Find cheap flights from Chicago O'Hare Airport to Milan

ORD - MIL

Find cheap flights from Chicago O'Hare Airport to Milan

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Chicago (ORD)
Milan All airports
Fri 5/7
Fri 5/14
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Good to know

Low season

FebruaryBest time to beat the crowds with an average 17% drop in price.

High season

JuneMost popular time to fly with an average 20% increase in price.

Average price round-trip

$725(avg. price over the last 2 weeks)

Good deal round-trip

$602or less

Good deal one-way

$333or less

When to book flights from Chicago O'Hare Airport to Milan

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $333 or less one-way and $602 or less round-trip.
  • The cheapest flight from Chicago O'Hare Airport to Milan was found 71 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is February.
  • Morning departure is around 20% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago O'Hare Airport to Milan flights

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Top airlines flying Chicago O'Hare Intl to Milan

Scores according to KAYAK customer reviews

7.6
SAS
Overall score based on 5,287 reviews
7.9
Boarding
7.6
Comfort
8.2
Crew
7.2
Entertainment
7.1
Food
Airline reviews

Cons: "More room. Not losing our luggage at the end."

Cons: "On the Copenhagen-Milan leg, since I was in the cheap seats, even water cost; $3 for a bottle of water. They couldn't even offer a cup of water for free? False economy. And I was told that I had to pay for my luggage at the airport, then it was $120 for 1 bag. Ridiculous!"

Pros: "Clean and very good stewardesses"

Pros: "On time travel. Check In Staff were kind and engaging."
Cons: "On flight staff were minimally attentive. Food was mediocre."

Pros: "The quality of the seat, cleanliness of the aircraft (with the exception of the restrooms). Ground and lounge crew excellent and knowledgeable. Boarding was swift but confusing."
Cons: "In cabin crew was substandard. Very slow in the food service, often times rude and lound when addressing passengers, and failed to clean the restrooms in flight, which left them in dire state and smelled. An unusually unpleasant set of attendants, and sadly not one of them made up for the lack of professionalism the others showed. No priority boarding, they proceeded with boarding the first half of passengers all at once so rather confusing."

Pros: "service was great flight was on time luggage came on time"

Cons: "Food was pretty atrocious. Before having this flight I tried many times to book a special meal but their website is nearly impossible to use. So on the flight I was given two options of fish or mexican beef. Mexican beef meant slow cooked beef in a salty brown sauce with 2 kidney beans. Yes 2 kidney beans. With potatoes carrots and broccoli. Entertainment was pretty lacking. Not a lot of options. Also it was freezing the entire flight."

Cons: "Flight to Stockholm was cancelled. SAS Provided no informaton on the steps for re-scheduling my flight. I had to call the SAS headquarters in Stockholm before receiving any guidance on what to do next. All service attendants ditched the ticketing desk leaving one poor employee to answer questions for over 70 disgruntled passengers. Very very very poor communication. Luckily I was finally able to book a flight using another airline after waiting on hold for 20 minutes with the regional customer service provider."

Cons: "The flight good bit it’s always crappy when you loose your luggage"

Pros: "Friendly service"
Cons: "Audio quality not great"

Pros: "The staff and other guests are always so polite! Getting the SAS Lounge Pass is always smart."

Pros: "Nothing"
Cons: "Cramped in a tiny seat behind someone well over 6’5 who kept slamming his seat back to get more room. We were later diverted for a person on the flight who had health issues all the way back to Canada when we were practically over Ireland. We flew back I believe an hour and a half back only to not have proper fuel equipment which took fueling forever and caused our crew to go past their duty day which made use get diverted again to Iceland for a new crew and even more gas. We were held on the plane for a total of 8 additional hours! We were never allowed to get off the plane, we were given very minimal food and drink the additional 8 hours, and when my girlfriend asked what was going on your information person in Copenhagen said they had no idea what was going on with my Flight and had no idea where it was."

Pros: "One crew member was particularly nice and personable."
Cons: "We waited an hour in the plane before take-off and after boarding, during which time the crew deliberately filled the cabin icecold air thick with the highly toxic fumes from the deicing. I got a headache from it. Throughout the process the entertainment units were disabled, when they could have helped distract passengers from this ordeal. The food was disgusting. When the Danish government has repatedly bailed out SAS, it would make a lot more sense for everyone involved to have higher quality Danish products on board for the meals, especially for such things as dairy products."

Pros: "All went well !! On time friendly staff ."

Pros: "food was delicious and I liked that they give everyone a full bottle of water at the start of the flight; plane was new and updated"
Cons: "Boarding was awkward and just a giant mass of people funneling in; tv show options only had 1-3 episodes and not entire seasons"

Pros: "The flight attendants were very nice and on the cross continent part of our flight we had dinner and breakfast served. Lots of leg room."

