
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $532 (lol.travel) |
One-way from | $381 (Mytrip) |
Popular in | February |
Cheapest in | October |
Average price | $764 |
Good round-trip deal | $655 or less |
Good one-way deal | $990 or less |
Fly from
Fly to
Route
Depart
Return
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Mon 5/18
4:20 pm-9:25 pm
1 stop12h 05m
Chicago O'Hare Intl
Sat 5/30
10:25 pm-3:10 pm
1 stop33h 45m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Wed 5/20
2:20 pm-2:15 pm
1 stop30h 55m
Chicago O'Hare Intl
Thu 5/28
12:47 pm-9:05 am
1 stop13h 18m
MilanChicago
LIN - ORD
LINORD
Milan Linate
Sun 5/10
7:25 am-5:04 pm
2 stops16h 39m
Chicago O'Hare Intl
Mon 5/25
7:05 pm-1:35 pm
1 stop11h 30m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sun 5/10
6:45 am-5:49 pm
2 stops18h 04m
Chicago O'Hare Intl
Mon 5/25
6:07 am-6:45 am
1 stop17h 38m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sat 5/16
6:45 am-5:20 pm
2 stops17h 35m
Chicago O'Hare Intl
Tue 5/26
6:07 am-6:45 am
1 stop17h 38m
MilanChicago
LIN - ORD
LINORD
Milan Linate
Sat 9/12
6:50 am-5:00 pm
2 stops17h 10m
Chicago O'Hare Intl
Thu 9/24
4:05 pm-10:00 am
1 stop10h 55m
MilanChicago
LIN - ORD
LINORD
Milan Linate
Thu 10/8
11:00 am-10:04 pm
2 stops18h 04m
Chicago O'Hare Intl
Sat 10/17
5:45 pm-1:55 pm
2 stops13h 10m
MilanChicago
LIN - ORD
LINORD
Milan Linate
Fri 6/5
7:25 am-1:50 pm
1 stop13h 25m
Chicago O'Hare Intl
Sat 6/13
9:15 pm-6:50 pm
1 stop14h 35m
BergamoChicago
BGY - ORD
BGYORD
Bergamo Orio Al Serio
Sat 9/12
6:25 pm-11:50 am
1 stop24h 25m
Chicago O'Hare Intl
Sun 9/27
7:25 pm-3:55 pm
2 stops13h 30m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Wed 5/27
6:45 am-3:10 pm
1 stop15h 25m
Chicago O'Hare Intl
Sat 6/6
1:44 pm-2:45 pm
2 stops18h 01m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, November is the cheapest month in which you can book a flight from Milan to Chicago O'Hare Intl Airport (average of $401). Flying from Milan to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $763). 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.
When flying from Milan to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from MIL to ORD are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
About 22% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 209 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Friday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 21% of flights being delayed.
Food
Boarding
Comfort
Crew
Entertainment
Overall
Reviews
Anonymous,Apr 2026
DFW - EWR
Food
Boarding
Comfort
Crew
Entertainment
Overall
Reviews
Anonymous,Apr 2026
DFW - EWR
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$695 | Average$933 | FlexibilityNo cancel fee | On-time69% |