Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Milan to Chicago
The cheapest flights right now
Milan – Chicago
Outbound – Dec 3, 2026
1 stop
13h 35m DUB
Return – Dec 17, 2026
1 stop
12h 10m DUB
$605
yesterday
Milan – Chicago
Outbound – Nov 19, 2026
1 stop
12h 25m CPH
Return – Dec 6, 2026
2 stops
16h 5m CPH
ARN
$602
2 days ago
Milan – Chicago
Outbound – Nov 19, 2026
1 stop
12h 25m CPH
Return – Dec 6, 2026
1 stop
17h 5m CPH
$600
2 days ago
Milan – Chicago
Outbound – Nov 19, 2026
1 stop
12h 25m CPH
Return – Dec 6, 2026
2 stops
16h 5m CPH
ARN
$584
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$537
Average price of a round trip
$692
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
9h50
A flight from Milan to Chicago takes on average 9h50.
Best time
November
According to user searches, the ideal month to go to Chicago is November.
Tips for finding a cheap flight from Milan to Chicago
Check out our tips for booking your flight to Chicago (USA) from Milan (Italy) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is September, with an average flight ticket price of $495 (calculation over the last two years). The most touristic season corresponds to the months of September, August and October.
For the cheapest flights, it is advisable to buy your ticket at least 13 days before the departure date.
The airline offering the cheapest flight tickets is Wizz Air. A ticket from the airline Wizz Air to Chicago costs on average $514.
The airlines that offer the most flights are .
info departure city :
Milan, Italy
airports :
Milan-Linate Airport (LIN)
Milan Malpensa International Airport (MXP)
local time :
Milan is a city in the country Italy, the time zone is [[timezone]]. In Milan, it is currently {fromLocalTime}, the temperature is on average 19°C, with a minimum of 15°C and a maximum of 23°C.
The city of Milan (MIL) has 2 airport(s): Milan-Linate and Milan Malpensa
destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 16°C, with a minimum of 15°C and a maximum of 18°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
Useful info about Chicago
What is the least touristic period to go to Chicago?
If you want to visit Chicago during the least touristic period, choose the month of November.
What is the most popular time to travel to Chicago?
In Chicago, the most popular month is September. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Milan to Chicago?
According to our data, it is recommended to book your flight 13 days before your departure. If you book your flight ticket 2 weeks before your departure, you may find a price below average. You can also choose morning flights that are 24% cheaper than afternoon and evening flights. The cheapest day to book a flight from Milan to Chicago is Saturday.
What are the arrival and destination airports when traveling between Milan and Chicago?
When you leave, you can leave from Milan-Linate or Milan Malpensa, and you will arrive at Chicago-Midway or Chicago-O'Hare.
How to reach Milan airport from the city centre?
The airport Milan-Linate is located 10 km or Milan Malpensa is located 49 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Milan to Chicago?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Milan and Chicago?
In summer, the average temperature is 22°C in Chicago and 24°C in Milan. The average rainfall in summer is 145 mm in Chicago and 129 mm in Milan. In summer, it is warmer in Milan and it rains less in Milan. In winter, it is colder in Milan and it rains more in Milan.
