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Portofino

$221+ Cheap flights from Chicago (CHI) to Portofino, Italy

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MXP
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Portofino are usually found in January or March, booked 54 days in advance, depart on a Tuesday or Sunday and return on a Tuesday

Cheap flight deals from Chicago to Portofino

Cheapest flights from Chicago to Portofino
Explore the most affordable flight options available from Chicago to Portofino. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 pmORD - MXP
2 stops19h 15mMultiple Airlines
Tue 1/1311:55 amMXP - ORD
2 stops28h 17mMultiple Airlines
Deal found 12/7$650
This lol.travel deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:25 pmORD - MXP
1 stop20h 10mTAP AIR PORTUGAL
Tue 1/135:45 pmMXP - ORD
1 stop28h 15mTAP AIR PORTUGAL
Deal found 12/7$657
This Booking.com deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:50 pmORD - LIN
1 stop12h 15mAer Lingus
Tue 1/1311:45 amLIN - ORD
1 stop14h 30mAer Lingus
Deal found 12/7$677
This oojo deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:20 pmORD - MXP
1 stop16h 50mScandinavian Airlines
Mon 12/1511:15 amMXP - ORD
1 stop12h 30mScandinavian Airlines
Deal found 12/7$685
This Gotogate deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:20 pmORD - MXP
2 stops40h 50mScandinavian Airlines
Tue 1/138:00 pmMXP - ORD
1 stop27h 45mScandinavian Airlines
Deal found 12/7$727
This FlightHub deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:55 pmORD - MXP
1 stop28h 50mLOT
Tue 1/137:50 pmMXP - ORD
1 stop31h 10mLOT
Deal found 12/7$733
This Gotogate deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:20 pmORD - LIN
2 stops33h 45mScandinavian Airlines
Tue 1/1312:55 pmLIN - ORD
2 stops34h 50mScandinavian Airlines
Deal found 12/7$738
This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:05 amORD - LIN
3 stops28h 05mMultiple Airlines
Mon 12/154:00 pmLIN - ORD
2 stops31h 20mMultiple Airlines
Deal found 12/7$744
This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/89:50 pmORD - BGY
2 stops15h 05mMultiple Airlines
Mon 12/158:25 amBGY - ORD
2 stops18h 40mMultiple Airlines
Deal found 12/7$757
This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:50 pmORD - MXP
2 stops20h 35mMultiple Airlines
Mon 12/151:50 pmMXP - ORD
2 stops33h 30mMultiple Airlines
Deal found 12/7$771
This FlightHub deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:50 pmORD - LIN
1 stop12h 15mAer Lingus
Mon 1/1211:45 amLIN - ORD
1 stop14h 30mAer Lingus
Deal found 12/8$774
This Mytrip deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 pmORD - LIN
2 stops14h 40mMultiple Airlines
Tue 1/134:55 pmLIN - ORD
2 stops29h 05mMultiple Airlines
Deal found 12/7$785

Find flight deals from Chicago to Portofino

Keep the following information in mind while searching for Chicago to Portofino flight deals. Data was last updated December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$463
(Mytrip)

One-way from

$221
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$1,393
Provider with most accurate pricing for Chicago (CHI)-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Milan (MIL) flights.
Search Deals
From Chicago (CHI) to Portofino
Search Deals
One-way flight from Chicago (CHI) to Portofino
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Portofino that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
Use the filters below to find and compare flights from Chicago to Portofino that are best for you.

