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Portofino

$228+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MXP
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Chicago to Portofino are usually found in February or November, booked 47 days in advance, depart on a Tuesday or Thursday and return on a Thursday

Cheap flight deals from Chicago to Portofino

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Portofino (PT9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$497
(oojo)

One-way from

$228
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$742
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. 3% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This oojo deal was found by Cheapflights users on 1/30. 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.
Fri 2/217:40 pmORD - MXP
2 stops16h 45mScandinavian Airlines
Sun 3/28:00 pmMXP - ORD
1 stop28h 50mScandinavian Airlines
Deal found 1/30$497
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/38:30 pmORD - MXP
1 stop34h 05mTurkish Airlines
Mon 3/102:35 pmMXP - ORD
1 stop26h 35mTurkish Airlines
Deal found 1/29$518
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/17:15 pmORD - LIN
2 stops33h 55mScandinavian Airlines
Wed 4/301:00 pmLIN - ORD
2 stops34h 10mScandinavian Airlines
Deal found 1/29$570
This Kissandfly.com deal was found by Cheapflights users on 1/29. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/244:55 pmORD - MXP
2 stops17h 10mMultiple Airlines
Tue 4/83:25 pmMXP - ORD
2 stops29h 35mMultiple Airlines
Deal found 1/29$579
This oojo deal was found by Cheapflights users on 1/30. 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.
Sun 4/136:00 pmORD - MXP
1 stop15h 25mTAP AIR PORTUGAL
Thu 4/175:25 pmMXP - ORD
1 stop29h 35mTAP AIR PORTUGAL
Deal found 1/30$587
This Booking.com deal was found by Cheapflights users on 1/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/53:55 pmORD - LIN
1 stop12h 10mAer Lingus
Wed 3/1211:45 amLIN - ORD
1 stop13h 10mAer Lingus
Deal found 1/29$592
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/96:30 pmORD - BGY
2 stops17h 30mMultiple Airlines
Mon 2/247:00 amBGY - ORD
2 stops17h 20mMultiple Airlines
Deal found 1/29$598
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:25 pmORD - LIN
1 stop11h 50mMultiple Airlines
Thu 11/67:55 amLIN - ORD
1 stop13h 35mMultiple Airlines
Deal found 1/30$617
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/249:15 pmORD - MXP
1 stop13h 05mAmerican Airlines
Tue 4/811:10 amMXP - ORD
1 stop13h 33mAmerican Airlines
Deal found 1/29$620
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/199:47 amORD - MXP
1 stop16h 18mDelta
Wed 4/211:40 amMXP - ORD
1 stop19h 16mDelta
Deal found 1/29$629
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/189:54 amMDW - MXP
1 stop16h 11mDelta
Wed 4/211:40 amMXP - MDW
1 stop17h 43mDelta
Deal found 1/29$629
This Expedia deal was found by Cheapflights users on 1/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/244:54 pmORD - MXP
2 stops15h 11mIberia
Tue 4/811:10 amMXP - ORD
1 stop13h 33mIberia
Deal found 1/29$630

Find flights from Chicago to Portofino within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 2/21

7:40 pm-7:25 pm

2 stops16h 45m

Milan Malpensa

Sun 3/2

8:00 pm-5:50 pm

1 stop28h 50m

$497

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/3

8:30 pm-1:35 pm

1 stop34h 05m

Milan Malpensa

Mon 3/10

2:35 pm-11:10 am

1 stop26h 35m

$518

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/9

6:00 pm-4:25 pm

1 stop15h 25m

Milan Malpensa

Wed 4/30

5:55 am-4:10 pm

1 stop17h 15m

$533

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/24

4:55 pm-4:05 pm

2 stops17h 10m

Milan Malpensa

Tue 4/8

3:25 pm-2:00 pm

2 stops29h 35m

$579

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 2/9

6:30 pm-7:00 pm

2 stops17h 30m

Bergamo Orio Al Serio

Mon 2/24

7:00 am-5:20 pm

2 stops17h 20m

$598

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/24

9:15 pm-4:20 pm

1 stop13h 05m

Milan Malpensa

Tue 4/8

11:10 am-5:43 pm

1 stop13h 33m

$620

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 3/2

3:55 pm-11:05 am

1 stop12h 10m

Milan Linate

Mon 3/10

11:45 am-6:55 pm

1 stop13h 10m

$623

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 3/19

9:47 am-8:05 am

1 stop16h 18m

Milan Malpensa

Wed 4/2

11:40 am-11:56 pm

1 stop19h 16m

$629

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 3/18

12:51 pm-8:05 am

1 stop13h 14m

Milan Malpensa

Thu 4/3

11:40 am-10:21 pm

1 stop17h 41m

$629

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/24

4:54 pm-2:05 pm

2 stops15h 11m

Milan Malpensa

Tue 4/8

11:10 am-5:43 pm

1 stop13h 33m

$630

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 59 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.

Travel insights for flights from Chicago to Portofino

Get recent, data-driven insights about flights from Chicago to Portofino including ideal travel times, pricing trends, and more.

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 January 24, 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 $1,063). 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 January 30, 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 March 17, 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.

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 January 30, 2025.
Read through reviews of airlines operating flights from Chicago to Portofino, such as Delta, KLM and Air France. 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
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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
8,450 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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
1,335 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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
1,475 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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
8,906 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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.

Turkish Airlines
7.3
Good
3,903 reviews
Delta
8.0
Very good
8,450 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

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 Scandinavian Airlines ($363), Air Serbia ($411), and TAP AIR PORTUGAL ($455).

  • 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 (73%), United Airlines (73%).

  • What are the cheapest flights from Chicago to Portofino?

    Looking at all options, your cheapest flight can be booked for $877. While the most popular route (Chicago O'Hare Intl - Milan Malpensa) can be booked for $444 on average our data indicates $1,342 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 $1,063). 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$443Average$617FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$466Average$705FlexibilityNo cancel feeOn-timeN/A
Aer LingusCheapest$519Average$822FlexibilityNo cancel feeOn-timeN/A
Turkish AirlinesCheapest$520Average$605FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$536Average$1,179FlexibilityNo cancel feeOn-time76%
American AirlinesCheapest$550Average$796FlexibilityNo cancel feeOn-time71%
DeltaCheapest$555Average$961FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$597Average$751FlexibilityNo cancel feeOn-time76%
Air FranceCheapest$625Average$961FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$661Average$1,045FlexibilityNo cancel feeOn-time70%
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