As of July 2026, Caroline in the City Season 2 aired in 1996 with 25 episodes. Full episode guide and where to watch below.
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Caroline in the City Season 2

1996 25 Episodes Comedy · Drama ⭐ 7/10

Right now you can watch Caroline in the City Season 2 on streaming — and it is funnier than its reputation suggests. Across 1 season, the show has had time to find its rhythm and keep it. 33 viewers have already rated it on TMDB — the kind of consensus that does not happen by accident. Lea Thompson sets the tone, and the rest of the cast matches it scene for scene. Start it whenever you need something guaranteed to land.

There is a reason Caroline in the City Season 2 keeps coming up in conversation. The jokes in Caroline in the City Season 2 land because the characters underneath them are worth caring about. Season 2 of Caroline in the City includes 25 episodes. It aired from September 1996 to May 1997. This season stars Lea Thompson, Eric Lutes and Malcolm Gets. Lea Thompson and Eric Lutes lead a cast that brings real weight to the material. It was aired in 1996. The timing in Caroline in the City Season 2 is precise enough that even the throwaway lines land on a second watch. There is real craft here, even in the moments that do not fully land.

Caroline in the City Season 2 is the kind of thing you put on in the background and end up fully watching. It rewards viewers regardless of what else is in their watch history. Short enough to finish in a weekend, substantial enough to feel satisfying. Lea Thompson's comic timing carries it through its weaker moments. The kind of comedy you recommend to someone who claims they do not watch much.

📡 Where to Watch Caroline in the City Season 2

Not currently available on major streaming platforms. Check back soon.

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🎬 Caroline in the City Season 2 — Episode Guide

E1
Caroline and the Younger Man
1996-09-17
Three months have passed, and Caroline is thinking about advertising for a new assistant, so Charlie tries to demonstrate he would be perfect for the job and knocks Salty out the window. Sparks fly between Caroline and the vet who treats Salty, despite her fears that at 24 he is much too young for h...
E2
Caroline and the Letter
1996-09-24
Realizing Caroline never received his love letter, Richard labors to retrieve it from her friend's apartment.
E3
Caroline and the Cat Dancer
1996-10-15
Richard tries to adjust to his new apartment, where he is plagued by noisily amorous neighbors; Joe tries to adjust to the fact that Caroline plans to remain friends with Del; and Annie frantically tries to adjust her financial records when she is notified that the IRS is auditing her for 1993, a ye...
E4
Caroline and the Guy Who Gets There Too Soon
1996-10-22
Realizing Caroline never received his love letter, Richard labors to retrieve it from her friend's apartment.
E5
Caroline and the Dreamers
1996-10-29
Upset that Caroline's strip is not being merchandised aggressively, Del finally stands up to his father who promptly replaces Del as president with his sister, who in turn immediately fires him. Excited about forming his own company (with Charlie as his sole employee), Del assumes that Caroline will...
E6
Caroline and the Nice Jewish Boy
1996-11-12
Joe refuses to accompany Caroline to an award ceremony because one of the sponsors uses animal products; so she calls former date Willard, whom she dumped because he was fat and balding. After Charlie takes him to a Jewish singles event by mistake, Del lies about his background to date an attractive...
E7
Caroline and Victor/Victoria
1996-11-19
Annie poses as a man to prepare for a ""Victor/Victoria"" audition.
E8
Caroline and the Comic
1996-11-26
Richard's father asks for his son's help in reviving an old comedy routine.
E9
Caroline and the Therapist
1996-12-03
When Salty begins behaving oddly, Mark recommends that Caroline consult a cat therapist. Although the woman is a complete fruitcake ""not allowed to practice on people any more,"" she accurately pinpoints the problem as Richard's fear of caring for animals. He confesses that he suffered a childhood ...
E10
Caroline and the Red Sauce
1996-12-10
Annie's mother arrives unexpectedly and moves in with her, to her mounting dismay, but refuses to tell her why - then confesses to Caroline that she has left Annie's father. Annie demands a showdown with her father, who in turn confesses that this is no ordinary spat: he is in love for the first tim...
E11
Caroline and the Freight King
1996-12-17
When a doodle of a porcupine drawn by Richard gets into a stack of Caroline's greeting card designs by mistake, Del tries to convince Richard to develop the idea into a character of his own - but Richard protests that he is a real artist, not a cartoonist, throwing Caroline for a loop. Annie can't s...
E12
Caroline and the Perfect Record
1997-01-07
Caroline's romance is beached when Joe's ex returns from an environmental mission.
E13
Caroline and the Singer
1997-01-14
Annie's sister Donna, who has come to town in hopes of reviving her singing career, discovers Richard's secret love letter to Caroline (inside Annie's diary) and uses it as inspiration for a new song, to Richard's horror and Annie's fury, since she has been using the letter to blackmail Richard into...
E14
Caroline and the Kept Man
1997-01-21
Caroline's romance is beached when Joe's ex returns from an environmental mission.
E15
Caroline and the Long Shot
1997-02-11
Richard wins a chance to make his dreams come true by sinking a $100,000 three-pointer during a Knicks game.
E16
Caroline and the Dearly Departed
1997-02-18
It's not a pretty picture when Caroline persuades reluctant con-artist Richard to fake his own death in order to catch the eye of a wealthy art dealer who's scouring the city in search of the works of dead painters - and who winds up delivering the eulogy at Richard's fake funeral.
E17
Caroline and the Getaway
1997-02-25
When Caroline calls her out on always blowing her off for male dates, Annie makes a deal: they will go away together for a weekend skiing trip and ignore men. Naturally, both immediately spot exceptionally interesting men: an old school chum of Caroline's who confesses to having had a mutual crush, ...
E18
Caroline and the Monkeys
1997-03-11
Del hopes to spark up romance with Annie's neurotic friend Cassandra, who plans on lighting a fire of her own - she's a compulsive pyromaniac just of an institution. Meanwhile, Caroline spends a night out on the town ""alone,"" crashing the restaurant where Richard is trying to enjoy a quiet meal an...
E19
Caroline and the Buyer
1997-04-01
Del asks Caroline to help him woo one of his father's biggest clients, a greeting-card store magnate who misunderstands what the cartoonist has to offer. Meanwhile, Annie resents Richard's relationship with her mother, and a friendly game of bocci turns ugly.
E20
Caroline and the New Neighbor
1997-04-08
Things get a little stiff when an demanding elderly new neighbor, who is driving an initially sympathetic Caroline nuts, asks Caroline and Annie for a really big favor - to help out with the removal of her dead, naked husband. Meanwhile, Richard tries to sell his car, but the only bidder is Louis, a...

🎭 Cast of Caroline in the City Season 2

Lea Thompson
Lea Thompson
Caroline Duffy
Eric Lutes
Eric Lutes
Del Cassidy
Malcolm Gets
Malcolm Gets
Richard Karinsky
Amy Pietz
Amy Pietz
Annie Spadaro
Andrew Lauer
Andrew Lauer
Charlie

📋 All Seasons of Caroline in the City

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