Fly from

Chicago

Fly to

Portofino

Route

Depart

Return

Price

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 2/8

6:30 pm-8:15 pm

2 stops18h 45m

Bergamo Orio Al Serio

Sun 2/15

8:00 am-5:20 pm

2 stops16h 20m

$477

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/18

7:00 am-10:25 am

2 stops20h 25m

Milan Malpensa

Wed 2/25

12:55 pm-4:45 pm

2 stops34h 50m

$522

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 1/20

11:50 am-5:40 pm

1 stop22h 50m

Milan Malpensa

Tue 1/27

2:30 pm-6:25 pm

1 stop34h 55m

$523

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 2/2

11:50 am-9:40 am

1 stop14h 50m

Milan Malpensa

Wed 2/25

2:30 pm-10:05 am

1 stop26h 35m

$523

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 1/25

7:10 pm-12:05 pm

2 stops33h 55m

Milan Linate

Thu 1/29

12:55 pm-4:55 pm

2 stops35h 00m

$526

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 2/23

7:00 am-10:25 am

2 stops20h 25m

Milan Malpensa

Sun 3/8

8:00 pm-9:34 pm

2 stops31h 34m

$535

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Thu 2/26

10:36 am-10:25 am

2 stops16h 49m

Milan Malpensa

Sun 3/8

8:00 pm-9:34 pm

2 stops31h 34m

$535

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 2/1

10:29 am-10:25 am

2 stops16h 56m

Milan Malpensa

Sun 2/8

8:00 pm-9:35 pm

2 stops32h 35m

$535

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 1/7

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Wed 1/14

12:55 pm-4:45 pm

2 stops34h 50m

$544

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 2/8

7:05 am-10:25 am

2 stops20h 20m

Milan Malpensa

Sat 2/14

6:25 pm-4:55 pm

2 stops29h 30m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Portofino

Have a flexible travel schedule? Discover the best time to fly to Portofino from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Chicago to Portofino?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Portofino. Price data was last updated on December 5, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Portofino, you should look to book at least 54 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Portofino?

Currently, February is the cheapest month in which you can book a flight from Chicago to Portofino (average of $398). Flying from Chicago to Portofino in June is currently the most expensive (average of $747). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to PT9?

Find hourly flight availability from Chicago to Portofino. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 9, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 32% on flights from Chicago to Portofino by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Chicago to Portofino?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Portofino. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Portofino flight should consider departing on Monday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Portofino

Get insights into the airlines that provide service to Portofino. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portofino. Reviews last updated December 9, 2025.
Read through reviews of airlines operating flights from Chicago to Portofino, such as Scandinavian Airlines, United Airlines, and Aer Lingus. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.
Scandinavian Airlines
7.4
Good
1,602 reviews
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.
United Airlines
7.4
Good
9,089 reviews
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.
Aer Lingus
7.2
Good
1,389 reviews
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.
TAP AIR PORTUGAL
7.1
Good
2,085 reviews
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.
British Airways
6.7
Okay
7,571 reviews
Scandinavian Airlines
7.4
Good
1,602 reviews

Entertainment

6.7

Boarding

7.6

Comfort

7.3

Crew

8.0

Food

6.7

Overall

7.4

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

ATL - CPH

I asked for wheelchair assistance. When I got to Copenhagen, there was none. Luckily I found a robot type wheelchair that got me to my next gate. In Dusseldorf, there was no help at all. On the return trip, SAS bumped me and sent me to another airline without provision to get to my final destination. I had to make other arrangement to get home which was VERY expensive. I do not understand them, they treat Americans like trash.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Portofino. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Portofino?

    For as low as $829, Scandinavian Airlines can have you in Portofino from Chicago in 13h 17m. Airlines will cover a distance of 4510 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago to Portofino?

    When deciding which route to take from Chicago to Portofino consider Chicago O'Hare Intl - Milan Malpensa, Chicago O'Hare Intl - Milan Linate or Chicago Midway - Milan Malpensa as they are the most popular.

  • What are the most reliable airlines from Chicago to Portofino?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Portofino on time: Qatar Airways (60%), Air Canada (60%), Austrian Airlines (60%).

  • What are the cheapest flights from Chicago to Portofino?

    Looking at all options, your cheapest flight can be booked for $550. While the most popular route (Chicago O'Hare Intl - Milan Malpensa) can be booked for $383 on average, our data indicates $1,158 when flying from Chicago to Portofino.

  • Can I find deals for flights from Chicago to Portofino that include hotel bookings?

    Yes. In addition to deals on Chicago to Portofino flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Portofino?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Portofino.

  • Can I find deals for business class flights from Chicago to Portofino?

    Yes. Cheapflights offers flight deals from Chicago to Portofino by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Portofino?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Portofino (average of $398). Flying from Chicago to Portofino in June is currently the most expensive (average of $747). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Portofino

Discover the top 10 airlines that operate flights from Chicago to Portofino. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$398Average$629FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$419Average$745FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$420Average$561FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$457Average$708FlexibilityNo cancel feeOn-time76%
Turkish AirlinesCheapest$518Average$575FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$536Average$909FlexibilityNo cancel feeOn-time70%
ITA AirwaysCheapest$584Average$913FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$624Average$889FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$626Average$853FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$639Average$1,029FlexibilityNo cancel feeOn-time77%

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