S5.E1 ∙ Back to Dave's Future/Tell It to the Judge Fri, Sep 11, 1987 The Chipmunks travel to 1962 and meet a young Dave; Alvin and Brittany wreck Dave's bike and face off in court to blame each other. 7.5 /10
S5.E2 ∙ Sincerely Theodore/My Pharaoh Lady Fri, Sep 18, 1987 Theodore goes on a diet to slim down for a date; the girls try to raise a mummy from the dead at the museum. 8 /10
S5.E3 ∙ Simon Says/When the Chips Are Down Fri, Sep 25, 1987 A scary movie and broken glasses combine to make Simon think alien squids are invading; the boys look for loot from a robbery. 8.3 /10
S5.E4 ∙ Alvin, Alvin, Alvin!/Dave's Dream Cabin Fri, Oct 02, 1987 Alvin suffers an identity crisis; in an attempt to be interviewed, Alvin makes changes to Dave's cabin without getting permission. 8.3 /10
S5.E5 ∙ Old Friends/The Mystery of Seville Manor Fri, Oct 09, 1987 There's A Mystery Surrounding The Ole Manor. 7.2 /10
S5.E6 ∙ Ask Alvin/Theodore Lucks Out Fri, Oct 16, 1987 Alvin gets an advice show; Theodore finds a coin that he believes grants him good luck. 7.6 /10
S5.E7 ∙ Big Dreams/Island Fever Fri, Oct 23, 1987 Simon builds a machine to view possible futures when Alvin wins a contest; the Chipmunks and Chipettes are thrown off from a cruise. 8 /10
S5.E8 ∙ Just One of the Girls/Goin' Down to Dixie Fri, Oct 30, 1987 The Chipettes vacation in Hollywood; a cut-rate travel service to bring the Chipettes to New Orleans is the only way they can find to get there. 8.3 /10