Earn point on your loyalty program!arrow arc left

Cheap flights from Chicago (CHI) to Milwaukee (MKE)

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 Milwaukee (MKE)

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

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

28 Dec - 06 Jan $ 254.00
CHI
Chicago
United Airlines
DIRECT
MKE
Milwaukee
MKE
Milwaukee
United Airlines
DIRECT
CHI
Chicago
Pick dates
23 Dec - 06 Jan $ 858.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
MKE
Milwaukee
MKE
Milwaukee
Hawaiian Airlines
1 STOPS
CHI
Chicago
Pick dates
23 Dec - 06 Jan $ 901.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
MKE
Milwaukee
MKE
Milwaukee
Hawaiian Airlines
1 STOPS
CHI
Chicago
Pick dates

Last minute flights from Chicago to Milwaukee

30 Dec - 31 Dec $ 269.00
CHI
Chicago
United Airlines
DIRECT
MKE
Milwaukee
MKE
Milwaukee
United Airlines
DIRECT
CHI
Chicago
Pick dates
23 Dec - 31 Dec $ 1,382.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
MKE
Milwaukee
MKE
Milwaukee
Hawaiian Airlines
1 STOPS
CHI
Chicago
Pick dates
22 Dec - 31 Dec $ 1,462.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
MKE
Milwaukee
MKE
Milwaukee
Hawaiian Airlines
1 STOPS
CHI
Chicago
Pick dates

One-way flights to Milwaukee from Chicago

5:50 PM - 5:50 PM
United Airlines
0 Stops
1h 3m
CHI - MKE
$ 134
Kiwi
Pick dates
8:05 PM - 8:05 PM
United Airlines
0 Stops
1h 6m
CHI - MKE
$ 150
Kiwi
Pick dates
4:00 PM - 4:00 PM
United Airlines
0 Stops
0h 57m
CHI - MKE
$ 195
Kiwi
Pick dates

How to find the cheapest flight from Chicago (CHI) to Milwaukee (MKE)

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 Milwaukee (MKE)
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 Milwaukee (MKE)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.