$220 Find Cheap Flights from Chicago to Portofino

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Portofino departing on 2/23. 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.
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Cheapest round-trip
$471
Multiple Airlines
Thu 2/5Mon 2/9
ORD - BGY • 2 stops
Cheapest non-stop
$1,099
Lufthansa
Tue 5/12Fri 5/22
ORD - MXP • Non-stop
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Flight Deals

Cheap Flights from Chicago to Portofino (CHI-MIL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Portofino 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 Chicago to Portofino

Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
6:30 pm - 8:05 pm
ORD
-
BGY
18h 35m2 stops
Multiple Airlines Logo
10:10 pm - 5:20 pm
BGY
-
ORD
26h 10m2 stops
$471Multiple Airlines
Fri, Jan 23 - Fri, Jan 30
Multiple Airlines Logo
10:29 am - 9:20 pm
ORD
-
BGY
27h 51m3 stops
Multiple Airlines Logo
3:25 pm - 4:45 pm
BGY
-
ORD
32h 20m3 stops
$502Multiple Airlines
Fri, Jan 23 - Fri, Jan 30
Multiple Airlines Logo
6:30 pm - 7:40 pm
ORD
-
BGY
18h 10m2 stops
Multiple Airlines Logo
9:00 am - 5:20 pm
BGY
-
ORD
15h 20m2 stops
$504Multiple Airlines
Sat, Feb 14 - Tue, Feb 17
Scandinavian Airlines Logo
7:20 pm - 9:45 am
ORD
-
MXP
31h 25m2 stops
Scandinavian Airlines Logo
3:45 pm - 4:45 pm
MXP
-
ORD
32h 00m2 stops
$511Scandinavian Airlines
Fri, Apr 10 - Sat, Apr 18
Scandinavian Airlines Logo
7:15 pm - 7:10 pm
ORD
-
MXP
16h 55m1 stop
Scandinavian Airlines Logo
9:20 am - 4:10 pm
MXP
-
ORD
13h 50m1 stop
$512Scandinavian Airlines
Wed, Feb 11 - Wed, Feb 18
Scandinavian Airlines Logo
7:20 pm - 8:00 pm
ORD
-
MXP
41h 40m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:45 pm
MXP
-
ORD
34h 50m2 stops
$513Scandinavian Airlines
Mon, Feb 2 - Tue, Feb 24
KLM Logo
12:48 pm - 9:05 am
MDW
-
MXP
13h 17m1 stop
KLM Logo
11:05 am - 10:44 pm
MXP
-
MDW
18h 39m1 stop
$829KLM
Mon, Feb 9 - Wed, Feb 18
Delta Logo
1:26 pm - 11:40 am
MDW
-
MXP
15h 14m2 stops
Delta Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$833Delta
Sat, Feb 7 - Tue, Feb 24
KLM Logo
10:53 am - 9:05 am
MDW
-
MXP
15h 12m1 stop
KLM Logo
11:05 am - 10:44 pm
MXP
-
MDW
18h 39m1 stop
$879KLM
Wed, Feb 18 - Sun, Mar 1
Delta Logo
1:28 pm - 10:35 am
MDW
-
MXP
14h 07m2 stops
Delta Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$883Delta
Useful Info

Good to know

Cheapest flight$220
Flight from Chicago O'Hare Airport to Milan Malpensa Airport

When to book flights from Chicago to Portofino

Are your dates flexible? Find out the best times to travel from Chicago to Portofino based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Portofino

  • Which airports will I be using when flying from Chicago to Portofino?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Portofino does not have its own airport so you’ll be flying into nearby Milan All airports airport, which is 80.2 mi away.

  • What’s the cheapest day of the week to fly between Chicago and Portofino?

    Consider leaving on a Monday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Tuesdays.

  • How does KAYAK find such low prices on flights from Chicago to Portofino?

    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 from Chicago to Portofino.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Portofino?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portofino from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Portofino?

    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 Portofino with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Portofino?

    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 Portofino from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Portofino?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Portofino found on KAYAK was with Scandinavian Airlines for $263. TAP AIR PORTUGAL offered a round-trip connection from $398 and Delta from $419.

Top tips for finding cheap flights from Chicago to Portofino

  • There is no airport in Portofino. Instead, you’ll be flying into Milan All airports when flying between Chicago and Portofino.
  • The cheapest flight from Chicago to Portofino was found 54 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is January.

Reviews of the top 5 airlines serving Chicago to Portofino

 
Need help choosing which airline to fly with from Chicago to Portofino? 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
Scandinavian AirlinesOverall score based on 1605 reviews
6.7Entertainment
7.3Comfort
6.7Food
8.0Crew
7.6Boarding
Airline reviews

Excellent service throughout. Airport process is quick and easy. Very courteous staff. Great service in the plane! Just outstanding punctuality and service overall!!

