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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
16 Nov
ORD
11:20 am
Chicago O'Hare Intl airport
23h 10m
1 Stop
5:30 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
23 Nov
MXP
7:20 am
Milan Malpensa airport
16h 15m
1 Stop
4:35 pm
ORD
Chicago O'Hare Intl airport
476 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
16 Nov
ORD
11:20 am
Chicago O'Hare Intl airport
23h 10m
1 Stop
5:30 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
23 Nov
MXP
7:20 am
Milan Malpensa airport
16h 15m
1 Stop
4:35 pm
ORD
Chicago O'Hare Intl airport
476 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
08 Dec
ORD
11:20 am
Chicago O'Hare Intl airport
17h 55m
1 Stop
12:15 pm
+1
MXP
Milan Malpensa airport
TAP AIR PORTUGAL
13 Dec
MXP
8:05 pm
Milan Malpensa airport
27h 30m
1 Stop
4:35 pm
+1
ORD
Chicago O'Hare Intl airport
476 USD
British Airways
British Airways
03 Nov
ORD
2:35 pm
Chicago O'Hare Intl airport
11h 10m
1 Stop
8:45 am
+1
LIN
Milan Linate airport
British Airways
08 Nov
LIN
2:15 pm
Milan Linate airport
12h 15m
1 Stop
7:30 pm
ORD
Chicago O'Hare Intl airport
1,171 USD
KLM
KLM
06 Nov
ORD
10:30 am
Chicago O'Hare Intl airport
11h 00m
1 Stop
4:30 am
+1
LIN
Milan Linate airport
KLM
14 Nov
LIN
10:50 am
Milan Linate airport
12h 40m
1 Stop
4:30 pm
ORD
Chicago O'Hare Intl airport
866 USD
Lufthansa
Lufthansa
17 Sep
ORD
5:45 pm
Chicago O'Hare Intl airport
11h 25m
1 Stop
12:10 pm
+1
MXP
Milan Malpensa airport
Lufthansa
01 Oct
MXP
3:40 pm
Milan Malpensa airport
12h 24m
1 Stop
9:04 pm
ORD
Chicago O'Hare Intl airport
625 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?
Monday
The cheapest day of the week is typically Monday. The most expensive is typically Friday
WHEN IS THE CHEAPEST TIME TO FLY TO MILAN?
in the morning
Chicago to Milan flights are approximately 119% more expensive in the evening than in the morning
WHAT IS THE CHEAPEST AIRLINE THAT FLIES TO MILAN?
Laudamotion
Laudamotion, JetBlue, and WOW air 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?
33 days before
The cheapest time to buy a flight from Chicago to Milan is approximately 33 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 30m The fastest flight from Chicago to Milan takes 10h 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
Chicago to Venice
Fastest flight time
8h 40m
Cheapest price
444 USD
Chicago to Venice
Fastest flight time
13h 54m
Cheapest price
712 USD

Flights from Chicago to:

Flights to Milan from:

  • Chicago
  • Illinois
  • United States
  • North America
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