| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| January 1, 2001 | On the Map | BILOXI | C D M O | Ford Expedition | No |
| January 2, 2001 | Thing | BIKE | C M D A | Trips to Paris, France and Paris Las Vegas | |
| January 3, 2001 | FRUITCAKE | C P M I | Ford Expedition | ||
| January 4, 2001 | Around the House | PLAYPEN | G B M A | Trips to Paris, France and Paris Las Vegas | |
| January 5, 2001 | Event | PRIZEFIGHT | G C P A | $25,000 | |
| January 8, 2001 | Thing | HIPBONE | P C M O | $25,000 | No |
| January 9, 2001 | MAILBAG | C D P I | Sony entertainment package | ||
| January 10, 2001 | FIREWOOD | D M W A | Trip to French and Italian Riviera | ||
| January 11, 2001 | HOCKEY PUCK | C P M A | Saab convertible | ||
| January 12, 2001 | Phrase | WISE UP | C P M O | Sony entertainment package | Yes |
| January 15, 2001 | Thing | PORCUPINE | C D M O | Kawasaki jet ski + Caribbean cruise | Yes |
| January 16, 2001 | Person | SHEIK | P G C I | Volkswagen Cabrio | No |
| January 17, 2001 | On the Map | SKOKIE | C M P I | ||
| January 18, 2001 | Things | FISH AND CHIPS | C F J O | Acura MDX | |
| January 19, 2001 | Thing | JACKPOT | C P D O | Volvo S40 | Yes |
| January 22, 2001 | Event | WALK BAREFOOT | B D J U | Lincoln Navigator | No |
| January 23, 2001 | Thing | HELIUM | M B W I | Audi TT | Yes |
| January 24, 2001 | Phrase | OUT OF JOINT | D M O C | $25,000 | No |
| January 25, 2001 | Things | WHISKERS | C D M A | ||
| January 26, 2001 | Thing | THUMBPRINT | H D C A | Yes | |
| January 29, 2001 | Phrase | HOT STUFF | H P G O | Trip to San Francisco + Jeep Wrangler | No |
| January 30, 2001 | Thing | BILLY GOAT | H D C A | ||
| January 31, 2001 | FLAGPOLE | C M P A | Honda Prelude | ||
