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Cheap flights from Chicago to Milan

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Easily compare round-trip flights from Chicago to Milan

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Milan by changing tabs
Quickest
Cheapest
TAP AIR PORTUGAL
TAP AIR PORTUGAL
03 Feb
ORD
12:20 pm
Chicago O'Hare Intl airport
16h 55m
1 Stop
12:15 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
10 Feb
MXP
7:20 am
Milan Malpensa airport
17h 15m
1 Stop
5:35 pm
ORD
Chicago O'Hare Intl airport
510 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
03 Feb
ORD
12:20 pm
Chicago O'Hare Intl airport
16h 55m
1 Stop
12:15 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
10 Feb
MXP
7:20 am
Milan Malpensa airport
17h 15m
1 Stop
5:35 pm
ORD
Chicago O'Hare Intl airport
510 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
17 Jan
ORD
12:20 pm
Chicago O'Hare Intl airport
22h 10m
1 Stop
5:30 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
23 Jan
MXP
8:05 pm
Milan Malpensa airport
28h 30m
1 Stop
5:35 pm
+1
ORD
Chicago O'Hare Intl airport
520 USD
Brussels Airlines
Brussels Airlines
28 Feb
ORD
11:50 am
Chicago O'Hare Intl airport
10h 30m
1 Stop
5:20 am
+1
LIN
Milan Linate airport
Brussels Airlines
08 Mar
LIN
7:30 am
Milan Linate airport
13h 30m
1 Stop
3:00 pm
ORD
Chicago O'Hare Intl airport
744 USD
Austrian Airlines
Austrian Airlines
19 Dec
ORD
11:50 am
Chicago O'Hare Intl airport
12h 35m
1 Stop
7:25 am
+1
MXP
Milan Malpensa airport
Austrian Airlines
30 Dec
MXP
11:25 am
Milan Malpensa airport
14h 50m
1 Stop
7:15 pm
ORD
Chicago O'Hare Intl airport
1,018 USD
British Airways
British Airways
04 Dec
ORD
11:10 am
Chicago O'Hare Intl airport
13h 35m
1 Stop
7:45 am
+1
LIN
Milan Linate airport
British Airways
11 Dec
LIN
12:40 pm
Milan Linate airport
14h 00m
1 Stop
7:40 pm
ORD
Chicago O'Hare Intl airport
566 USD

How to get the cheapest flight ticket from Chicago to Milan

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 Milan?
November
The cheapest time of year to fly to Milan from Chicago is November. Most expensive is July
What is the cheapest day to fly to Milan?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Saturday
When is the cheapest time to fly to Milan?
in the morning
Chicago to Milan flights are approximately 18% more expensive in the evening than in the morning
What is the cheapest airline that flies to Milan?
Lauda
Lauda, JetBlue, and WOW air are the most popular carriers operating from Chicago to Milan
What is the cheapest route?
Chicago O'Hare Intl - Milan Orio Al Serio
Fly from Chicago O'Hare Intl to Milan Orio Al Serio for the best Chicago - Milan flight prices
When is the cheapest time to book a flight to Milan?
31 days before
The cheapest time to buy a flight from Chicago to Milan is approximately 31 days to departure
60
Days before departure
0

Flight information for Chicago to Milan (MIL - CHI)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milan
Fastest flight time 11h 0m The fastest flight from Chicago to Milan takes 11h 0m.
Direct flights None There are no direct flights from Chicago to Milan. Popular non-direct routes for this connection are Chicago O'Hare Intl - Milan Malpensa, Chicago O'Hare Intl - Milan Linate and Chicago O'Hare Intl - Milan Orio Al Serio.
Airports in Milan 4 airports There are 4 airports near Milan: Milan Linate (LIN), Milan Malpensa (MXP), Milan Orio Al Serio (BGY), Milan Parma (PMF)

Alternative routes for Chicago to Milan

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Indianapolis to Milan
Fastest flight time
13h 16m
Cheapest price
669 USD

Flights from Chicago to:

*Flight prices to Milan are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.
Flights Europe Italy Lombardy Milan Chicago to Milan