| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| May 1, 1998 | Thing | PADLOCK | F D M A | $25,000 | Yes |
| May 4, 1998 | Thing | HANDSHAKE | B C D A | GMC Sierra | No |
| May 5, 1998 | People | GEMINIS | C M D O | Wellcraft boat | Yes |
| May 6, 1998 | Phrase | MARK MY WORDS | C G M O | GMC Sierra | |
| May 7, 1998 | Thing | FISH BOWL | D C M O | Chevrolet Corvette | No |
| May 8, 1998 | DEEP VOICE | P B G I | |||
| May 11, 1998 | Thing | HAPPY FACE | C D M A | $25,000 | Yes |
| May 12, 1998 | WEB PAGE | Chevrolet Camaro Z28 | No | ||
| May 13, 1998 | Phrase | GO WITH THE FLOW | M H D A | Chevrolet Blazer | |
| May 14, 1998 | Thing | BIOLOGY | D M C O | Chevrolet Camaro convertible | |
| May 15, 1998 | MYTH | O B C H | Chevrolet Camaro Z28 | Yes | |
| May 18, 1998 | Thing | FRUIT PUNCH | G C F O | Home theater package | Yes |
| May 19, 1998 | Place | GIFT SHOP | C M D A | Space adventure trip | No |
| May 20, 1998 | Thing | SILKWORM | C H M A | $25,000 | |
| May 21, 1998 | BALSA WOOD | B G H O | Space adventure trip | ||
| May 22, 1998 | BUS FARE | B G H A | $25,000 | Yes | |
| May 25, 1998 | Event | BAKE-OFF | M C D O | Ford Mustang | No |
| May 26, 1998 | Phrase | GIVE ME FIVE | D M O G | Pair of Harley-Davidsons | |
| May 27, 1998 | Place | WAREHOUSE | C H G A | Route 66 tour | |
| May 28, 1998 | Thing | KEYHOLE | M C D I | Jeep Cherokee | |
| May 29, 1998 | KNOWLEDGE | D W H A | Pair of Harley-Davidsons | ||
