Woody Goes Belly Up
Episode: 071 | Aired: October 03, 1985
Woody desperately misses his hometown girlfriend, Beth, so Sam and Diane arrange for her to pay a surprise visit. Frasier pays his bar debt by working as janitor at Cheers, hoping to make Diane feel guilty for leaving him.
Someday My Prince Will Come
Episode: 072 | Aired: October 17, 1985
A coat left in the bar arouses Diane's curiosity about the owner, and she fantasizes that he could be her Prince Charming. Sam puts her boasting to the test by making her agree to go out with the man if he returns.
The Groom Wore Clearasil
Episode: 073 | Aired: October 24, 1985
Carla vehemently objects when Anthony, her 16 year-old son, requests her permission to marry Annie, his high school sweetheart.
Episode: 074 | Aired: October 31, 1985
Diane's imagination runs wild when she is haunted by Andy, the crazed actor who once tried to strangle her.
I'll Gladly Pay You Tuesday
Episode: 075 | Aired: November 07, 1985
Diane entrusts Sam with a rare and very valuable book from her collection as collateral for money he loaned her, but a small accident turns into a very costly mistake for Sam.
2 Good 2 Be 4 Real
Episode: 076 | Aired: November 14, 1985
Out of desperation, Carla places an ad in the personal classified listings in the paper. When she gets no response the guys at the bar decide to intercede.
Love Thy Neighbor
Episode: 077 | Aired: November 21, 1985
Norm is forced to stop joking and take a serious look at his marriage when a female neighbor informs him that his wife Vera and her husband are having an affair.
From Beer To Eternity
Episode: 078 | Aired: November 28, 1985
The Cheers gang challenges the regulars from a rival bar to a bowling tournament to avenge their losses in a variety of other sports events.
The Bar Stoolie
Episode: 079 | Aired: December 05, 1985
Cliff's father, who deserted him when he was a child comes to visit. Sam tries to keep Diane away from his latest flame.
Don Juan Is Hell
Episode: 080 | Aired: December 12, 1985
Sam feels flattered when Diane asks to use him as the subject for her psychology term paper on the 'Don Juan Syndrome,' but he soon feels like a freak when her professor and classmates come to study him in person.
Fools And Their Money
Episode: 081 | Aired: December 12, 1985
When Woody becomes hooked on football game betting pools, Sam steps in to make him see the error of his ways. In trying to protect Woody he makes a decision that costs Woody thousands of dollars.
Take My Shirt, Please?
Episode: 082 | Aired: January 09, 1986
When no one bids on Sam's baseball jersey, he is forced to admit that his days of glory are far behind him. Meanwhile, Norm is busy wining and dining potential clients who obviously share none of his interests.
Episode: 083 | Aired: January 16, 1986
A fellow psychology student of Diane's is covertly taping the Cheers' regulars for research purposes. The gang plots to get even with Diane.
Episode: 084 | Aired: January 23, 1986
Frasier has not been the same since Diane dumped him in Europe, so she and Sam unite to help him get back on his feet and gain the confidence he needs to return to psychology.
Cliffie's Big Score
Episode: 085 | Aired: January 30, 1986
Cliff has a real dilemma, but he's loving every minute of it, when both Carla and Diane accept his invitation to be his date for the Postman's Ball.
Second Time Around
Episode: 086 | Aired: February 06, 1986
Sam tries to help Frasier out of a severe depression by fixing him up. After just one date with Candi, Frasier announces his plans to marry her immediately.
The Peterson Principle
Episode: 087 | Aired: February 13, 1986
Norm has to struggle with his conscience when he and a co-worker are in competition for a big promotion and Norm hears gossip that could win him the job. Frasier tries to stir up emotions in Diane by showing slides of their European trip.
Episode: 088 | Aired: February 20, 1986
A series of events makes Sam suddenly aware that he is getting older.
Save The Last Dance For Me
Episode: 089 | Aired: February 27, 1986
Carla teams up with Nick to enter a local dance contest, but after several arguments during practice they split. She takes Sam as her partner and they compete against Nick and his new bride, Loretta.
Fear Is My Co-Pilot
Episode: 090 | Aired: March 13, 1986
When the pilot of a small airplane collapses while in flight, passengers Sam and Diane think they are about to die. In their panic they reveal their true feelings for each other.
Diane Chambers Day
Episode: 091 | Aired: March 20, 1986
Diane is sinking into depression because she feels she is being excluded from the bar's clique, so Frasier creates a plan to cheer her up. She mistakenly believes it was Sam's idea and her old feelings for him are rekindled.
Episode: 092 | Aired: March 27, 1986
Woody fears for his job when Sam hires a temporary bartender who wins the customers' hearts as he puts on a delightful show with every drink he pours.
Strange Bedfellows (Part I)
Episode: 093 | Aired: May 01, 1986
Sam takes a sudden interest in politics when a lady he is dating, Janet Eldridge, runs for city councilwoman. Diane decides to support Janet's competitor because she fears that if Janet wins, she will also win Sam.
Strange Bedfellows (Part II)
Episode: 094 | Aired: May 18, 1986
Senator Gary Hart makes a cameo appearance at Cheers. Sam's relationship heats up with Councilwoman Janet Eldridge. Janet convinces him to fire Diane but Diane beats him to the punch by quitting.
Strange Bedfellows (Part III)
Episode: 095 | Aired: May 15, 1986
While Sam is making a valiant attempt to be part of Janet's political career, Diane poses as a reporter at the press conference and heckles Sam until he loses his temper. Over the phone, Sam proposes marriage to someone, but to whom, it is not clear.