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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
20 Oct
ORD
1:05 pm
Chicago O'Hare Intl airport
15h 20m
1 Stop
11:25 am
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
28 Oct
MXP
7:20 am
Milan Malpensa airport
14h 40m
1 Stop
4:00 pm
ORD
Chicago O'Hare Intl airport
476 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
20 Oct
ORD
1:05 pm
Chicago O'Hare Intl airport
15h 20m
1 Stop
11:25 am
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
28 Oct
MXP
7:20 am
Milan Malpensa airport
14h 40m
1 Stop
4:00 pm
ORD
Chicago O'Hare Intl airport
476 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
23 Oct
ORD
1:05 pm
Chicago O'Hare Intl airport
15h 20m
1 Stop
11:25 am
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
30 Oct
MXP
7:20 am
Milan Malpensa airport
14h 40m
1 Stop
4:00 pm
ORD
Chicago O'Hare Intl airport
476 USD
Aer Lingus
Aer Lingus
17 Oct
ORD
10:50 am
Chicago O'Hare Intl airport
11h 50m
1 Stop
5:40 am
+1
MXP
Milan Malpensa airport
Aer Lingus
21 Oct
MXP
1:20 pm
Milan Malpensa airport
14h 10m
1 Stop
8:30 pm
ORD
Chicago O'Hare Intl airport
678 USD
Lufthansa
Lufthansa
08 Oct
ORD
10:45 am
Chicago O'Hare Intl airport
13h 00m
1 Stop
6:45 am
+1
MXP
Milan Malpensa airport
Lufthansa
15 Oct
MXP
8:00 am
Milan Malpensa airport
13h 05m
1 Stop
2:05 pm
ORD
Chicago O'Hare Intl airport
604 USD
Lufthansa
Lufthansa
08 Oct
ORD
10:45 am
Chicago O'Hare Intl airport
13h 00m
1 Stop
6:45 am
+1
MXP
Milan Malpensa airport
Lufthansa
15 Oct
MXP
8:00 am
Milan Malpensa airport
13h 05m
1 Stop
2:05 pm
ORD
Chicago O'Hare Intl airport
604 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
CHEAPEST MONTH TO FLY
November
The cheapest time of year to fly to Milan from Chicago is November. Most expensive is July
CHEAPEST DAY TO FLY
Monday
The cheapest day of the week is typically Monday. The most expensive is typically Friday
CHEAPEST TIME TO FLY
in the Morning
Chicago to Milan flights are approximately 17% more expensive in the Evening than in the Morning
CHEAPEST AIRLINE
Laudamotion
Laudamotion, Ryanair, and JetBlue are the most popular carriers operating from Chicago to Milan
CHEAPEST ROUTE
Chicago O'Hare Intl - Milan Malpensa
Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago - Milan flight prices
CHEAPEST TIME TO BOOK
36 days before
The cheapest time to buy a flight from Chicago to Milan is approximately 36 days to departure
60
Days before departure
0

Flight information for Chicago to Milan (CHI - MIL)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milan
Fastest flight time
11h 30m
The fastest flight from Chicago to Milan takes 11h 30m.
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 Orio Al Serio and Chicago O'Hare Intl - Milan Linate.
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

Flights from Chicago to:

Flights to Milan from:

  • Chicago
  • Illinois
  • United States
  • North America
*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