$356 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 8/31. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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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

Sun, Sep 6 - Fri, Sep 18
Icelandair Logo
4:10 pm - 9:25 pm
VCE
-
ORD
12h 15m
1 stop
Icelandair Logo
10:25 pm - 3:00 pm
ORD
-
VCE
33h 35m
1 stop
$511Icelandair
Sun, Sep 6 - Sat, Sep 19
Icelandair Logo
4:10 pm - 9:25 pm
VCE
-
ORD
12h 15m
1 stop
Icelandair Logo
7:25 pm - 3:00 pm
ORD
-
VCE
12h 35m
1 stop
$513Icelandair
Fri, Aug 21 - Mon, Aug 31
Icelandair Logo
4:10 pm - 9:25 pm
VCE
-
ORD
12h 15m
1 stop
Icelandair Logo
7:25 pm - 3:00 pm
ORD
-
VCE
12h 35m
1 stop
$514Icelandair
Sun, Aug 23 - Sat, Sep 5
Icelandair Logo
4:10 pm - 6:15 pm
VCE
-
ORD
33h 05m
1 stop
Icelandair Logo
7:25 pm - 3:00 pm
ORD
-
VCE
12h 35m
1 stop
$515Icelandair
Sat, Sep 26 - Sat, Sep 26
United Airlines Logo
6:00 am - 12:55 pm
NAP
-
ORD
13h 55m
1 stop
United Airlines Logo
7:45 pm - 12:20 pm
ORD
-
NAP
33h 35m
2 stops
$571United Airlines
Wed, Sep 16 - Wed, Sep 30
ITA Airways Logo
7:10 pm - 1:10 pm
BLQ
-
ORD
25h 00m
1 stop
ITA Airways Logo
3:00 pm - 10:20 am
ORD
-
BLQ
12h 20m
1 stop
$578ITA Airways
Wed, Sep 16 - Wed, Sep 30
ITA Airways Logo
7:10 pm - 1:10 pm
BLQ
-
ORD
25h 00m
1 stop
ITA Airways Logo
3:00 pm - 10:20 am
ORD
-
BLQ
12h 20m
1 stop
$579ITA Airways
Mon, Aug 24 - Mon, Aug 31
British Airways Logo
11:55 am - 6:15 pm
BLQ
-
ORD
13h 20m
1 stop
British Airways Logo
10:30 pm - 11:40 pm
ORD
-
BLQ
18h 10m
1 stop
$628British Airways
Wed, Aug 26 - Sat, Sep 5
British Airways Logo
7:50 pm - 6:15 pm
PSA
-
ORD
29h 25m
1 stop
British Airways Logo
7:05 pm - 6:05 pm
ORD
-
PSA
16h 00m
1 stop
$683British Airways
Fri, Oct 16 - Tue, Oct 20
American Airlines Logo
8:30 pm - 3:00 pm
PSA
-
ORD
25h 30m
1 stop
American Airlines Logo
3:20 pm - 6:55 pm
ORD
-
PSA
20h 35m
2 stops
$733American Airlines
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?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Bologna, at $511 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 $656 in the last 5 days.

What is the cheapest day to fly to Chicago?

The average price of all round-trip flights to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Chicago is Saturday where round-trip tickets can be as cheap as $791. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $992 on average.

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 round-trip 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 November, where tickets cost $401 on average for return flights. On the other hand, the most expensive months are January and July, where the average cost of tickets from Italy is $619 and $609 respectively. For one-way flights, the best month to travel is July with an average price of $154.

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

The average price for all round-trip flights to Chicago O'Hare Intl Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when round-trip flights cost $812 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 $812.

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 $658 round-trip, from Rome Fiumicino Airport $717 round-trip, from Naples $987 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 3 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$356
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Bologna 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 Bologna, at $511 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 $656 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 $866. The cheapest price found on KAYAK in the last 2 weeks cost $516 and departed from Naples 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 $1,137
  • 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 9893 reviews
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

2.0 MediocreRuss, Jun 2026
FOD - ORD
Read more United Airlines reviews

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

Boarded early, left early, arrived 40 mins early! A win win for me!

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).

Very efficient boarding and quick flight. Attendants don’t come by often so would often have a lot of trash at seat.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

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

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.

