For a smooth departure from ORD, consider taking the 'L' train to avoid traffic delays common with taxis and rideshares.

Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $463 (Mytrip) |
One-way from | $238 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $782 |
Good round-trip deal | $1,224 or less |
Good one-way deal | $765 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoMilan
ORD - LIN
ORDLIN
Chicago O'Hare Intl
Sat 1/17
7:20 pm-12:05 pm
2 stops33h 45m
Milan Linate
Thu 1/22
12:55 pm-4:45 pm
2 stops34h 50m
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
Wed 2/18
7:00 am-10:25 am
2 stops20h 25m
Milan Malpensa
Wed 2/25
12:55 pm-4:45 pm
2 stops34h 50m
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
Fri 1/16
7:20 pm-12:55 pm
2 stops34h 35m
Milan Malpensa
Fri 1/23
9:15 am-10:29 pm
2 stops20h 14m
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
Thu 2/26
10:36 am-10:25 am
2 stops16h 49m
Milan Malpensa
Sun 3/8
8:00 pm-9:34 pm
2 stops31h 34m
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
Thu 1/8
7:20 pm-7:10 pm
1 stop16h 50m
Milan Malpensa
Fri 1/23
9:15 am-4:45 pm
1 stop14h 30m
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
Sat 1/17
7:20 pm-7:10 pm
1 stop16h 50m
Milan Malpensa
Thu 1/22
8:00 pm-9:50 pm
2 stops32h 50m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
Fri 1/16
9:00 pm-9:20 pm
1 stop17h 20m
Bergamo Orio Al Serio
Fri 1/23
11:25 am-7:15 pm
1 stop14h 50m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
Mon 2/2
9:55 pm-7:55 pm
1 stop15h 00m
Bergamo Orio Al Serio
Sun 2/8
8:30 am-8:00 pm
1 stop18h 30m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
Wed 2/4
9:55 pm-7:55 pm
1 stop15h 00m
Bergamo Orio Al Serio
Thu 2/12
8:25 am-8:00 pm
1 stop18h 35m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
Sat 1/31
9:55 pm-7:55 pm
1 stop15h 00m
Bergamo Orio Al Serio
Wed 2/11
8:25 am-8:00 pm
1 stop18h 35m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Milan, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Milan (average of $398). Flying from Chicago O'Hare Intl Airport to Milan in June is currently the most expensive (average of $932). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s typically best to fly out from Chicago O'Hare Intl Airport to Milan in the afternoon. Doing so could potentially save you 49% on the flight price compared to flying in the evening, which is usually more expensive.
Copenhagen (CPH) – chosen by Cheapflights users on 33% of 1-stop itineraries from Chicago O'Hare Intl Airport to Milan on Cheapflights.
Copenhagen (CPH) is the most affordable 1-stop option, with an average round-trip price of $515.
Flights via Montreal (YUL) have the shortest average one-way travel time for 1-stop routes: 11h 20m.
Flights via Helsinki (HEL) offer the fastest connection on this route, with an average layover time of 1h 38m.
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Kent,Aug 2025
CPH - SEA
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$398 | Average$653 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$419 | Average$745 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$420 | Average$559 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$484 | Average$708 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$518 | Average$575 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$536 | Average$884 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$584 | Average$915 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$624 | Average$889 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$626 | Average$853 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$639 | Average$1,029 | FlexibilityNo cancel fee | On-time77% |