Cheap flights from Milan Malpensa Airport to Chicago from $374
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Milan Malpensa Airport to Chicago departing on 10/1. 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 Milan Malpensa Airport to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
TAP AIR PORTUGAL flights from Milan Malpensa Airport to Chicago
Our best TAP AIR PORTUGAL deals on Milan Malpensa Airport to Chicago flight tickets
Scandinavian Airlines flights from Milan Malpensa Airport to Chicago
Our best Scandinavian Airlines deals on Milan Malpensa Airport to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Milan Malpensa Airport to Chicago
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 Chicago?
The month of May is, on average, the cheapest month to fly to Chicago from Milan Malpensa Airport, with most prices found around $600. If you’re not able to fly to Chicago in May, then November is your next best option. Flight prices from Milan Malpensa Airport to Chicago during November average around $617.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $858. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Milan Malpensa Airport to Chicago for around $1,009.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Milan Malpensa Airport to Chicago during this time can be as low as $561. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $915.
What is the cheapest Milan Malpensa to Chicago flight route?
Fly from Milan Malpensa to Chicago O'Hare Intl for the best Milan Malpensa - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Milan Malpensa Airport when booking 19 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $712 when searching 19 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Milan Malpensa Airport for as low as $556 on momondo.
What cabin class options are available on Milan Malpensa to Chicago flights?
There are 3 cabin classes available to choose from on Milan Malpensa to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from Milan Malpensa Airport to Chicago on average per day?
4 flights are operational daily from Milan Malpensa Airport to Chicago as of June 2025. The most popular departure time for this route is 3:00PM, with 100% of flights per day taking off in the afternoon.
How many flights depart from Milan Malpensa Airport to Chicago on average per week?
The number of flights available between Milan Malpensa Airport and Chicago is 33 per week as of June 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.
When to book flights from Milan Malpensa Airport to Chicago
Cheap Milan Malpensa Airport to Chicago (MXP to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milan Malpensa Airport to Chicago
How far is Milan Malpensa to Chicago by plane?
Chicago is 4501.5 mi away from Milan Malpensa. A reasonable flight in good conditions will take 9h 50m.
When did momondo last update prices for flights from Milan Malpensa Airport to Chicago?
Prices for flights from Milan Malpensa Airport to Chicago refresh daily.
How many operators does momondo search for flights from Milan Malpensa Airport to Chicago?
The number of operators available for flights from Milan Malpensa Airport to Chicago is 2 as of June 2025.
How old do you have to be to fly from Milan Malpensa Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milan Malpensa Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Milan Malpensa Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Milan Malpensa Airport to Chicago is Boeing 787-8 Dreamliner (55.56% of total bookings). The next most popular plane models are Boeing 787 Dreamliner (28.03%), Boeing 787-9 Dreamliner (2.74%), and Boeing 767-400 (2.74%).
What is the most popular airline from Milan Malpensa Airport to Chicago?
Based on momondo bookings for flights between Milan Malpensa Airport and Chicago, the leading airline is American Airlines, making up 56% of the total bookings. Other popular airlines include United Airlines with 44%.
Best airlines flying from Milan Malpensa Airport to Chicago
Compare and see reviews for airlines that fly from Milan Malpensa Airport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $537 | Free Cancellation | Rating 7.1 1,885 reviews | |||
| PriceFrom $626 | Free Cancellation | Rating 7.4 8,790 reviews |
United Airlines Flights From Milan Malpensa Airport to Chicago
The lowest priced United Airlines flight from Milan Malpensa Airport to Chicago from the last 72 hours was $626. Generally, United Airlines has 5 flights on this route every week with an average price of $943. United Airlines is rated 7.4/10 by our users.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Milan to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Milan to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Milan to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Milan with this policy.
How can momondo help me find flights from Milan to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Milan. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Milan to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Milan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.