$258 Find Cheap Flights from Chicago to Portofino - Compare and Save

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 7/27. 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

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Everything you should know

Cheapest round-trip
$724
Multiple Airlines
Wed 8/19Sun 9/6
ORD - BGY • 3 stops
Cheapest non-stop
$826
SWISS
Thu 7/30Wed 8/26
ORD - MXP • Non-stop
Arrival airport
You can't fly directly to Portofino. It is served by Milan (MIL), located 80.2 miles from Portofino.
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Flight Deals
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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

Wed, Aug 19 - Sun, Sep 6
Multiple Airlines Logo
10:25 pm - 9:25 am
ORD
-
BGY
28h 00m
3 stops
Multiple Airlines Logo
7:00 am - 6:15 pm
BGY
-
ORD
18h 15m
2 stops
$724Multiple Airlines
Tue, Sep 22 - Tue, Oct 6
Multiple Airlines Logo
9:30 pm - 1:10 am
ORD
-
BGY
20h 40m
1 stop
Multiple Airlines Logo
8:50 am - 5:50 pm
BGY
-
ORD
40h 00m
2 stops
$734Multiple Airlines
Tue, Sep 22 - Tue, Oct 6
Multiple Airlines Logo
9:30 pm - 1:10 am
ORD
-
BGY
20h 40m
1 stop
Multiple Airlines Logo
8:50 am - 5:50 pm
BGY
-
ORD
40h 00m
2 stops
$738Multiple Airlines
Thu, Nov 12 - Sun, Nov 22
United Airlines Logo
9:35 pm - 1:05 pm
ORD
-
MXP
8h 30mnonstop
United Airlines Logo
11:20 am - 8:05 pm
MXP
-
ORD
15h 45m
1 stop
$779United Airlines
Fri, Aug 14 - Sun, Aug 23
Lufthansa Logo
3:35 pm - 1:00 pm
ORD
-
LIN
14h 25m
1 stop
Lufthansa Logo
6:50 am - 12:55 pm
LIN
-
ORD
13h 05m
1 stop
$780Lufthansa
Tue, Sep 22 - Thu, Oct 1
Scandinavian Airlines Logo
10:35 am - 7:10 pm
ORD
-
MXP
25h 35m
2 stops
Scandinavian Airlines Logo
11:25 am - 9:37 pm
MXP
-
ORD
17h 12m
2 stops
$781Scandinavian Airlines
Sun, Aug 23 - Wed, Aug 26
Scandinavian Airlines Logo
7:15 pm - 12:10 pm
ORD
-
LIN
33h 55m
2 stops
Scandinavian Airlines Logo
1:00 pm - 4:10 pm
LIN
-
ORD
34h 10m
2 stops
$781Scandinavian Airlines
Sun, Aug 2 - Tue, Aug 18
United Airlines Logo
9:40 pm - 1:20 pm
ORD
-
MXP
8h 40mnonstop
United Airlines Logo
10:40 am - 12:35 pm
MXP
-
ORD
32h 55m
1 stop
$782United Airlines
Sun, Nov 15 - Tue, Nov 24
Air Canada Logo
1:55 pm - 10:05 am
ORD
-
MXP
13h 10m
1 stop
Air Canada Logo
1:05 pm - 8:10 pm
MXP
-
ORD
14h 05m
1 stop
$784Air Canada
Sat, Aug 15 - Thu, Aug 20
Lufthansa Logo
3:35 pm - 9:10 am
ORD
-
LIN
10h 35m
1 stop
Lufthansa Logo
6:50 am - 12:55 pm
LIN
-
ORD
13h 05m
1 stop
$790Lufthansa
Useful Info

Good to know

Cheapest flight$258
Flight from Chicago to Bergamo

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 Saturday and avoid Wednesdays 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 Wednesdays.

  • 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 5 days, the cheapest one-way ticket between Chicago and Portofino found on KAYAK was with United Airlines for $588. TAP AIR PORTUGAL offered a round-trip connection from $401 and Scandinavian Airlines from $420.

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 74 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 May, June and July. The cheapest month to fly is February.

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 1815 reviews
6.7Entertainment
7.3Comfort
6.7Food
7.6Boarding
8.0Crew
Airline reviews

On time, reasonably comfortable for economy, decent food. All in all a very good experience.

10.0 ExcellentAnonymous, Jun 2026
ATL - CPH
Read more Scandinavian Airlines reviews

On time, reasonably comfortable for economy, decent food. All in all a very good experience.

Every flight got canceled or delayed. Customer service was awful.

They lost my luggage and can’t find it. My trip is ruined. Online tracking of lost luggage doesn’t work

No free Wi-Fi. I have SkyMiles but not a high status, having an account has been enough for Wi-Fi on other flights, but this one was going to charge me to use it. Also turbulence was really bad toward the end, but I didn't count this in my ratings since I know Delta cannot control the weather - it's 2026 and lack of WiFi alone is enough for a poor rating.

