For a quick departure, use the fast track lanes at security, available for purchase on the airport’s website.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $584 (LOT) |
One-way from | $302 (Kiwi.com) |
Popular in | September |
Cheapest in | February |
Average price | $625 |
Good round-trip deal | $707 or less |
Good one-way deal | $819 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sat 11/15
11:15 am-4:45 pm
1 stop12h 30m
Chicago O'Hare Intl
Fri 11/28
7:20 pm-10:25 am
1 stop32h 05m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Fri 11/21
11:15 am-4:45 pm
1 stop12h 30m
Chicago O'Hare Intl
Sun 11/30
7:20 pm-7:10 pm
1 stop16h 50m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Tue 2/3
8:00 pm-4:45 pm
1 stop27h 45m
Chicago O'Hare Intl
Fri 2/13
7:20 pm-7:10 pm
1 stop16h 50m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 12/4
8:00 pm-4:45 pm
1 stop27h 45m
Chicago O'Hare Intl
Thu 12/11
7:20 pm-12:55 pm
2 stops58h 35m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sun 11/16
11:40 am-8:05 pm
1 stop15h 25m
Chicago O'Hare Intl
Sat 11/22
7:25 am-9:55 am
2 stops19h 30m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sun 12/21
1:45 pm-4:45 pm
2 stops34h 00m
Chicago O'Hare Intl
Mon 1/12
7:20 pm-7:10 pm
1 stop16h 50m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sat 11/22
11:30 am-11:43 pm
2 stops19h 13m
Chicago O'Hare Intl
Mon 11/24
9:35 pm-1:05 pm
Nonstop8h 30m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Sun 1/25
8:00 pm-9:35 pm
2 stops32h 35m
Chicago O'Hare Intl
Sun 2/15
7:10 pm-7:10 pm
1 stop17h 00m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Wed 1/28
12:55 pm-4:45 pm
2 stops34h 50m
Chicago O'Hare Intl
Mon 2/2
7:01 am-10:25 am
2 stops20h 24m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 11/20
3:05 pm-6:05 pm
Nonstop10h 00m
Chicago O'Hare Intl
Mon 11/24
9:35 pm-1:05 pm
Nonstop8h 30m
| 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 |
The price you pay for your flight from Milan Malpensa Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, November is the cheapest month in which you can book a flight from Milan Malpensa Airport to Chicago O'Hare Intl Airport (average of $484). Flying from Milan Malpensa Airport to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $868). 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 Milan Malpensa Airport to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 36% on the flight price compared to flying in the afternoon, which is usually more expensive.
About 17% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 201 minutes.
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Sunday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Brussels Airlines have had the lowest number of delays on this route, with just 4% of flights being delayed.
Food
Comfort
Entertainment
Crew
Overall
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Comfort
Entertainment
Crew
Overall
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$672 | Average$1,110 | FlexibilityNo cancel fee | On-time69% |