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Cheap flights from Chicago to Milan from $239

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Milan departing on 3/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
11:15 am - 4:45 pm
MXP
-
ORD
12h 30m
1 stop
$427Scandinavian Airlines
Wed, Feb 25 - Mon, Mar 2
Scandinavian Airlines Logo
7:10 pm - 7:10 pm
ORD
-
MXP
17h 00m
1 stop
Scandinavian Airlines Logo
8:00 pm - 4:45 pm
MXP
-
ORD
27h 45m
1 stop
$428Scandinavian Airlines
Sun, Feb 22 - Sun, Mar 1
Scandinavian Airlines Logo
7:15 pm - 7:10 pm
ORD
-
MXP
16h 55m
1 stop
Scandinavian Airlines Logo
11:45 am - 4:10 pm
MXP
-
ORD
35h 25m
2 stops
$430Scandinavian Airlines
Wed, Apr 15 - Fri, Apr 24
Multiple Airlines Logo
6:30 pm - 12:10 am
ORD
-
BGY
22h 40m
2 stops
Multiple Airlines Logo
6:45 am - 5:20 pm
BGY
-
ORD
17h 35m
2 stops
$484Multiple Airlines
Wed, Feb 25 - Wed, Mar 4
Multiple Airlines Logo
6:30 pm - 9:00 pm
ORD
-
BGY
19h 30m
2 stops
Multiple Airlines Logo
10:10 pm - 5:20 pm
BGY
-
ORD
26h 10m
2 stops
$551Multiple Airlines
Wed, Feb 25 - Mon, Mar 2
ITA Airways Logo
1:06 pm - 3:10 pm
ORD
-
LIN
20h 04m
2 stops
ITA Airways Logo
9:00 pm - 6:39 pm
LIN
-
ORD
28h 39m
2 stops
$564ITA Airways
Tue, Mar 24 - Mon, Mar 30
Delta Logo
12:47 pm - 8:05 am
MDW
-
MXP
13h 18m
1 stop
Delta Logo
11:40 am - 10:31 pm
MXP
-
MDW
17h 51m
1 stop
$831Delta
Wed, Mar 18 - Tue, Mar 31
Delta Logo
9:35 am - 8:05 am
MDW
-
MXP
16h 30m
2 stops
Delta Logo
6:55 am - 5:54 pm
MXP
-
MDW
16h 59m
2 stops
$896Delta
Thu, Mar 19 - Thu, Mar 26
KLM Logo
10:45 am - 8:05 am
MDW
-
MXP
15h 20m
1 stop
KLM Logo
11:40 am - 10:31 pm
MXP
-
MDW
17h 51m
1 stop
$941KLM
Thu, Mar 19 - Tue, Mar 31
KLM Logo
12:47 pm - 8:05 am
MDW
-
MXP
13h 18m
1 stop
KLM Logo
11:40 am - 10:31 pm
MXP
-
MDW
17h 51m
1 stop
$1,063KLM
Thu, Mar 19 - Wed, Apr 1

Delta flights from Chicago to Portofino

Our best Delta deals on Chicago to Portofino flight tickets
Delta
Mar 18
MDW12:47 pmChicago Midway
13h 18m
1 stop
MXP8:05 amMilan Malpensa
Mar 31
MXP11:40 amMilan Malpensa
17h 51m
1 stop
MDW10:31 pmChicago Midway
$831
Delta
Mar 19
MDW9:35 amChicago Midway
16h 30m
2 stops
MXP8:05 amMilan Malpensa
Mar 26
MXP6:55 amMilan Malpensa
16h 59m
2 stops
MDW5:54 pmChicago Midway
$896
Delta
Mar 19
MDW9:35 amChicago Midway
16h 30m
2 stops
MXP8:05 amMilan Malpensa
Apr 1
MXP6:45 amMilan Malpensa
18h 55m
2 stops
MDW6:40 pmChicago Midway
$897

KLM flights from Chicago to Portofino

Our best KLM deals on Chicago to Portofino flight tickets
KLM
Mar 19
MDW10:45 amChicago Midway
15h 20m
1 stop
MXP8:05 amMilan Malpensa
Mar 31
MXP11:40 amMilan Malpensa
17h 51m
1 stop
MDW10:31 pmChicago Midway
$941
KLM
Mar 19
MDW12:47 pmChicago Midway
13h 18m
1 stop
MXP8:05 amMilan Malpensa
Apr 1
MXP11:40 amMilan Malpensa
17h 51m
1 stop
MDW10:31 pmChicago Midway
$1,063
KLM
Apr 9
MDW12:47 pmChicago Midway
13h 38m
1 stop
MXP9:25 amMilan Malpensa
Apr 18
MXP11:40 amMilan Malpensa
17h 49m
1 stop
MDW10:29 pmChicago Midway
$1,086

momondo 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, momondo users made 832,500 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chicago to Portofino that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/25

