Caldwell County High School - Class of 1999 Alumni, Princeton KY
Join thousands of alumni from Caldwell County High School and the Class of 1999. Reconnect with classmates, photos, yearbooks, upcoming reunions.
Varsity Football Schedule 2026-27
08/20 vs Hopkins County Central
08/27 vs Marshall County
09/03 vs Union County
09/10 vs Webster County
09/17 vs Trigg County
09/24 vs Fort Campbell
10/01 vs Mayfield
10/15 vs Todd County Central
10/22 vs Crittenden County
10/29 vs Murray
11/07 vs Hancock County (playoffs)
08/27 vs Marshall County
09/03 vs Union County
09/10 vs Webster County
09/17 vs Trigg County
09/24 vs Fort Campbell
10/01 vs Mayfield
10/15 vs Todd County Central
10/22 vs Crittenden County
10/29 vs Murray
11/07 vs Hancock County (playoffs)
'99 Reunion Info
Caldwell County '99 Apparel
Browse our apparel store for a wide range of Tigers gear, from t-shirts and hoodies, to caps and accessories.
Class Yearbook
View past yearbooks
Connect with Class of 1999 Classmates
Nearby Caldwell County Classmates
Class of 1997
16 classmates have joined
Class of 1998
18 classmates have joined
Class of 2000
20 classmates have joined
Class of 2001
10 classmates have joined