
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $637 (Cheapflightsfares) |
One-way from | $315 (Mytrip) |
Popular in | June |
Cheapest in | January |
Average price | $730 |
Good round-trip deal | $1,236 or less |
Good one-way deal | $874 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMilan
ORD - MXP
ORDMXP
Chicago O'Hare Intl
mié. 8/19
1:30 pm-3:05 pm
2 stops18h 35m
Milan Malpensa
sáb. 8/22
9:20 am-9:36 pm
2 stops19h 16m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
mar. 5/12
2:15 pm-5:40 pm
2 stops20h 25m
Bergamo Orio Al Serio
mié. 5/27
6:45 am-7:40 pm
2 stops19h 55m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
dom. 9/13
3:45 pm-12:10 pm
1 stop13h 25m
Bergamo Orio Al Serio
mié. 9/16
8:30 am-5:50 pm
2 stops16h 20m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
sáb. 9/26
3:45 pm-1:30 pm
2 stops14h 45m
Bergamo Orio Al Serio
dom. 10/4
10:50 pm-7:15 pm
2 stops27h 25m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
lun. 5/4
9:00 pm-10:15 pm
1 stop18h 15m
Bergamo Orio Al Serio
lun. 5/11
7:10 am-11:56 pm
2 stops23h 46m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
jue. 5/28
7:15 pm-10:30 pm
1 stop20h 15m
Bergamo Orio Al Serio
jue. 6/4
9:20 am-4:10 pm
1 stop13h 50m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
lun. 5/25
10:25 pm-9:50 pm
2 stops16h 25m
Bergamo Orio Al Serio
vie. 6/12
10:45 am-11:56 pm
3 stops20h 11m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
dom. 6/7
1:20 pm-2:50 pm
1 stop18h 30m
Bergamo Orio Al Serio
mié. 6/10
6:10 am-5:50 pm
2 stops18h 40m
ChicagoMilan
ORD - LIN
ORDLIN
Chicago O'Hare Intl
sáb. 8/22
3:00 pm-9:40 am
1 stop11h 40m
Milan Linate
dom. 8/30
7:00 am-1:10 pm
1 stop13h 10m
ChicagoBergamo
ORD - BGY
ORDBGY
Chicago O'Hare Intl
mar. 5/12
5:10 pm-9:05 pm
2 stops20h 55m
Bergamo Orio Al Serio
jue. 5/21
6:30 am-11:56 pm
3 stops24h 26m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
The price you pay for your flight from Chicago to Milan may vary depending on when you book. For the best chance of a lower fare, look to book 19 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, June is the cheapest month in which you can book a flight from Chicago to Milan (average of $115). Flying from Chicago to Milan in July is currently the most expensive (average of $474). 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Milan as you normally would.
The most flights from CHI to MIL 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).
Copenhagen (CPH) – chosen by Cheapflights users on 33% of 1-stop itineraries from Chicago to Milan on Cheapflights.
Montreal (YUL) is the most affordable 1-stop option, with an average round-trip price of $613.
Flights via Montreal (YUL) have the shortest average one-way travel time for 1-stop routes: 11h 20m.
Flights via Montreal (YUL) offer the fastest connection on this route, with an average layover time of 1h 48m.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Anonymous,Apr 2026
DFW - EWR
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$401 | Average$639 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$403 | Average$545 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$496 | Average$852 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$534 | Average$689 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$624 | Average$1,569 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$627 | Average$968 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$644 | Average$968 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$764 | Average$1,238 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$840 | Average$1,096 | FlexibilityNo cancel fee | On-time76% |