Pros: "I loved that there were a lot of different movies, TV shows, games, music, and more to choose from- all for free! Then there was a dinner- not bad at all-, a snack later on, and breakfast too, all included. Headphones if you needed them ( lifesaver there as I had temporary misplaced mine), a blanket, and a pillow. The crew was really polite, and there was never more than one person in line for the bathroom."
Cons: "Nothing"

Pros: "We were eventually rebooked in the class we paid for."
Cons: "Our flight was cancelled with no notice. We were rebooked in economy class when we paid over $5,000 for business class tickets, and told we would "probably" receive a refund for the difference. after much prodding, asking and begging, we were finally rebooked in a flight on Lufthansa the same night. That airline was upset, though, because SAS did not call them or notify them that we had been switched to their airline."

Pros: "Outside camera view, update on airplane location and ETA, seats were nice."
Cons: "Hate to sound entitled, but the movie selection was really poor. I flew on a connecting flight by Delta that had 10k+ movies and shows to choose from so that spoiled me."

Cons: "Cheap airline, entertainment system failure, paying for soft drinks?????? Food was an absolute disaster on one flight and no food service at all on the second flight. Abysmal service on both legs. Call for further details."

Pros: "The flight was comfortable and the onboard crew were very nice."
Cons: "Since the flight was delayed taking off, the layover in Stockholm was very short. The airline did nothing to rush those of us through or contact our connecting SAS flights, and a few of us missed our connections by just a few minutes because of it. SAS did provide alternate tickets for me, but I arrived at my destination several hours late and the whole situation could have been avoided pretty easily."

Pros: "The movies."
Cons: "My selected seat was broken and I was moved to a seat directly on the side of the toilet. Not nice!"

Cons: "Water and beer paying"

Pros: "I got to my destination all in one piece which is what really matters most."
Cons: "The crew was completely rude. They banged my knee with the food cart and didn't even apologize. The seats are so tight and the people in front of me had their seat in the reclining position the entire flight."

Pros: "Friendly and helpful staff."
Cons: "Narrow seats."

Pros: "Upgraded 2 biz 4 reasonable $, everything great"

Pros: "Everything was great"
Cons: "Nothing to mention"

Cons: "I did not like my flight because ... I could not take it! I needed to change only one date (return) and was quoted $1300 for that one change. Getting a completely new ticket was cheaper, but not cheap. With such cost of even minor changes, next time I will look into booking directly with airlines, instead of Kayak; sorry to say that, as I really liked using your service."

Pros: "Nothing at all"
Cons: "Fight was canceled and no email or communication was possible with this company. Called SAS office - CLOSED. Stood in line for 2 hours and no one came or announced anything. Checkin agents were on dope-no help and checking machines not working!"

Pros: "The free, in-flight movies, the in-fight dinner, and the friendly, multi-lingual staff were GREAT commodities."
Cons: "I was in economy/SAS Go class, so it was nearly impossible to get more than one or two hours of sleep on a long flight, (i.e. about eight hours). Maybe they should reserve the seats with extra leg room for those who actually need it, and have the seats recline even further."

Pros: "The service was excellent. The food very good. Toilets inorder and clean, even just before Copenhagen. In Chicago i had to wait about 30 min tor a wheelchair. It seemed that noone wanted to go to termimal 5. A very nice young man finally came, he gave me frindly and excellent service. ALIS"

Pros: "Excellent meal and very friendly staff."
Cons: "The cabin temperature seemed pretty warm."

Pros: "•Food was good •Wide variety on entertainment system"
Cons: "•Second bag was $120 •Boarding by group number would be more efficient"

Cons: "Not enough room to work on laptop."

Pros: "Easy flight, nice crew members, no issues had here"
Cons: "My luggage didn't show up for five days of a 7 day trip from a direct flight! SAS was completely useless by phone, email, and Facebook.... They set up a phone line that nobody monitors and had my luggage in-country for days before even sending someone to deliver it"

Pros: "12 people got bumped!"

Pros: "Wide seats with excellent leg room in exit row- a bottle of water waiting at or seats-- we love the two seat configuration --attendants ready to serve any need with a smile."
Cons: "Bought our tickets from Kayak and as a result had a very difficult time upgrading seats."

Cons: "Miserable cramped seating ."

Cons: "1st class could not board because that area was not cleaned"

Cons: "Charging for second beverage. Losing our bag and not getting it to us for the duration of our travels, despite repeated promises to do so."

Pros: "Free upgrade to SAS Plus, what's not to like!"

Pros: "The Plus Seating was really good"

Pros: "The plane was brand new with comfortable seats that had adjustable headrests. This made sleeping very easy. I was impressed with the food and the flight attendants were great."
Cons: "The seating area was cramped making it difficult to move around, do work or view the screen.I know this is typical of coach class but I still don't like it. The selection of movies was adequate but smaller than I'm used to. There wasn't much in the way of music to choose from. Only one choice for jazz and classical."

