Southern Wisconsin Golf Vacations

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Top Golf vacation packages in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥285,926
per person
Sep 26 - Sep 29
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥543,686
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
¥500,735
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥441,612
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Main lobby, rooftop patio and breakfast dining room were great. The room furniture was a little tired looking. The bed was problematic: the mattress was way too soft, the sheets were never tucked into the bed so the slid all over the place and the blanket was not a duvet it was an old fashioned wool type (which I haven’t seen in years). The staff everywhere were lovely and took care of any questions or requests we had promptly.

Reviewed on Aug 15, 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
¥413,212
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,089 reviews)
Staff was very nice and friendly including valet. Enjoyed the location. The AC was too loud at night

Reviewed on Aug 15, 2026

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5* Golf vacations in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥543,686
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
¥764,728
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
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3 Night Golf vacations in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥268,212
per person
Sep 26 - Sep 29
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥329,906
per person
Sep 26 - Sep 29
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥285,926
per person
Sep 26 - Sep 29
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.