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

Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $463 (Kiwi.com) |
One-way from | $336 (Booking.com) |
Popular in | January |
Cheapest in | February |
Average price | $2,262 |
Good round-trip deal | $854 or less |
Good one-way deal | $771 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 5/21
8:55 am-6:15 pm
1 stop16h 20m
Chicago O'Hare Intl
Tue 5/26
6:10 pm-1:25 pm
1 stop12h 15m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 4/2
10:35 am-5:50 pm
1 stop14h 15m
Chicago O'Hare Intl
Mon 4/6
9:15 pm-11:35 pm
1 stop19h 20m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 2/26
8:00 pm-4:45 pm
1 stop27h 45m
Chicago O'Hare Intl
Mon 3/2
7:20 pm-7:10 pm
1 stop16h 50m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Wed 4/15
9:20 am-4:10 pm
1 stop13h 50m
Chicago O'Hare Intl
Fri 4/24
7:15 pm-7:10 pm
1 stop16h 55m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Tue 4/14
8:00 pm-4:10 pm
1 stop27h 10m
Chicago O'Hare Intl
Fri 4/24
7:15 pm-7:10 pm
1 stop16h 55m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Fri 5/22
7:25 am-5:35 pm
1 stop17h 10m
Chicago O'Hare Intl
Mon 6/1
9:30 pm-6:10 pm
1 stop13h 40m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Thu 5/21
8:55 am-6:15 pm
1 stop16h 20m
Chicago O'Hare Intl
Mon 6/1
9:30 pm-6:10 pm
1 stop13h 40m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Fri 4/24
11:20 am-7:55 pm
1 stop15h 35m
Chicago O'Hare Intl
Sun 4/26
9:30 pm-1:20 pm
Nonstop8h 50m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Mon 5/25
4:20 pm-9:25 pm
1 stop12h 05m
MilanChicago
MXP - ORD
MXPORD
Milan Malpensa
Wed 5/6
8:40 pm-5:50 pm
2 stops28h 10m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
About 21% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 214 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 Tuesday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Qatar Airways have had the lowest number of delays on this route, with just 20% of flights being delayed.
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Dane,Jan 2026
TYS - IAD
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Dane,Jan 2026
TYS - IAD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$672 | Average$977 | FlexibilityNo cancel fee | On-time69% |