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- 1Wiener WarsMay 8, 1999
- 2Electric ChillyMay 8, 1999
- 3Woody & The TermiteMay 8, 1999
- 4Fake VacationMay 15, 1999
- 5Medical Winnie PigMay 15, 1999
- 6Cable AceMay 15, 1999
- 7Temper, TemperMay 22, 1999
- 8A Classic Chilly CartoonMay 22, 1999
- 9Crash CourseMay 22, 1999
- 10Woody's Ship of GhoulsMay 29, 1999
- 11Bad Hair DayMay 29, 1999
- 12Downsized WoodyMay 29, 1999
- 13Ya Gonna Eat That?June 5, 1999
- 14Chilly & HungryJune 5, 1999
- 15Brother CockroachJune 5, 1999
- 16Father's DayJune 12, 1999
- 17Camp BuzzardJune 12, 1999
- 18He Wouldn't WoodyJune 12, 1999
- 19Wally's Royal RiotJune 19, 1999
- 20Mexican ChillyJune 19, 1999
- 21Sleepwalking WoodyJune 19, 1999
- 22PinheadsJune 26, 1999
- 23The Chilly ShowJune 26, 1999
- 24Silent TreatmentJune 26, 1999
- 25Over the TopJuly 3, 1999
- 26Chilly & the Fur-Bearing TroutJuly 3, 1999
- 27PainfakerJuly 3, 1999
- 28Baby BuzzardJuly 10, 1999
- 29Bait & HookJuly 10, 1999
- 30Bad WeatherJuly 10, 1999
- 31Tee TimeJuly 17, 1999
- 32S&K FilesJuly 17, 1999
- 33GoldiggersJuly 17, 1999
- 34Mirage BarrageJuly 24, 1999
- 35Queen of De-NileJuly 24, 1999
- 36Party AnimalJuly 24, 1999
- 37K-9 Woody-OJuly 31, 1999
- 38Ready for My Close-up, Mr. WalrusJuly 31, 1999
- 39Gopher-ItJuly 31, 1999
- 40Spy-GuyAugust 7, 1999
- 41Ye Olde Knothead and SplinterAugust 7, 1999
- 42Life in the Pass LaneAugust 7, 1999
- 43Signed, Sealed, DeliveredAugust 14, 1999
- 44Out to LaunchAugust 14, 1999
- 45Spa-Spa BlacksheepAugust 14, 1999
- 46Pecking OrderAugust 21, 1999
- 47Chilly on IceAugust 21, 1999
- 48Just Say UncleAugust 21, 1999
- 49The ContenderAugust 28, 1999
- 50Show Way OutAugust 28, 1999
- 51Hospital Hi-JinxAugust 28, 1999
- 52Dr. Buzzard's Time ChamberSeptember 4, 1999
- 53Winnie P.I.September 4, 1999
- 54Foiled in OilSeptember 4, 1999
- 55Aunt PeckyOctober 30, 1999
- 56Terror TotsOctober 30, 1999
- 57Carney ConOctober 30, 1999
- 58BavariannoyingNovember 6, 1999
- 59Kitchen MagicianNovember 6, 1999
- 60Cheap Seats WoodyNovember 6, 1999
- 61Meany Side of the StreetNovember 13, 1999
- 62Chilly to GoNovember 13, 1999
- 63Ant RantNovember 13, 1999
- 64Woody WatcherNovember 20, 1999
- 65Chilly DogNovember 20, 1999
- 66Beach NutsNovember 20, 1999
- 67A Very Woody ChristmasDecember 25, 1999
- 68It's a Chilly Christmas After AllDecember 25, 1999
- 69Yule Get YoursDecember 25, 1999