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 4,053,662 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.
The cheapest flights from Chicago to Milan are currently available between March and April.
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.
Turkish Airlines, Air Berlin and SAS Scandinavian Airlines are the most popular choices flying from Chicago to Milan.
Impact on price (additional fees may apply)
Turkish Airlines
+12%
Air Berlin
+20%
SAS Scandinavian Airlines
+29%
Major US Carrier
+32%
British Airways
+33%
JetBlue Airways
+35%
Best time to fly
Chicago to Milan flights are approximately 6% more expensive in the afternoon than in the morning.
Afternoon flights tend to be the most expensive.
Impact on price
Cheapest day
Saturday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Cheapest day of week is typically Tuesday and the most expensive is typically Saturday.
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.
momondo compares flights to Milan from Chicago from 30 different sites.
Impact on price
O'Hare Intl-Bergamo
+2%
O'Hare Intl-Malpensa
+2%
O'Hare Intl-Linate
+3%
Midway-Malpensa
+4%
Midway-Linate
+4%
Direct flights
Popular non-direct routes for this connection are O'Hare Intl - Copenhagen Airport - Malpensa, O'Hare Intl - Fiumicino - Linate and O'Hare Intl - Helsinki Vantaa - Malpensa with a flight time of 10 hours 20 minutes
Direct flights available: None available
You can fly from Chicago to Milan indirect via Copenhagen Airport, Fiumicino or Helsinki Vantaa.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Go for less - experience more

Cheap flights from Chicago to Milan
Return trip
3 May - 13 May
499 GBP
BookairfareUS
CHI CHI
13h 20min
1 stop
MIL MIL
MIL MIL
14h 20min
1 stop
CHI CHI
Return trip
24 Mar - 1 Apr
540 GBP
ExploreTrip
CHI CHI
22h 45min
1 stop
MIL MIL
MIL MIL
33h 35min
1 stop
CHI CHI

Coming or going?

Cheap flights from Milan to Chicago
Return trip
16 Mar - 22 Mar
343 GBP
AirFinderIT
MIL MIL
13h 25min
1 stop
CHI CHI
CHI CHI
18h 20min
1 stop
MIL MIL
Return trip
3 Jul - 31 Jul
602 GBP
AirFinderIT
MIL MIL
17h 50min
1 stop
CHI CHI
CHI CHI
28h 55min
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
3.23 GBP
62%
Milan
1.23 GBP
Cappuccino is 62% cheaper in Milan than Chicago
MEAL
Inexpensive
Chicago
12.4 GBP
-6%
Milan
13.11 GBP
Meal is 5.7% more expensive in Milan than Chicago
MILK
1 liter
Chicago
2.46 GBP
-74%
Milan
4.28 GBP
Milk is 74% more expensive in Milan than Chicago
BUS
One-way ticket
Chicago
1.86 GBP
30%
Milan
1.31 GBP
Bus is 30% cheaper in Milan than Chicago
CINEMA
1 ticket
Chicago
9.92 GBP
23%
Milan
7.65 GBP
Cinema is 23% cheaper in Milan than Chicago
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