| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| October 2, 1995 | Phrase | ALOHA | K C G I | $25,000 | No |
| October 3, 1995 | Thing | VOICE MAIL | D H C A | Diamonds | |
| October 4, 1995 | BONUS | M F C A | $25,000 | ||
| October 5, 1995 | TRUMPET | D G C A | Buick Riviera | Yes | |
| October 6, 1995 | Occupation | BUTCHER | Chevrolet van | No | |
| October 9, 1995 | Thing | PRIME RIB | G D M O | Volvo 850 | Yes |
| October 10, 1995 | JOURNAL | G M C O | $25,000 | No | |
| October 11, 1995 | Person | EX-WIFE | M B D I | Diamond watches | Yes |
| October 12, 1995 | Thing | TRILOGY | B D C A | $25,000 | No |
| October 13, 1995 | Place | BARBER SHOP | D C H I | Volvo | |
| October 16, 1995 | Phrase | TAKE A BOW | M H P I | Land Rover | Yes |
| October 17, 1995 | Thing | GRACE PERIOD | P G C A | $25,000 | No |
| October 18, 1995 | FIG LEAF | P M D A | |||
| October 19, 1995 | PARODY | C G M A | |||
| October 20, 1995 | FIRM HANDSHAKE | C P M A | Yes | ||
| October 23, 1995 | Thing | PAPRIKA | C M D O | Trip to Beverly Hills | No |
| October 24, 1995 | Place | VILLAGE | C V G A | Yes | |
| October 25, 1995 | Phrase | YOU'RE WELCOME | C W Y O | $20,000 annuity | |
| October 26, 1995 | Thing | FORMULA | C H M A | Chevrolet Corvette | No |
| October 27, 1995 | SCRAPBOOK | H P M O | $25,000 | ||
| October 30, 1995 | Thing | PENGUIN | C D M A | Family room package (Piano, jukebox, and pool table) |
No |
| October 31, 1995 | Things | SCRAMBLED EGGS | Diamond watch | Yes | |