10.0 ExcellentSunderesh, Dec 2025
EWR - ARN
Read more Scandinavian Airlines reviews

Excellent service throughout. Airport process is quick and easy. Very courteous staff. Great service in the plane! Just outstanding punctuality and service overall!!

I have paid for extra legroom on my flight. My seat was broken and did not recline. The crew could not fix it and refused to provide me with another seat

Over all experience was good. However the connection time was too short at CPG. We missed our connecting flight to AMS as the passport control line was too long and by the time we got our passport control done it was too late I wish there were some SAS staff to help us out at the passport control center Though they put us in a KLM flight from CPG to AMS, That flight was also delayed by over two hours

No vegetarian option was provided for the regular meal or the pre-landing snack.

The Scandinavian flight was excellent, however the second flight was partnered with TAP Portugal which was not so good. crowded gate area with no chairs, delayed flight, bad boarding process, no entertainment system onboard, and the baggage didn’t get to the carousel until well over an hour which caused our taxi that was waiting to leave. Love SAS, hate TAP.

Great logistics and timeliness as we arrived quite early. Flight smooth and fast. Excellent entertainment. Plane itself was a bit tired and the crew mostly indifferent. Baggage took forever but that’s on CPH. Would use SAS again for sure.

Will not recommend SAS for business travel. Food was so-so. Service was very good. First leg was very good. Second leg from Copenhagen to Barcelona was terrible. We paid a LOT for business class and to have seats worse than most coach seats with no entertainment and no charging available for 1/3rd of the whole trip was not acceptable. Very disappointing. I thought they were coming back in the U.S. with style, NOT YET.

I do not have a problem with the airline but both my two suitcases that were supposed to go from Hawaii to Copenhagen didn’t get on the plane in Seattle. I arrive on Monday the 21st at 10:30 in the morning. I did not get my two suitcases before Friday late afternoon that is unacceptable.

No choice of food. Needed to pay more even for a can of coke!!!

The seats were really close together and hard to get comfortable. The food was okay. The cheese was amazing! I loved the cold towels they gave us.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Seats are terribly cramped. I’m only 5’2” and my knees were practically in my face. No room to put a normal size bag under the seat and when the person in front of you reclined their seat your tray table was in your lap. This is the airline’s way of cramming more seats into the plane to make more money. I’ll think twice about taking Aer Lingus again since there are a few other options from Boston to the Emerald Isle.

Couldn’t check In online, message was couldn’t check in until Sunday morning though plane left Saturday night. Checked in okay at airport but caused slot if stress.

Staff was generally friendly and helpful. Attendants collecting trash were somewhat inattentive though.

The boarding process was not good. From check-in, there was only one desk for check-in, which made for a very long line. I asked to print out my boarding pass for the next leg of my trip, also via Aer Lingus, and they said they couldn't. I was unable to do this on the app or online, either. Many fellow passengers I spoke to had the same issue. Because the plane was delayed taking off by 90 minutes, everyone had to quickly go to a desk for their next boarding pass which was chaos. Overall it wasn't a smooth or happy experience.

We left 2 1/2 hours late. It wasn't the airlines fault but they did nothing to help the situation. Even water had a price tag. The next flight was better.

Fast and sensible boarding was absolutely amazing. But extortionate wifi and seats that barely moved, making me unable to sleep, didn't do a lot of favors.

I liked the front row seats. A lot of leg room. The check-in window needs to be longer

Too hot. Asked for an extra glass of water and was ignored. Asked to sit in empty seats that were open because it was so hot and crowded and was denied and the seats were empty the entire flight

Terrible leg room - I’m 5’3” and my knees were touching the seat in front of me. When the person sitting in front of me leaned back, there was about 15 inches of space between my head and the TV screen which made it awkward to view movies. Last year they had decent food, but this year the only tasty item on the trip was dessert.

The flight was delayed leaving Philadelphia due to “catering” and consequently arrived in Dublin some 75 minutes later than scheduled. Consequently this caused me to miss my connecting flight to Glasgow and I had to spend the night in Dublin.

I like the price. I dislike the website where I wanted to ask questions about the unusual high prices of the luggage fees. I called the toll free number from the United States and I cannot get through. You should test your own toll free website for info and you will know what I am writing about.

Very borderline, low budget airline without low budget prices There are no counts of soda, everything is dispensed enlarged bottles and poured into tiny cups about 70 mL so in order to keep hydrated you have to take 3-4 cups at a time. Also, there was only one food item offered, pasta, they ran out of chicken right away. Snack was very poor. It was called tuna sandwich, which is truly borderline. The flight attend attendance seemed to be overworked and tired.

