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Cheap flights from Chicago to Milan from $221

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 3/2. 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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Find the cheapest flights from Chicago to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:30 pm - 8:05 pm
ORD
-
BGY
18h 35m2 stops
Multiple Airlines Logo
5:45 am - 5:20 pm
BGY
-
ORD
18h 35m2 stops
$463Multiple Airlines
Thu, Jan 22 - Thu, Jan 29
Multiple Airlines Logo
6:30 pm - 8:05 pm
ORD
-
BGY
18h 35m2 stops
Multiple Airlines Logo
10:10 pm - 5:20 pm
BGY
-
ORD
26h 10m2 stops
$471Multiple Airlines
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
6:30 pm - 8:15 pm
ORD
-
BGY
18h 45m2 stops
Multiple Airlines Logo
8:00 am - 5:20 pm
BGY
-
ORD
16h 20m2 stops
$477Multiple Airlines
Sun, Feb 8 - Sun, Feb 15
Multiple Airlines Logo
6:30 pm - 8:15 pm
ORD
-
BGY
18h 45m2 stops
Multiple Airlines Logo
8:00 am - 5:20 pm
BGY
-
ORD
16h 20m2 stops
$490Multiple Airlines
Sun, Jan 18 - Sun, Jan 25
Scandinavian Airlines Logo
7:35 pm - 8:30 am
ORD
-
MXP
29h 55m1 stop
Scandinavian Airlines Logo
11:45 am - 4:10 pm
MXP
-
ORD
35h 25m2 stops
$511Scandinavian Airlines
Wed, Apr 1 - Fri, Apr 10
Scandinavian Airlines Logo
7:15 pm - 7:10 pm
ORD
-
MXP
16h 55m1 stop
Scandinavian Airlines Logo
9:20 am - 4:10 pm
MXP
-
ORD
13h 50m1 stop
$512Scandinavian Airlines
Fri, Apr 10 - Sat, Apr 18
KLM Logo
12:48 pm - 9:05 am
MDW
-
MXP
13h 17m1 stop
KLM Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$829KLM
Mon, Feb 2 - Wed, Feb 25
Delta Logo
1:26 pm - 11:40 am
MDW
-
MXP
15h 14m2 stops
Delta Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$833Delta
Sun, Feb 8 - Wed, Feb 18
Delta Logo
9:32 am - 9:45 am
MDW
-
MXP
17h 13m2 stops
Delta Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$834Delta
Wed, Feb 4 - Fri, Feb 13
KLM Logo
10:48 am - 9:05 am
MDW
-
MXP
15h 17m1 stop
KLM Logo
11:05 am - 10:44 pm
MXP
-
MDW
18h 39m1 stop
$887KLM
Sun, Feb 1 - Tue, Feb 24

Turkish Airlines flights from Chicago to Portofino

Our best Turkish Airlines deals on Chicago to Portofino flight tickets
Turkish Airlines
Jan 20
ORD11:50 amChicago O'Hare Intl
22h 50m
1 stop
MXP5:40 pmMilan Malpensa
Jan 24
MXP11:05 amMilan Malpensa
30h 00m
1 stop
ORD10:05 amChicago O'Hare Intl
$551
Find similar
Turkish Airlines
Mar 17
ORD9:20 pmChicago O'Hare Intl
18h 20m
1 stop
MXP9:40 pmMilan Malpensa
Mar 26
MXP6:55 amMilan Malpensa
18h 30m
1 stop
ORD7:25 pmChicago O'Hare Intl
$569
Find similar
Turkish Airlines
Feb 3
ORD8:20 pmChicago O'Hare Intl
18h 20m
1 stop
MXP9:40 pmMilan Malpensa
Feb 24
MXP6:35 pmMilan Malpensa
22h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
$570
Find similar

TAP AIR PORTUGAL flights from Chicago to Portofino

Our best TAP AIR PORTUGAL deals on Chicago to Portofino flight tickets
TAP AIR PORTUGAL
Feb 8
ORD8:25 pmChicago O'Hare Intl
13h 30m
1 stop
MXP4:55 pmMilan Malpensa
Feb 14
MXP5:45 pmMilan Malpensa
28h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
$559
Find similar
TAP AIR PORTUGAL
Feb 4
ORD7:10 pmChicago O'Hare Intl
21h 25m
1 stop
MXP11:35 pmMilan Malpensa
Feb 27
MXP6:20 amMilan Malpensa
16h 05m
1 stop
ORD3:25 pmChicago O'Hare Intl
$561
Find similar
TAP AIR PORTUGAL
Feb 8
ORD8:25 pmChicago O'Hare Intl
13h 30m
1 stop
MXP4:55 pmMilan Malpensa
Feb 14
MXP11:55 amMilan Malpensa
33h 50m
1 stop
ORD2:45 pmChicago O'Hare Intl
$567
Find similar

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 December 9, 2025.
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

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Thu 1/22

6:30 pm-8:05 pm

2 stops18h 35m

Bergamo Orio Al Serio

Thu 1/29

5:45 am-5:20 pm

2 stops18h 35m

$463

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Thu 2/5

6:30 pm-8:05 pm

2 stops18h 35m

Bergamo Orio Al Serio

Mon 2/9

10:10 pm-5:20 pm

2 stops26h 10m

$471

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

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 1/18

6:30 pm-8:15 pm

2 stops18h 45m

Bergamo Orio Al Serio

Sun 1/25

8:00 am-5:20 pm

2 stops16h 20m

$490

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/1

7:35 pm-8:30 am

1 stop29h 55m

Milan Malpensa

Fri 4/10

11:45 am-4:10 pm

2 stops35h 25m

$511

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 4/10

7:15 pm-7:10 pm

1 stop16h 55m

Milan Malpensa

Sat 4/18

9:20 am-4:10 pm

1 stop13h 50m

$512

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 2/2

12:48 pm-9:05 am

1 stop13h 17m

Milan Malpensa

Wed 2/25

11:05 am-10:42 pm

1 stop18h 37m

$829

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 2/8

1:26 pm-11:40 am

2 stops15h 14m

Milan Malpensa

Wed 2/18

11:05 am-10:42 pm

1 stop18h 37m

$833

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 2/4

9:32 am-9:45 am

2 stops17h 13m

Milan Malpensa

Fri 2/13

11:05 am-10:42 pm

1 stop18h 37m

$834

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 2/1

10:48 am-9:05 am

1 stop15h 17m

Milan Malpensa

Tue 2/24

11:05 am-10:44 pm

1 stop18h 39m

$887

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 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 $621, 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 $621.

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 $908 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 $650 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

1 airport
The fastest flight from Chicago to Portofino takes 8h 40m
Direct flights go from Chicago to Portofino every day.
There is 1 airport near Portofino: 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
2,086 reviews
Search TAP AIR PORTUGAL flights
DeltaPriceFrom $419Free CancellationRating
7.9
8,007 reviews
Search Delta flights
Scandinavian AirlinesPriceFrom $420Free CancellationRating
7.4
1,603 reviews
Search Scandinavian Airlines flights
IcelandairPriceFrom $457Free CancellationRating
7.0
588 reviews
Search Icelandair flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,088 reviews
Search Turkish Airlines flights
British AirwaysPriceFrom $536Free CancellationRating
6.7
7,573 reviews
Search British Airways flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,098 reviews
Search ITA Airways flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
Aer LingusPriceFrom $626Free CancellationRating
7.2
1,391 reviews
Search Aer Lingus flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,045 reviews
Search Iberia 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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