maybe 20. I understand he was only giving estimates but he also layered in his own gut feel. We were never told why we didn't have a gate even after our scheduled entry.

Just sat on the run way after we arrived early

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 now boarding notification was not updated in the app until I was actually on the plan. This si a massive fail considering my flight was delayed several times. These types of failures add stress that could be avoided since I no longer feel comfortable leaving the boarding area to get food or visit a lounge. Had I used the notification from the app, I would have missed my flight. The secondly, the process of connecting to wifi on aa flights is clunky and could be streamlined better. the copy and past process feels like MVP, and you are well beyond that stage.

Both flights were late leaving due to repairs/switching gates. The crew and pilots, however, were professional and courteous. Most importantly, we arrived at our destination safely. The seats were comforable. That size should be standard for all economy class. American could improve its boarding process. I am not sure why you need 9 groups for a small regional plane.

It was close to its perfect the flake could be took off early, landed early, didn’t have to wait for my daughter stroller luggage came out quick, very efficient, very good flight

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.

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

We would fly ITA again. The planes had relatively comfortable seating. The crew was fine. The inflight entertainment was very good. The food was meh. But overall we got what we paid for.

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.

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.

I'm a nervous, autistic adult. The staff were very friendly and answered my questions and came by at regular intervals to check everyone's comfort. They even resolved a fight between two couples in front of me!

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.

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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Saint Joseph
Des Plaines
Elk Grove Village
Hoffman Estates
Oakbrook Terrace
Portage
South Holland
Willowbrook
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Delavan

More options for your flight to O'Hare Intl