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Portofino

$266+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MXP
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Portofino are usually found in November or March, booked 47 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Portofino

Keep the following information in mind while searching for Chicago to Portofino flight deals. Data was last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$614
(oojo)

One-way from

$266
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$919
Provider with most accurate pricing for Chicago (CHI)-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Milan (MIL) flights.
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From Chicago (CHI) to Portofino
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One-way flight from Chicago (CHI) to Portofino
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Highest demand for flights based on searches. 1% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 1, 2025.

This oojo deal was found by Cheapflights users on 4/30. 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.
Sat 8/307:15 pmORD - MXP
1 stop30h 20mScandinavian Airlines
Sat 9/69:20 amMXP - ORD
1 stop13h 50mScandinavian Airlines
Deal found 4/30$614
This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/29. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:00 pmORD - MXP
1 stop23h 45mTAP AIR PORTUGAL
Tue 11/45:45 pmMXP - ORD
1 stop28h 15mTAP AIR PORTUGAL
Deal found 4/29$619
This oojo deal was found by Cheapflights users on 4/30. 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.
Wed 8/274:30 pmORD - MXP
1 stop33h 05mAir Serbia
Sun 9/149:00 pmMXP - ORD
1 stop26h 40mAir Serbia
Deal found 4/30$622
This Turkish Airlines deal was found by Cheapflights users on 5/1. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:50 pmORD - MXP
1 stop15h 20mTurkish Airlines
Thu 10/28:10 pmMXP - ORD
1 stop20h 30mTurkish Airlines
Deal found 5/1$625
This Condor deal was found by Cheapflights users on 4/30. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/68:45 amORD - MXP
2 stops24h 30mMultiple Airlines
Thu 5/89:00 amMXP - ORD
2 stops16h 36mMultiple Airlines
Deal found 4/30$634
This Scandinavian Airlines deal was found by Cheapflights users on 4/30. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/317:15 pmORD - LIN
2 stops33h 55mScandinavian Airlines
Wed 9/101:00 pmLIN - ORD
2 stops34h 10mScandinavian Airlines
Deal found 4/30$643
This Gurufare deal was found by Cheapflights users on 4/30. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/134:50 pmORD - MXP
1 stop11h 30mBritish Airways
Thu 8/149:45 pmMXP - ORD
1 stop23h 05mBritish Airways
Deal found 4/30$682
This Gurufare deal was found by Cheapflights users on 4/30. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/134:30 pmORD - LIN
1 stop11h 30mMultiple Airlines
Thu 8/147:35 pmLIN - ORD
1 stop25h 15mMultiple Airlines
Deal found 4/30$695
This oojo deal was found by Cheapflights users on 4/30. 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 5/54:30 pmORD - MXP
1 stop18h 40mIberia
Wed 5/711:10 amMXP - ORD
1 stop13h 24mIberia
Deal found 4/30$742
This oojo deal was found by Cheapflights users on 4/30. 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.
Wed 9/173:00 pmORD - LIN
1 stop22h 10mITA Airways
Wed 9/247:00 amLIN - ORD
1 stop13h 10mITA Airways
Deal found 4/30$742
This Mytrip deal was found by Cheapflights users on 5/1. 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.
Sun 6/1510:50 amORD - BGY
2 stops28h 35mMultiple Airlines
Sun 6/224:35 pmBGY - ORD
2 stops36h 30mMultiple Airlines
Deal found 5/1$759
This FlightHub deal was found by Cheapflights users on 5/1. 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.
Sun 8/313:45 pmORD - LIN
1 stop11h 55mAer Lingus
Wed 9/1011:20 amLIN - ORD
1 stop14h 40mAer Lingus
Deal found 5/1$763

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 May 1, 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

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 8/30

7:15 pm-8:35 am

1 stop30h 20m

Milan Malpensa

Sat 9/6

9:20 am-4:10 pm

1 stop13h 50m

$614

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 10/12

6:00 pm-12:45 am

1 stop23h 45m

Milan Malpensa

Tue 11/4

5:45 pm-3:00 pm

1 stop28h 15m

$619

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 8/27

4:30 pm-8:35 am

1 stop33h 05m

Milan Malpensa

Sun 9/14

9:00 pm-4:40 pm

1 stop26h 40m

$622

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 9/24

7:50 pm-6:10 pm

1 stop15h 20m

Milan Malpensa

Thu 10/2

8:10 pm-9:40 am

1 stop20h 30m

$625

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/31

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Wed 9/10

1:00 pm-4:10 pm

2 stops34h 10m

$643

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/1

7:25 pm-7:50 pm

2 stops17h 25m

Milan Malpensa

Sat 10/11

9:25 am-9:00 pm

1 stop18h 35m

$660

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 8/13

4:50 pm-11:20 am

1 stop11h 30m

Milan Malpensa

Thu 8/14

9:45 pm-1:50 pm

1 stop23h 05m

$682

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/13

4:30 pm-11:00 am

1 stop11h 30m

Milan Linate

Thu 8/14

7:35 pm-1:50 pm

1 stop25h 15m

$695

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 9/17

3:00 pm-8:10 pm

1 stop22h 10m

Milan Linate

Wed 9/24

7:00 am-1:10 pm

1 stop13h 10m

$742

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 6/15

10:50 am-10:25 pm

2 stops28h 35m

Bergamo Orio Al Serio

Sun 6/22

4:35 pm-10:05 pm

2 stops36h 30m

$759

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 56 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 April 25, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Portofino, you should look to book at least 47 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, January is the cheapest month in which you can book a flight from Chicago to Portofino (average of $594). Flying from Chicago to Portofino in June is currently the most expensive (average of $1,050). 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Portofino as you normally would.

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. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Portofino

Explore weekly flight availability from Chicago to Portofino. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 1, 2025.

The most flights from CHI to PT9 are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Portofino by month

Plan your trip to Portofino by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portofino ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Portofino when rainfall is around 2.2 in.

Temperature in Portofino by month

Plan your trip to Portofino by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portofino, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 May 1, 2025.
Read through reviews of airlines operating flights from Chicago to Portofino, such as Delta, KLM and LOT. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
KLM
7.8
Good
1,334 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
LOT
7.6
Good
1,069 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air France
7.4
Good
1,446 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines to fly from Chicago to Portofino one-way?

    The cheapest airlines for a one-way flight from Chicago to Portofino are TAP AIR PORTUGAL ($288), Scandinavian Airlines ($368), and Air Serbia ($382).

  • 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: Air Canada (100%), Austrian Airlines (100%), Brussels Airlines (100%).

  • What are the cheapest flights from Chicago to Portofino?

    Looking at all options, your cheapest flight can be booked for $713. While the most popular route (Chicago O'Hare Intl - Milan Malpensa) can be booked for $407 on average our data indicates $3,793 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, January is the cheapest month in which you can book a flight from Chicago to Portofino (average of $594). Flying from Chicago to Portofino in June is currently the most expensive (average of $1,050). 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

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$443Average$632FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$485Average$746FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$499Average$701FlexibilityNo cancel feeOn-timeN/A
Turkish AirlinesCheapest$518Average$587FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$550Average$796FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$558Average$796FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$567Average$961FlexibilityNo cancel feeOn-timeN/A
Air FranceCheapest$575Average$961FlexibilityNo cancel feeOn-time77%
ITA AirwaysCheapest$584Average$992FlexibilityNo cancel feeOn-time81%
British AirwaysCheapest$619Average$977FlexibilityNo cancel feeOn-time70%

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