Pros: "Lucky is the passenger to get onboard a new SAS plane! Cleanliness aside. The built in phone chargers to the tele is genius. Nice to land fully charged!"
Cons: "I didn't like that they interrupted programming to announce they were walking on board shopping through the cabins. They did this twice! Really unnecessary!"

Pros: "On time flights. Very friendly personnel"

Pros: "I liked that it was comfortable and that the crew did not constantly make announcements or wake you. They made boarding easy. I loved being able to utilize the lounge. My 4 hour layover was easy and relaxing."

Pros: "On time departure and arrival."
Cons: "Entertainment system did not work."

Cons: "Rude Check-in staff were unhelpful when I missed my flight to Stockholm due to long TSA lines at ORD (despite checking in 3 hours prior). I was pulled from the TSA line by SAS staff only to learn I was going to be admitted on my flight. I was then scolded by SAS staff back at the check-in desk for holding up a "plane with 200 passengers", that I would have to pay $153 to rebook on a later flight (to Copenhagen) for circumstances beyond my control and treated poorly by two staff members unprofessionally."

Pros: "We were delayed leaving Chicago because of the weather, and so we got into Copenhagen late. The crew of this flight were kind enough to wait for me at the gate, even though it meant delaying the flight a bit. This was wonderful and greatly appreciated."

Pros: "Great customer service"
Cons: "The seats are really small. Even for people not considered tall."

Cons: "Still waiting for luggage 2 hours after flight arrived."

Pros: "friendly crew"
Cons: "more leg room"

Pros: "Good was decent. Didn’t need to schlep big bag of snacks."
Cons: "Turbulence lasted way too long. Probably out of their control but I wondered if they could have changed altitudes."

Pros: "Iberia Premium Tourista is an absolute gem, don't overlook an upgrade from Tourista."
Cons: "The food is just marginal, but I wasn't expecting anything different"

Pros: "First time experience with Iberia. Very comfortable, friendly & good service."

Pros: "no stress, the crew was professional"
Cons: "all good"

Cons: "Maybe include vegan options for food?"

Pros: "The business class seat was extremely comfortable."
Cons: "The touch-screen was very difficult to navigate. It didn't respond very well when touched."

Pros: "The crew members were all very kind!"
Cons: "Unfortunately, the wifi was not working the entire 8-hour flight."

Pros: "I loved being offered newspapers before takeoff. in-flight entertainment had a good selection, food was good, and there was a decent amount of space on this flight because it was relatively empty."

Cons: "One of the shows I started watching on had one episode. Handmade tail?"

Cons: "crew... food was awful..."

Pros: "Crew - all professional and helpful. We left on time/arrived early - no mishaps. Movie selection - excellent, made the time go faster for first flight. Very comfortable the first flight. Pleasant experience."
Cons: "Food was not so great. Too much fat on the chicken. The salad smelled off/bad and didn't look appertizing. the beverages too smaller cup/quantity given (hot tea)."

Cons: "In Chicago, again my carryon things and person were extensively searched, to the point that the explosives expert was called to examine my shoes and cell phone!! If anyone would have been trying to get away with something, they were certainly able to with the time and energy wasted on me as I was only anxious to get home to see my grandchildren!!"

Cons: "I was Given different seat at boarding into less comfortable place - no explanation."

Pros: "Philadelphia to London"

Pros: "Nothing"
Cons: "Rarely served drinks, 1h 30 min delayed flight, therefore missed connecting flight, mo assistance at all from crew regarding alternative connections, I will never fly with Iberia again"

Cons: "Missed connection from Chicago. International connections need more time to complete"

Cons: "Our luggage did not arrive. They told us it was sent to another city by mistake and that they would get it to us as soon as it arrived. It's a long story but we didn't get the bag for a week. We called multiple times and got very little help. We finally got the bag, but had to buy new clothes to get by in the meantime."

Cons: "No ability to do online checkin both websites were not working."

Pros: "Food was good, comfortable, nice happy workers, etc."

Cons: "FOOD WAS POOR."

Cons: "For the first time ever an airline lost my luggage. I fly several times a year and thus was my firat time flying Iberia. What a headache and inconvenience."

Pros: "The entertainment system with movies was great, with plenty of choices and good sound. The crew was very good. Legroom on the seats was good. They kept the temperature in the plane just right. We could board first because we had a 5-year-old child."
Cons: "Flight was delayed an hour leaving Chicago, and arrived an hour late in Madrid. The screen was not updated in Chicago to let us know what was going on. It's a mass of people at the gate, with very little systematic lining up. One luggage piece did not come out on the carousel in Madrid. We had to wait 1.5 hr at the airport to confirm that they would send it to our Madrid hotel. Hopefully it will come. The food was mediocre. Pasta for dinner with little to no meat. Not even fruit. They are clearly saving money on the food."