The stewardess was incredibly rude. The gave you only one drink with dinner.

Cancelled flight, wasn't refunded paid selected seats. Poor customer service. Called airline and they didn't realize the flight was cancelled until several hours after the email notice was sent.

The worst with the trip was the space in economy, my knees are still hurting. There was no way to control personal air by turning a knob above you, it was way to hot on both rides. During the night flight they allowed 2 people from across the aile which was narrow to sit and talk for 7 hours while also using tablets and the flashlight from their phones pointing into the row where I sat at times. They allowed people with way too large baggage to bring onboard. I paid way too much for the ticket ($1,364} for economy. Kayak misinformed me to get cancellation insurance that was only valid for a very short time (less than 12 hours) and was over one hundred dollars. Hotel booking was incorrect, I had the room booked myself at the hotel, only double or larger rooms available which I paid over 400 dollars for. I will never fly with SAS again unless there is no other alternative.

Crew members were excellent. The seat wasn’t the best as well as a food options.

5 of my 7 pieces of luggage are missing and they cant call to find out where it is. I have to fill out a form and wait for them to mail it to me in several days (if they find it). That does not work for my travel itinerary. I need my full ticket cost refunded please.

Fantastic. The only thing - out of my six luggage one was lost in Copenhagen, however it was delivered Home 3 Days later so all great..

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

We were an hour and a half late, which caused my rental car company to cancel my reservation. We had no car, had to take a taxi to our hotel, and then a taxi back to get a new car the next day. Sometimes lack of on-time performance can end up costing the passenger a lot of money, none of which is covered by the airline that operated the late flight.

Overall good experience. But seats were small and uncomfortable for the price. Good entertainment, staff friendly and attentive.

Smooth quiet flight take off and landing both excellent. Food was mediocre. Boarding at gate was disorganized and unacceptable.

Very good trip. Nice clean aircraft. Helpful and friendly crew.

Crew members Grainne and Karen were extremely rude and unprofessional

I am very disappointed in that KAYAK sold me this flight as a business class it was not a business class. It was a regular economy class ticket. This was not Art Linus mistake. It was kayaks.

Crew was friendly and seats were comfortable. The connection however there were no free snacks or drinks.

Our flight from Dublin to Coruna did not exist any more. Apparently it was cancelled in February and I was not advised, nor was I offered any flights for rebooking. Happily Aer Lingus found another flight to another city in Spain that was 500 miles from Coruna; I had to pay for a hotel overnight and a revise my rental car that incurred additional costs, and I did not get to Coruna for another 24 hours. I was not at all impressed with Kayak or Chatdeal or Hertz.

OK overall. Flight was delayed Crew on flight was good

Late late late. Delayed and arrived an hour late for a 1 hour 45 minute connection. Every time. Poor record for this company. I try to fly any other carrier first.

The crew was excellent. What I did not enjoy was the food. I have taken many international flights and this was on the low end. Otherwise the trip was fine.

Seats were the most uncomfortable seats i ever experienced on a flight to Europe from Boston. It was a waist of money in buying premium seats for top dollars. I want my money back for what i paid extra for my seats. Awful conditions!

Boarding felt a little chaotic as everyone was waiting around the gate. Food was great, service was good.

Flight attendants in business class were rather indifferent While in second leg operated by Portugalia TAP subsidiary were outstanfy

The worst thing was baggage claim. In my return flight I was waiting 90 minutes for my baggage. and when I asked the airport they said it’s the airline. So frustrating after an 8-hour flight.

The chicken was so dry it was impossible to eat. No substitute was offered. The port to charge my phone was broken and all I got was a shrug from the crew. The entertainment system was glitchy and subtitles didn’t load. Crew seemed fully uninterested and unfriendly.

The flight crew were absolute rock stars. When they came to the gate they looked like royalty, so chic. They also were extremely kind. Food was good and I loved the lack of plastic waste. The flight was lovely and smooth.

We were unable to check in due to technical problems on TAP’s end. The flight was delayed forty minutes with no reason given. We received timely notice of the flight delay. We were also notified of a gate change. The new gate was at a different terminal. When we got to the new terminal, we learned that we had to go back to the old terminal first to check in. This information should have been included along with the gate change notification. Also unexplained, the steward skipped us when offering breakfast.

Horrible experience at tbe check in ladie she was very racist ,she doesn't speak portuguese too and forced me to check in my carrion bag and I saw everyone with carrion bag inside anda lot of space ,she was rude unprofessional

Absolutely unacceptable level of service for a Business class: lousy drink and food options, disgusting food (inedible meat, watery rice, etc...), pathetic level of attentiveness from staff, Business class restrooms were not accessible for long periods because blocked of by staff...overall extremely disappointing, will NEVER fly Business on TAP again.

Never made it to Lufthansa because of Air Canadas negligence.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

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

Complete your trip to Portofino with a hotel stay or car rental