Plane was delayed, reading the gates on their screens was horrible. They posted it a half an hour before the plane boarded. By the time I got there with my premier boarding they have filled the plane because it was over booked. Gate closed at 12:03 I was there at 11:54 plane took over around 12:20. I was told they would put me on the next flight. I had to go to TAP information desk. They didn’t give me a voucher they just said they would put me on the next flight. At the desk I was told I had to punches a ticket. The woman said buy it online because it’s cheaper. It in fact was not cheaper. But I had gotten out of the long line that formed so I paid 200$ for a new ticket. At a later flight, not the next flight. I had checked my bag and was told it would be on my new flight. I was then bumped to an earlier flight and was told my bag would also be on my flight. After landing in Madrid loosing a day in my hotel i landed without my bag. They didn’t load it on any flight that day. It arrived in madrid the next day. Essentially ruining the first two days of my vacation. I’m now seeking compensation.

Boarding we were jammed into a hot crowded bus waiting too long while another bus went in front of us. Appreciated blanket and pillow, movie available helped time pass, the food was not appealing so I had my own snacks, the flight is long, but nothing they can do about that. Staff adequate, flight good.

The business class seats were smaller and closer together than other airlines.

Boarding- Good Seat Comfort - OK Crew - Good Food - Mediocre On Time - Very Good

Didn't like much. Wheelchair assistance was almost nonexistent. No one at TAP check in process helpful. On the plane, stewards were not friendly and disorganized. Food was terrible for 8 hr flight. We were skipped at snack time and even though we tried to get attention using overhead call system no one even looked up at us to acknowledge. Being at the back of first section and by the lavatory we only were able to request when they came to pick up everyone else's garbage and they were nonchalant...no apology or even choice. The 1/2 half bread with slice of cheese was a waste. Deplaning was horrible but I'll blame lisbon airport for that. Plane left late at made good time still arrived about 15 behind schedule and for using remote deplaning and bus to terminal took another 20 min to gate. Those with connections were highly stressed. Took us 2 hrs from landing to get to ground transportation and exit airport. And that was with wheelchair assistance.

An old airplane with very uncomfortable seats in the Comfort “class! Small, narrow, and hard seat. Entertainment options are inferior, old movies. Boarding started at the back of the airplane, as we entered the aircraft last instead of after business class, risking the possibility that the comfort section would not have room for carry-on in the overhead bin. The food was ok. White wine was terrible. Overall, the flight felt worse than cheap airliners, and the price was as high as premium carriers.

I will avoid TAP if I can, the ground experience was very poor with bad behaviour from the ground crew and it was only a bit better on the aircraft.

I had a business class ticket from EWR to Madrid with a layover at LIS for 11 hours. It was obvious that I needed to pick up my luggage in Lisbon for 11 hours and check it in again when boarding the second flight to Madrid. Before buying the ticket, I called TAP customer service. Customer service assured me that I could get my luggage in Lisbon. When I arrived at Newark airport, I immediately asked to check my luggage to Lisbon. However, the TAP employee refused me, saying that I should resolve this issue upon arrival in Lisbon. She checked my luggage to Madrid. I asked the TAP employee at the gate to help me when boarding the plane, I asked the flight attendants manager on board the plane to help me. All the employees refused to help me and said that I should resolve this issue in Lisbon. It took me 4 hours to resolve this issue in Lisbon. I arrived at 11am and they didn't give me my luggage until 3pm. As a result, I was so tired after a sleepless night on the plane and 4 hours on my feet at the airport and all my plans were ruined that I couldn't fly to Madrid. It was a terrible experiance,

Check in was was and the agent was very friendly and helpful The lounge was nice...boarding was straight from the lounge Everything worked at our seats, and video entertainment was good ..food was mediocre

The flight was excellent in World Travellor plus. Well worth the extra money. Boarding at Phoenix was the usual poorly organized event. Very stressful.

Although business class, the seating was really cramped. The food was so so.

Smooth trip no turbulence which is always a bonus for me lol! In cattle class so an element of being a bit squished (but not as bad as other shorter haul airlines) smaller plane than the one we flew out on and entertainment system wasn’t as modern but still definitely passed the time. Lovely crew x

I was attacked in the Miami airport and the staff did nothing. On my flight from London to Miami one of the flight attendants screamed at me and demanded I keep my seat in the upright position at all times during the fight so the man behind me was comfortable for the flight. I will never in my life use British airways again

Airlines have to stop assuming passengers bring entertainment. Provide it like you used to in business class and above!! N

Boarding was efficient and quick, crew was very attentive, seats were comfortable.

The space is tight. Either you sit straight up the whole time, but the minute you relax, your knees hit the back of the seat in front of you. My seat would not recline so I was quite uncomfortable. Didn’t use my tray table bc it was stained and sticky and nasty. I was also seating in one of the last rows and one crew member and people going to the bathroom kept hitting my elbow resting on the armrest.

Had a nice little suite although I couldn’t close the door (but I didn’t ask anyone to help). 5K is a nice seat and very private (you look in on first class). Enjoyable flight and nice crew.

The plane was known to be late in advance of takeoff. My guess is that it was known to be late at 11am or 5 hours before scheduled takeoff time. We were late to leave and with a wheelchair and the a cart, we only made it to gate. We raced! Inside plane, all was great

Everything you need to know for your flight from Chicago to Portofino

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