Cheap flights from Chicago to Milan from $0
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Discover deals on Chicago to Milan flights
Typical range $0–$0•Cheapest found $0
Checking latest prices...Find cheap flights from Chicago to Milan
Best
1 stop
9 Feb
DEP
20:20
ORD
1×
09:05
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9 Feb
DEPARTURE
20:20 - 09:05
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9 Feb
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11:50
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16:35
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21h 45m
9 Feb
DEPARTURE
11:50 - 16:35
21h 45m
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1 stop
MXP
Turkish Airlines flights from Chicago to Milan
Our best Turkish Airlines deals on Chicago to Milan tickets
Best
1 stop
9 Feb
DEP
20:20
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1×
09:05
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9 Feb
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20:20 - 09:05
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1 stop
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1 stop
9 Feb
DEP
11:50
ORD
1×
16:35
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21h 45m
9 Feb
DEPARTURE
11:50 - 16:35
21h 45m
ORD
1 stop
MXP
LOT Polish Airlines flights from Chicago to Milan
Our best LOT Polish Airlines deals on Chicago to Milan tickets
Best
1 stop
9 Feb
DEP
21:55
ORD
1×
09:45
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9 Feb
DEPARTURE
21:55 - 09:45
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1 stop
9 Feb
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21:55
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19:05
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14h 10m
9 Feb
DEPARTURE
21:55 - 19:05
14h 10m
ORD
1 stop
MXP
Iberia flights from Chicago to Milan
Our best Iberia deals on Chicago to Milan tickets
Best
1 stop
9 Feb
DEP
18:25
ORD
1×
19:50
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18h 25m
9 Feb
DEPARTURE
18:25 - 19:50
18h 25m
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1 stop
9 Feb
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20:45
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1×
19:50
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16h 5m
9 Feb
DEPARTURE
20:45 - 19:50
16h 5m
ORD
1 stop
MXP
Air Canada flights from Chicago to Milan
Our best Air Canada deals on Chicago to Milan tickets
Best
1 stop
9 Feb
DEP
17:52
ORD
1×
09:55
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9 Feb
DEPARTURE
17:52 - 09:55
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1 stop
9 Feb
DEP
12:50
ORD
1×
09:55
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14h 5m
9 Feb
DEPARTURE
12:50 - 09:55
14h 5m
ORD
1 stop
MXP
British Airways flights from Chicago to Milan
Our best British Airways deals on Chicago to Milan tickets
Best
1 stop
9 Feb
DEP
21:45
ORD
1×
19:50
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15h 5m
9 Feb
DEPARTURE
21:45 - 19:50
15h 5m
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1 stop
MXP
1 stop
9 Feb
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20:45
ORD
1×
19:50
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16h 5m
9 Feb
DEPARTURE
20:45 - 19:50
16h 5m
ORD
1 stop
MXP
What's the cheapest day of the week to fly from Chicago to Milan?
If your flying dates are flexible, you should consider flying to Milan on a Tue, as we generally find the cheapest rates on that day. On the other hand, Thu is the most expensive day to fly.
What is the cheapest month to fly from Chicago to Milan?
The cheapest month for flights from Chicago to Milan is Oct, where tickets cost $738 on average. The most expensive months are Dec.
JanFebMarAprMayJunJulAugSepOctNovDec
$1071$905$738
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Everything you should know
Cheapest one-way flight
$777
Typical prices: $777–$1077
When to book
6 weeks
in advance to save around 35%
Good to know
💰
Save money
Compare prices across airlines to find the best deal. Prices can vary significantly.
📅
Be flexible
Flying midweek or in off-peak seasons can save you up to 30% on airfare.
⏰
Book early
Booking 6+ weeks in advance typically offers the best prices.
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Frequently asked questions
The cheapest flight from Chicago to Milan currently costs AUD $777. Prices typically range from $777 to $1077. Prices change frequently, so we recommend booking early and being flexible with your travel dates.