Everything could have been better. What needed to be wrong with United went wrong

It was good. The seats in economy weren’t bad

Very good. Comfortable and I felt well taken care of from start to finish

We were in premium economy seats that appeared to be locked in plae, No reclining. My aching back.

I don’t understand how they charge as much as they do for such a poor experience

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.

Kayak was an utter disaster. They booked the tickets through a 3rd party and the 3rd party changed the dates of the flight without checking with us. They promised to change it back, but they never did, and I eventually had to dispute the credit card charge to get my money back and had to reserve through another website. NEVER use KAYAK again!

Crazy and confusing check in process for connecting international flights. Extremely uncomfortable seats in economy, bad in flight service with useless attendants, 10 year old movie selection, inedible food + only 1 full meal for 12+ hours long flight - 2nd snack was a cold bun with 1 slice of tomato and 1 slice of cucumber; 3rd was 2 breads - 1 hot and 1 cold. Finally absolute bad information on arrival time - in flight suggested we will reach at 12 AM until last minute, when we landed it was 1:15 PM

The crew was business like and not very friendly. It was very disappointing in that they handed out the meal at the beginning of our journey. Eight hours later, they handed a sandwich and a drink. During their eight hour break all they did was sit in the back, looked at their phone and read. They never came down the aisle during those eight hours and offered another beverage or to See if there was anything they could do for the passengers.

The price for Premium Economy seats very competitive and ITA beat the big guys in terms of fair. However, seat comfort was below expectations. Movie selection was poor. Food - absolutely horrible!! I felt like a prisoner for 13 hours being fed cold damp rolls and room temp water. NOT what I expected for Premium Economy!!

Most importantly, got us there and back safely and on time. Seats in Prem Econ spacious enough and comfortable. But pulldown footrest on both flights inadequate/broken. Crew...mixed: a few were quite pleasant, others seemed disinterested. Food was underwhelming. Yes, I know it's just "airplane food", so dont expect much... but even United is doing better now, and BA more so. Would I fly ITA again...perhaps. Price diff was main selector this time, almost 1K LESS/person than UA. I'm naturally frugal -- For 2K I'll put up with some small inconveniences.

ITA changed our 9 hr direct flight without giving any reason to 4 stop overs 24 hrs flight without delays.

Flight attendant really had bad behavior.. yelled at people when she is trying to defend, to have favor w her people..!

Appreciated being met with a glass of sparkling wine - also the warm cleansing towel offered before the meal. The food was tasty!

Inside plane needs to be updated, the lady sitting behind me was saying the frame from the window fell on her lap right before taking off and seats are very uncomfortable, cushioning is need of repair ASAP.

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.

Check-in in SAN was long. ORD was good. Flight delayed On board crew was ok. No warmth or personality. LHrR barely made connection

Check-in experience, for business call please provide a premium experience

Everything. Employees offered to help me because I had to use a cane.

Unfortunately, my flight was cancelled because of some sort of emergency over the Atlantic and had to return to London. While I think British Airways made every effort to mitigate the situation, I must say it was still pretty unpleasant. I do appreciate the fact, however, that British Airways put my safety first…and I think the effort to correct a bad situation was very sincere. But I think the process might be handled better in future.

The seat pads are past there sell by date now and are uncomfotable. Also, with screens in the back of the seat, the seats shouldnt be able to recline as this puts rhe screen in your face.

As I have said it sucked, the ticket counter to have to find and pay for another airline to get home. Now I understand this happened over the weekend but they should have someone there to talk to us instead of throwing the regular crew under the bus.

Poor all around experience. Sat at gate in Grand Rapids to Chicago for 2.5 hours. No food or water offered and no allowances to use restroom. Missed connecting flight to London and not offered any compensation including food or lodging. Not happy with AA, claims delay was weather related but no weather issues seen on radar. Take ownership for real reason behind delay which was actually the IT outage. Very disappointing and will not be recommending AA for domestic or international flights if this is the way that customers are treated.

Flight cancelled, lost luggage, crappy meal voucher. Nothing was good. Still dont have my luggage.

Not so good with their baggage handling as they damaged one of my check in luggage

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

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Hammond
Elk Grove Village
Des Plaines
Hoffman Estates
Portage
South Holland
Willowbrook
Delavan
Lansing
Northbrook
Lisle
Elmhurst
Alsip
Pleasant Prairie

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

Information on the airport you'll fly into in Chicago