Madison's big game is in Clay City and Miss Brooks wants to go as chaperone to be with Mr. Boynton. Miss Enright has the same idea so Mr. Conklin has to choose. Connie is picked but learns too late that the bus needs to wait for the team.
An anonymous letter containing a Cyrano quotation is read by everyone and they all think it was written to them.
Conklin learns the previous principal was considered too harsh and he decides to go in the opposite direction.
Miss Brooks and Mr. Conklin audition for Mr. Boynton's faculty band. Their competition is fierce.
Connie and Philip misunderstand a conversation which makes them think the Conklins are having a baby. They begin acting accordingly which endangers the principal's promotion.
Connie Brooks gets numerous traffic tickets the same week Mr. Conklin stresses traffic safety. Philip, Bones, and Walter all try to help but when Connie asks for a trial she doesn't expect her boss to be on the jury.
Phone books have disappeared with Miss Brooks and Mr. Conklin suspecting each other. Connie decides to solve the mystery and enlists help.
Unable to afford a turkey, Mrs. Davis has a tiny squab for her Thanksgiving. When Brooks is added to the plans things go from bad to worse as every effort to add to the menu only results in more guests and even more thinly filled plates.
Miss Brooks and Mr. Boynton are offered better paying job manufacturing a new vitamin but have contracts to keep teaching. They both began acting outrageously so Mr. Conklin will fire them mid-term.
Walter is trading ownership percentages of his car during swap week at Madison. Miss Brooks has to join the craziness as Mr. Conklin tries to keep Mr. Boynton from traveling to see about a promotion and the jalopy is needed.
Connie needs new slippers for the masquerade ball and she buys them from a mysterious salesman. Then a perfect gown arrives along with a ride to the dance. And no one claims to know the shoe clerk.
Connie is resigned to spending to Christmas with just her landlady Margaret's cat. But after buying a tree from a small boy she falls asleep and dreams about being surrounded by all her friends. Then a Christmas miracle occurs.
Mr. Boynton injures himself on Mr. Conklin's property and Miss Brooks devotes herself to his hospital recovery. Conklin is concerned about being sued and needs Connie's assurance that she mailed his insurance check in.
Connie Brooks owes $.20 to a recently retired postal clerk Mr. Bagley. He seems to have disappeared so the intrepid teacher turns herself, Mr. Conklin and Mr. Boynton into detectives to find him but gets a big surprise.
Mr. Conklin's garage explodes and he gets the idea that Connie has carpentry skills. He puts her in charge of constructing a new building, so she enlists Walter and Philip to help. The result has an unexpected conclusion.
Mrs. Davis is arrested for selling charity tickets that are actually fraudulently. She visits her sister without telling Connie about the tickets who prints more, then gets everyone thrown in jail when they try to sell them.
Connie agrees to put up Philip's jockey friend Billy and his horse before a big race. Owing money he needs to lay low so Connie, Philip and Walter must convince Mr. Conklin he's losing his memory and that Billy is a new student.
Miss Brooks buys a used car leading to a series of improbable mishaps involving a fruit stand, a little red wagon, and various automobiles. The damaged vehicles always belong to Mr. Conklin and Connie's debt increases.
Miss Brooks learns that Harvey Brent has given a false address and goes to investigate. She meets his father plus two friends who are raising the excellent student in a makeshift home and tries her best to keep him in school.
Walter decides to start early with April's fool jokes and convinces Mr. Conklin he's won a TV. Osgood tasks Connie into picking it up, leading her and Philip on a wild trip laid out by Walter. Conklin somehow ends up with three stolen "prizes".
Connie is assigned by Mr. Conklin to show an attractive Mr. Philpott, a visiting British teacher, around. Connie uses the opportunity, with Walter and Angela's help, to advance her romance with Philip.
Principal Conklin is not happy when Walter Denton takes a romantic interest in his daughter.
When hypochondriac Angela lies that her doctor's given her a month to live, Miss Brooks, Mr. Boynton and Mr. Conklin throw her a last Christmas party, all dressed in Santa Claus costumes.
Miss Brooks is ordered by Mr. Conklin to tutor a few struggling students so they won't bring down the school's average. But the time coincides with what Connie hopes is a special date with Mr. Boynton.
When Osgood wants Connie to assume the first aid duties of her nemesis Enright so Enright can work part-time, Walter proposes she fake incompetence to avoid the task but the plan goes awry when Boynton appears.
At breakfast Connie and Walter wonder if an egg is fertile, taking it to Mr. Boynton for an answer. Mr. Conklin thinks it's hatching would be a great photo project and sets up a watch. He learns too late Walter switched a rock for the egg.
Miss Brooks learns a woman from Philip Boynton's past is in town and is extremely curious. Her only clue is the lady is connected to the bakery so Connie investigates, trying not to be caught but fails miserably.
Connie is encouraged by Angela to sell insurance to earn some extra money. But when describing reasons for needing a policy, Boynton, Conklin and even Miss Brooks begin to feel a variety of ailments.
As summer approaches Connie learns she can get a free European vacation if she can enlist three others to be paying customers. But everyone she approaches secretly has the same idea but to other exotic locales.
Mr. Conklin's bicycle is taken from the grocery story and wants the thief punished. But Miss Brooks learns a poor lad only borrowed it for his birthday and has returned it. Connie goes to elaborate lengths to protect the boy.
Connie and Philip are applying as tutors for a hillbilly show for extra summer cash. They must double as entertainers so they enlist Walter and Mr. Conklin as awful stereotypes, then accidentally audition for the state education official.