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.
Chicago to Milan flights are usually cheapest between 2 and 4 months before departure.
Days before departure
Best month
Cheapest time of year to fly to Milan from Chicago is February and April. Most expensive are June and July.
Currently the cheapest days to fly this route are between July and August.
Impact on price
Cheapest airline
According to our data, Turkish Airlines, SAS Scandinavian Airlines and Air Berlin are the cheapest airlines to fly this route.
Popular airlines for this route are Turkish Airlines, SAS Scandinavian Airlines and Air Berlin.
Impact on price (additional fees may apply)
Turkish Airlines
+5%
SAS Scandinavian Airlines
+18%
Air Berlin
+18%
JetBlue Airways
+33%
TAP Portugal
+33%
Aer Lingus
+34%
Best time to fly
Chicago to Milan flights are approximately 5% 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 - Malpensa for the best Chicago to Milan flight prices saving up to 0% on average.
O'Hare Intl - Malpensa tends to be 0% cheaper than Midway - Linate.
We scan 37 sites offering flights from Chicago to Milan to find all the best options.
Impact on price
O'Hare Intl-Malpensa
+1%
O'Hare Intl-Bergamo
+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
21 May - 28 May
458 GBP
Travel2beGB
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
17h 50min
1 stop
CHI CHI
Return trip
10 Aug - 10 Sep
585 GBP
FaregeekUK
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
38h 0min
1 stop
CHI CHI

Go for less - experience more

Cheap flights from Chicago to Milan
Return trip
21 May - 28 May
458 GBP
Travel2beGB
CHI CHI
19h 5min
1 stop
MIL MIL
MIL MIL
17h 50min
1 stop
CHI CHI
Return trip
12 Jul - 20 Jul
701 GBP
CFKissAndFlyGB
CHI CHI
11h 50min
1 stop
MIL MIL
MIL MIL
29h 25min
1 stop
CHI CHI
Return trip
13 Jul - 20 Jul
734 GBP
Travel2beGB
CHI CHI
11h 50min
1 stop
MIL MIL
MIL MIL
17h 50min
1 stop
CHI CHI

Coming or going?

Cheap flights from Milan to Chicago
Return trip
26 May - 4 Jun
377 GBP
Hop2
MIL MIL
13h 0min
1 stop
CHI CHI
CHI CHI
11h 35min
1 stop
MIL MIL
Return trip
27 Jun - 25 Jul
498 GBP
MytripGB
MIL MIL
14h 20min
1 stop
CHI CHI
CHI CHI
17h 59min
1 stop
MIL MIL
Return trip
3 Aug - 15 Aug
624 GBP
GotoGateUK
MIL MIL
12h 5min
1 stop
CHI CHI
CHI CHI
20h 20min
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
3.11 GBP
61%
Milan
1.21 GBP
Cappuccino is 61% cheaper in Milan than Chicago
MEAL
Inexpensive
Chicago
11.74 GBP
-9%
Milan
12.75 GBP
Meal is 8.6% more expensive in Milan than Chicago
MILK
1 liter
Chicago
2.31 GBP
-67%
Milan
3.86 GBP
Milk is 67% more expensive in Milan than Chicago
BUS
One-way ticket
Chicago
1.96 GBP
35%
Milan
1.28 GBP
Bus is 35% cheaper in Milan than Chicago
CINEMA
1 ticket
Chicago
9.4 GBP
21%
Milan
7.44 GBP
Cinema is 21% cheaper in Milan than Chicago
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