Pros: "Great crew, good dinner but below Average breakfast"

Pros: "My flight went smooth and on time. I think we were early. The service is impeccable. Most in-flight meals are pretty crummy if you get one at all. The flight I took wasn't packed somthere was plenty of room. Even if it was there was still a fair amount of space. The entertainment was way better than the ole " everyone get to watch the same thing. Wi-Fi, new releases, even some classic 80's. if you get bored on this flight you really don't deserve to fly internationally."
Cons: "I"lol have to fly them again and find some fault. They worked on my flight and my Mother flew with Iberia and had the same good impression."

Pros: "I am of average height -6 feet- and my knees were touching the seat in front of me. Not comfortable but not too bad either."
Cons: "Boarding was extremely chaotic."

Pros: "the boarding with 2 kids was super easy."
Cons: "we were not able to get a seat by the bulk head and so could no take advantage of the basinet."

Pros: "The codeshare system with American is so far from seamless! The messed up the seat assignment that I paid for and tried to make me feel like it was my fault! It was a huge hassle to change."

Pros: "Nothing"
Cons: "Doctor recommended not to travel but no credit given."

Pros: "We were given opportunity to upgrade to business. Totally worth it"
Cons: "Food was just ok"

Pros: "Movies were good, seats were OK"
Cons: "Paying $85 for a 2nd bag"

Pros: "Great crew, funny and friendly. Really enjoyed my first experience on Iberia. The Economy Plus was really nice. I wasn't expecting a preflight beverage. Nice touch."

Pros: "On time, no hassles. The flight went well."
Cons: "Didn't have any non meat food available on Good Friday. Apparently, the airline ran out."

Pros: "The crew were friendly and helpful."
Cons: "I think the Brie cheese I ate made me sick afterward. I wish the staff had brought water around more."

Cons: "It was cancelled and stranded me in Chicago.I will never use Iberia again."

Pros: "Alcohol allowed for free. Friendly people"

Pros: "The crew was fabulous! And the ride was on time and had plenty of entertainment."
Cons: "My only complaint is that the seats were very tight in the economy class. We were packed like cattle. I know these were the "cheap" seats but for almost $1500 I would hope for a bit more comfort."

Pros: "The in flight entertainment and personal touch screen were great. The captain seemed to do well with abating most turbulence."
Cons: "The cabin crew weren't all that friendly and were super stingy about giving out water during the flight. The legroom was very limited compared to my last trans-Atlantic flight."

Pros: "Crew was nice"
Cons: "Checking was a mess : Could only check in for the first flight, checkin for the second time was available 24h before the second flight, and when I finally was able to check in, it failed. so I had to check in at the desk in Paris. I also was not sure if I had to checkin at the AA desk or Iberia desk : ended up being AA, but you all should be clear about this and say it on your confirmation email for multi company flights. My ticket said Iberia but the flight was handled by AA. Food was awful and no personal screen in the plane, but that's not your fault."

Cons: "I have to say with all sincerity that my pre travel experience was horrible. Two day before my flight I got an email saying my flight had changed. Over the next 2 days I spend 7 hours on the phone with Vamaya, Iberia and Finnair and no one could seem to help me. The story always changed and I was given crazy false information. I was even told my flight was changed to 8pm on departure date when it actually was leaving at 4:40 pm. I am glad I got to the airport early. I had to to deal with all my problems. In 30 years of travel I have never had an experience so frustration. I would love to speak to someone at Kayak."

Cons: "Flight was canceled, no option given to rebook over the phone or at another desk. I waited 6 hours in the airport to get my flight rebooked for the following day. Cancelations happen but there was no plan in place, to manage such a situation. We were offered no compensation except free chips 5 hours into the wait. I've never had a worse experience with an airline."

Pros: "No delayed flights"

Cons: "The fight from Chicago to London was a nightmare."

Pros: "All airplane attendants were very helpful and always on the call."

Pros: "Flight was on time"
Cons: "Spain bases crew were just not very friendly! They need to smile mire and be more"

Pros: "It is always a pleasure to fly in this Iberia company"

Pros: "Ok"
Cons: "No problems"

Pros: "Timing, personnel and plain"

Read more about SAS
COVID-19 information

Safety measures for airlines flying from Chicago O'Hare Airport to Milan

Airlines flying from Chicago O'Hare Airport to Milan have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago O'Hare Airport to Milan

Mandatory masks

Masks required on board, masks provided on flights from Chicago O'Hare Airport to Milan

Social distancing seating

Middle seats unavailable to book on flights from Chicago O'Hare Airport to Milan

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago O'Hare Airport to Milan

Book cheap flights from Chicago O'Hare Airport to Milan

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