Cheap flights from Chicago to Milan from $269
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 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Milan
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Scandinavian Airlines flights from Chicago to Portofino
Our best Scandinavian Airlines deals on Chicago to Portofino flight tickets
LOT flights from Chicago to Portofino
Our best LOT deals on Chicago to Portofino flight tickets
See travel insights to Milan from
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 November. Flight prices, which tend to average around $601, are often lower during this time because this is during the off-season. If you don’t want to visit Portofino in November, then you should wait until March to fly from Chicago, when ticket prices are also cheap, with an average price of $670.
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 25 weeks ahead of your departure date. In general, you can expect to find flights to Portofino for around $1,007 when searching 25 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 $761 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.
What is the cheapest airline that flies from Chicago to Portofino?
TAP AIR PORTUGAL, Air Serbia, and Scandinavian Airlines are the most popular carriers operating from Chicago to Portofino
What airlines fly to Portofino?
United Airlines, British Airways and Scandinavian Airlines are the top three most popular airlines that fly to Portofino from Chicago according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Portofino. Keep in mind that there are 14 different airlines that fly to Portofino on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Portofino on average per day?
5 flights are operational daily from Chicago to Portofino as of April 2025. The most popular departure time for this route is 9:00PM, with 100% of flights per day taking off in the evening.
How many flights depart from Chicago to Portofino on average per week?
As of April 2025, there are 35 flights per week flying from Chicago to Portofino. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.
Cheap Chicago to Portofino flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Portofino
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?
As of April 2025, there are 13 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Portofino is Boeing 737-800 (14.93% of total bookings). The next most popular plane models are Airbus A321neo (13.38%), Airbus A320neo (12.38%), and Boeing 737-900 (7.94%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $443 | Free Cancellation | Rating 7.3 1,349 reviews | |||
| PriceFrom $485 | Free Cancellation | Rating 7.0 487 reviews | |||
| PriceFrom $499 | Free Cancellation | Rating 7.1 1,851 reviews | |||
| PriceFrom $518 | Free Cancellation | Rating 7.3 3,790 reviews | |||
| PriceFrom $550 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $558 | Free Cancellation | Rating 7.0 1,076 reviews | |||
| PriceFrom $567 | Free Cancellation | Rating 8.0 7,934 reviews | |||
| PriceFrom $575 | Free Cancellation | Rating 7.4 1,446 reviews | |||
| PriceFrom $584 | Free Cancellation | Rating 6.7 967 reviews | |||
| PriceFrom $619 | Free Cancellation | Rating 6.6 6,842 reviews |
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.