Earn point on your loyalty program!arrow arc left

Cheap flights from Chicago (CHI) to Milan (BGY)

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

How to find the cheapest flight from Chicago (CHI) to Milan (BGY)

How to find the cheapest flight from Chicago (CHI) to Milan (BGY)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Milan (BGY)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Milan (BGY)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Chicago to Milan in December 2025 , January 2026

31 Dec - 30 Jan $ 823.00
CHI
Chicago
Frontier Airlines
3 STOPS
BGY
Milan
BGY
Milan
Frontier Airlines
2 STOPS
CHI
Chicago
Pick dates
31 Dec - 16 Jan $ 825.00
CHI
Chicago
Frontier Airlines
3 STOPS
BGY
Milan
BGY
Milan
Frontier Airlines
2 STOPS
CHI
Chicago
Pick dates
31 Dec - 23 Jan $ 833.00
CHI
Chicago
Frontier Airlines
3 STOPS
BGY
Milan
BGY
Milan
Frontier Airlines
2 STOPS
CHI
Chicago
Pick dates

Last minute flights from Chicago to Milan

28 Dec - 31 Dec $ 1,574.00
CHI
Chicago
LOT Polish Airlines
2 STOPS
BGY
Milan
BGY
Milan
LOT Polish Airlines
2 STOPS
CHI
Chicago
Pick dates
28 Dec - 31 Dec $ 1,581.00
CHI
Chicago
LOT Polish Airlines
2 STOPS
BGY
Milan
BGY
Milan
LOT Polish Airlines
2 STOPS
CHI
Chicago
Pick dates
28 Dec - 31 Dec $ 1,608.00
CHI
Chicago
LOT Polish Airlines
2 STOPS
BGY
Milan
BGY
Milan
LOT Polish Airlines
2 STOPS
CHI
Chicago
Pick dates

One-way flights to Milan from Chicago

6:30 PM - 10:35 AM
Eurowings
3 Stops
34h 30m
CHI - BGY
$ 382
Kiwi
Pick dates
9:50 PM - 10:35 AM
Eurowings
3 Stops
31h 10m
CHI - BGY
$ 400
Kiwi
Pick dates
6:50 PM - 7:30 PM
Wizz Air Malta
2 Stops
19h 10m
CHI - BGY
$ 564
Kiwi
Pick dates

How to find the cheapest flight from Chicago (CHI) to Milan (BGY)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Milan (BGY)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Milan (BGY)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.