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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
06 Apr
ORD
1:05 pm
Chicago O'Hare Intl airport
18h 30m
1 Stop
2:35 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
14 Apr
MXP
10:25 pm
Milan Malpensa airport
26h 40m
1 Stop
6:05 pm
+1
ORD
Chicago O'Hare Intl airport
450 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
06 Apr
ORD
1:05 pm
Chicago O'Hare Intl airport
18h 30m
1 Stop
2:35 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
14 Apr
MXP
10:25 pm
Milan Malpensa airport
26h 40m
1 Stop
6:05 pm
+1
ORD
Chicago O'Hare Intl airport
450 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
23 Nov
ORD
12:20 pm
Chicago O'Hare Intl airport
33h 55m
1 Stop
5:15 am
+2
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
30 Nov
MXP
7:20 am
Milan Malpensa airport
17h 15m
1 Stop
5:35 pm
ORD
Chicago O'Hare Intl airport
451 USD
British Airways
British Airways
03 Dec
ORD
2:35 pm
Chicago O'Hare Intl airport
12h 05m
1 Stop
9:40 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
527 USD
British Airways
British Airways
03 Dec
ORD
2:35 pm
Chicago O'Hare Intl airport
12h 05m
1 Stop
9:40 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
527 USD
SWISS
SWISS
09 Jan
ORD
12:00 pm
Chicago O'Hare Intl airport
17h 15m
2 Stops
12:15 pm
+1
MXP
Milan Malpensa airport
SWISS
21 Jan
MXP
10:55 am
Milan Malpensa airport
13h 30m
1 Stop
5:25 pm
ORD
Chicago O'Hare Intl airport
653 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?
February
The cheapest time of year to fly to Milan from Chicago is February. 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 Friday
When is the cheapest time to fly to Milan?
in the morning
Chicago to Milan flights are approximately 19% more expensive at noon than in the morning
What is the cheapest airline that flies to Milan?
JetBlue
JetBlue, WOW air, and Air France are the most popular carriers operating from Chicago to Milan
What is the cheapest route?
Chicago O'Hare Intl - Milan Malpensa
Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago - Milan flight prices
When is the cheapest time to book a flight to Milan?
38 days before
The cheapest time to buy a flight from Chicago to Milan is approximately 38 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 10h 55m The fastest flight from Chicago to Milan takes 10h 55m.
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 Midway - Milan Malpensa.
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
Chicago to Venice
Fastest flight time
8h 50m
Cheapest price
518 USD
Indianapolis to Milan
Fastest flight time
13h 37m
Cheapest price
583 USD
Indianapolis to Venice
Fastest flight time
13h 56m
Cheapest price
628 USD

Flights from Chicago to:

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