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Mon 3/2

11:15 am-4:45 pm

1 stop12h 30m

$427

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 2/22

7:10 pm-7:10 pm

1 stop17h 00m

Milan Malpensa

Sun 3/1

8:00 pm-4:45 pm

1 stop27h 45m

$428

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-7:10 pm

1 stop16h 55m

Milan Malpensa

Fri 4/24

11:45 am-4:10 pm

2 stops35h 25m

$430

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Wed 2/25

6:30 pm-12:10 am

2 stops22h 40m

Bergamo Orio Al Serio

Wed 3/4

6:45 am-5:20 pm

2 stops17h 35m

$484

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Wed 2/25

6:30 pm-9:00 pm

2 stops19h 30m

Bergamo Orio Al Serio

Mon 3/2

10:10 pm-5:20 pm

2 stops26h 10m

$551

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 3/24

1:06 pm-3:10 pm

2 stops20h 04m

Milan Linate

Mon 3/30

9:00 pm-6:39 pm

2 stops28h 39m

$564

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 3/18

12:47 pm-8:05 am

1 stop13h 18m

Milan Malpensa

Tue 3/31

11:40 am-10:31 pm

1 stop17h 51m

$831

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 3/19

9:35 am-8:05 am

2 stops16h 30m

Milan Malpensa

Thu 3/26

6:55 am-5:54 pm

2 stops16h 59m

$896

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 3/19

10:45 am-8:05 am

1 stop15h 20m

Milan Malpensa

Tue 3/31

11:40 am-10:31 pm

1 stop17h 51m

$941

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 3/19

12:47 pm-8:05 am

1 stop13h 18m

Milan Malpensa

Wed 4/1

11:40 am-10:31 pm

1 stop17h 51m

$1,063

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Portofino

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Portofino?

What is the cheapest month to fly to Portofino?

The cheapest month to fly to Portofino from Chicago is in January. Flight prices, which tend to average around $543, are often lower during this time because this is during the off-season. If you don’t want to visit Portofino in January, then you should wait until March to fly from Chicago, when ticket prices are also cheap, with an average price of $614.

What is the cheapest Chicago to Portofino flight route?

Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago - Portofino flight prices

How far in advance should I book a flight to Portofino?

You are more likely to see cheaper flights to Portofino from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Portofino for around $918 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portofino from Chicago for as low as $711 on momondo.

What cabin class options are available on Chicago to Portofino flights?

There are 3 cabin classes available to choose from on Chicago to Portofino flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Portofino flights?

No. A direct flight is the cheapest option for a flight between Chicago to Portofino.

Cheap Chicago to Portofino flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Portofino

Fastest flight time

8h 40m

Direct flights

Every day

Airports in Portofino

2 airports
The fastest flight from Chicago to Portofino takes 8h 40m
Direct flights go from Chicago to Portofino every day.
There are 2 airports in Portofino. From Chicago there are direct flights to Milan Malpensa (MXP).
Search flight deals

  • When did momondo last update prices for flights from Chicago to Portofino?

    Prices for flights from Chicago to Portofino refresh daily.

  • How many operators does momondo search for flights from Chicago to Portofino?

  • How old do you have to be to fly from Chicago to Portofino?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Portofino.

  • What documentation or ID do you need to fly to Portofino?

    The required travel and health documents for your Portofino trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portofino. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Portofino?

Best airlines flying from Chicago to Portofino

Compare and see reviews for airlines that fly from Chicago to Portofino with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $398Free CancellationRating
7.1
2,130 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $410Free CancellationRating
7.3
1,674 reviews
Search Scandinavian Airlines flights
British AirwaysPriceFrom $458Free CancellationRating
6.7
7,705 reviews
Search British Airways flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,208 reviews
Search Turkish Airlines flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,137 reviews
Search ITA Airways flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
Aer LingusPriceFrom $626Free CancellationRating
7.2
1,443 reviews
Search Aer Lingus flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,100 reviews
Search Iberia flights
LufthansaPriceFrom $780Free CancellationRating
6.8
7,756 reviews
Search Lufthansa flights
United AirlinesPriceFrom $793Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Portofino?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Portofino for you.

Can I find flights from Chicago to Portofino with flexible booking policies on momondo?

Flights from Chicago to Portofino with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Portofino?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Portofino.

I’m not ready to book a flight from Chicago to Portofino right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Portofino now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portofino and let you know when they change.

An easier way to manage your Portofino trip

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