| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN | |
| October 1, 1998 | Thing | FOREHEAD | C G D O | $25,000 | No | |
| October 2, 1998 | Place | TAHITI | P H M A | Yes | ||
| October 5, 1998 | Phrase | HANG TOUGH | H Y D O | Ireland trip | Yes | |
| October 6, 1998 | Phrase | I'M BOOKED UP | M P D A | England trip | ||
| October 7, 1998 | Thing | BAG OF ICE | C B P O | $25,000 | ||
| October 8, 1998 | Thing | WINDSHIELD | C D M I | Land Rover Discovery LE | ||
| October 9, 1998 | YARDSTICK | C M D A | Queen Elizabeth II cruise | No | ||
| October 12, 1998 | Thing | HAIRDO | P D C O | Rome shopping spree | No | |
| October 13, 1998 | MORTGAGE | C D H A | ||||
| October 14, 1998 | Place | VIRGINIA | G B C O | |||
| October 15, 1998 | Thing | BUCKET | K C M A | Paris shopping spree | ||
| October 16, 1998 | Phrase | MAKE A CHOICE | C M G A | |||
| October 19, 1998 | Thing | BABOON | K M G O | Sport boat | No | |
| October 20, 1998 | FLAMINGO | D M P O | Australia trip | Yes | ||
| October 21, 1998 | Phrase | DON'T BUDGE | D W M O | Mitsubishi Eclipse Spider | No | |
| October 22, 1998 | Thing | HOUR | C M K O | |||
| October 23, 1998 | Phrase | FLIP A COIN | M D C A | Yes | ||
| October 26, 1998 | Things | TWIGS | C H G A | $25,000 | Yes | |
| October 27, 1998 | Place | DUNGEON | C W H I | Pickup (type not stated on-air) | No | |
| October 28, 1998 | Thing | COAT HOOK | C D M A | Tour of Frankenstein's castle | ||
| October 29, 1998 | DAB OF JELLY | F C D O | ||||
| October 30, 1998 | BATHTUB | P D M O | Gold and silver package | |||
