Flights from Chicago to Milan

Search and find cheap flights from Chicago to Milan (Italy, Europe)
Search and find cheap flights from Chicago to Milan (Italy, Europe)

Looking for the best tickets for Chicago to Milan?

Look no more. We’ve gone through the latest 4,308,077 fares to bring you all the insights you could possibly want.
Best time to book
Cheapest time to buy a ticket for Chicago — Milan is approximately 54 days to departure.
Normally the best deals on Chicago to Milan flights are available 2 to 4 months prior to departure.
Days before departure
Best month
Cheapest time of year to fly to Milan from Chicago is January and February. Most expensive are November and December.
Chicago to Milan flights are currently cheapest between June and July.
Impact on price
Cheapest airline
According to our data, Turkish Airlines, Air Berlin and SAS Scandinavian Airlines are the cheapest airlines to fly this route.
momondo users most frequently choose to fly from Chicago to Milan with either Turkish Airlines, Air Berlin or SAS Scandinavian Airlines.
Impact on price (additional fees may apply)
Turkish Airlines
+10%
Air Berlin
+18%
SAS Scandinavian Airlines
+30%
Major US Carrier
+31%
British Airways
+31%
JetBlue Airways
+34%
Best time to fly
Chicago to Milan flights are approximately 6% more expensive in the afternoon than in the morning.
It's generally cheaper to take morning flights from Chicago to Milan.
Impact on price
Cheapest day
Cheapest day of week is typically Tuesday and the most expensive is typically Saturday.
Saturday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Impact on price
Cheapest route
Fly O'Hare Intl - Bergamo for the best Chicago to Milan flight prices saving up to 0% on average.
O'Hare Intl - Bergamo tends to be 0% cheaper than Midway - Linate.
We've got 32 booking sites supporting this and nearby routes.
Impact on price
O'Hare Intl-Bergamo
+2%
O'Hare Intl-Malpensa
+2%
O'Hare Intl-Linate
+3%
Midway-Malpensa
+4%
Midway-Linate
+5%
Direct flights
Popular non-direct routes for this connection are O'Hare Intl - Copenhagen Airport - Malpensa, O'Hare Intl - Heathrow - Linate and O'Hare Intl - Arlanda - Malpensa with a flight time of 9 hours 35 minutes
Direct flights available: None available
Stop-off cities for indirect flights from Chicago to Milan include Copenhagen Airport, Heathrow and Arlanda.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Go right away

Last minute flights from Chicago to Milan
Return trip
25 Jul - 1 Aug
626 GBP
Smartfares
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
35h 50min
1 stop
CHI CHI

Go for less - experience more

Cheap flights from Chicago to Milan
Return trip
17 Apr - 28 Apr
522 GBP
FareDepot
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
17h 50min
1 stop
CHI CHI
Return trip
25 Jul - 1 Aug
626 GBP
Smartfares
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
35h 50min
1 stop
CHI CHI

Coming or going?

Cheap flights from Milan to Chicago
Return trip
27 Apr - 30 Apr
302 GBP
FlightTixIT
MIL MIL
13h 0min
1 stop
CHI CHI
CHI CHI
31h 10min
1 stop
MIL MIL
Return trip
8 Apr - 16 Apr
436 GBP
AirFinderIT
MIL MIL
17h 50min
1 stop
CHI CHI
CHI CHI
28h 55min
1 stop
MIL MIL
Return trip
14 Sep - 6 Oct
446 GBP
AirFinderIT
MIL MIL
12h 20min
1 stop
CHI CHI
CHI CHI
11h 50min
1 stop
MIL MIL

Weather forecast for Milan

Going soon? Be prepared for the weather in Milan.

So what's it going to cost once you're in Milan

Compare the costs of everyday items in Chicago and Milan
CAPPUCCINO
Regular
Chicago
3.17 GBP
61%
Milan
1.24 GBP
Cappuccino is 61% cheaper in Milan than Chicago
MEAL
Inexpensive
Chicago
12.05 GBP
-8%
Milan
12.96 GBP
Meal is 7.5% more expensive in Milan than Chicago
MILK
1 liter
Chicago
2.31 GBP
-78%
Milan
4.11 GBP
Milk is 78% more expensive in Milan than Chicago
BUS
One-way ticket
Chicago
1.81 GBP
28%
Milan
1.3 GBP
Bus is 28% cheaper in Milan than Chicago
CINEMA
1 ticket
Chicago
9.64 GBP
19%
Milan
7.77 GBP
Cinema is 19% cheaper in Milan than Chicago
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