Air date: 10/6/91

Doug accompanies Mr. Dink to the Big Time Bass-Off Contest, in order to try to catch a fish named Chester who stole Bud's wallet 30 years ago.

Doug Needs Money

Air date: 10/6/91

Doug and Skeeter try to make some money in order to buy Mr. Dink a new grill, after they accidentally break his old one with a baseball.

Doug’s Runaway Journal

Air date: 10/13/91

Doug freaks out when he can't find his journal anywhere. All his personal thoughts are in that journal, and he'll do anything to get it back. After posting fliers around town, he learns that Roger has found it.

Doug’s Doodle

Air date: 10/13/91

Doug accidentally hands in his doodle of Mrs. Wingo, instead of his essay assignment. Hoping he won't get into trouble or get embarrassed, Doug tries to get the doodle back with Smash Adams.

Doug’s Cokin’

Air date: 10/20/91

Doug and Patti are both paired up in a cooking class competition. When Patti tells Doug she can't cook, Doug invites her over to his house to practice some easy recipes and decide what to cook for their class.

Doug Loses Dale

Air date: 10/20/91

Doug is nervous because he is given the job of babysitting Skeeter's younger brother, Dale, when Skeeter and the Valentines leave for a trip. So he asks all his friends for advice on babysitting, but Doug finds out you can't always rely on other people's advice. But while Doug is cleaning, Dale sneaks off and then Doug has to search everywhere for him.

Doug is Quailman

Air date: 10/27/91

Doug spends a day drawing his favorite cartoon superhero, Quailman, who saves students from the evil Dr. Klotzenstein, who is using his "brain drain" to suck intelligence out of kids at the Bluffington School.

Doug Out in Left Field

Air date: 10/27/91

Patti is rejected from the school baseball team by Coach Spitz, only because she's a girl. She then organizes her own team with the other kids who have been rejected, and challenges Coach Spitz to a game.

Doug’s Fair Lady

Air date: 11/3/91

Doug is reluctant to ask Patti to the Tri-County Fair, so Skeeter invites Beebe to go with them too. Once at the fair, Doug wants to get the chance to ride the giant ferris wheel with Patti.

Doug Says Goodbye

Air date: 11/3/91

Before Beebe's big costume party, Skeeter has to tell Doug that they can't go because he believes that he and his family are going move to a new town. Doug can't believe Skeeter has to move, but then Skeeter secretly moves in with Doug in order to stay in Bluffington with his best friend.