As of July 2026, Caroline in the City Season 4 aired in 1998 with 22 episodes. Full episode guide and where to watch below.
Caroline in the City Season 4 poster
← Back to Caroline in the City

Caroline in the City Season 4

1998 22 Episodes Comedy · Drama ⭐ 7/10

If you are after a comedy that actually makes you laugh out loud, Caroline in the City Season 4 is available on streaming right now. The 1-season run is exactly the right length for what it is doing. 33 people have weighed in on TMDB, and the verdict leans heavily positive. Lea Thompson's performance alone is worth the time investment. Available now — press play and find out why people keep recommending it.

Caroline in the City Season 4 is not trying to be everything to everyone, and that focus is exactly what makes it work. Caroline in the City Season 4 gets the fundamentals right first, then finds room to get weird with it. Season 4 of Caroline in the City includes 22 episodes. It aired from September 1998 to April 1999. 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 1998. The real test of any comedy is whether it is still funny once you know all the jokes, and Caroline in the City Season 4 holds up on rewatch in a way that separates it from one-off curiosities. There is real craft here, even in the moments that do not fully land.

If you need a comedy that actually makes you laugh, Caroline in the City Season 4 is a strong candidate. It stands on its own even without an obvious comparison point. The complete run is available and best experienced without too much prior knowledge of where it goes. Lea Thompson anchors an ensemble with real chemistry. Genuinely funny, consistently, across the whole run.

📡 Where to Watch Caroline in the City Season 4

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

TV Butler Pro app
🎩 TV Butler Pro
You find it. Your history remembers it.

🎬 Caroline in the City Season 4 — Episode Guide

E1
Caroline and the Guys in the Bathroom
1998-09-21
Acting as narrator, the Elevator Lady brings us up to speed on the events at last season's close culminating in Richard and Caroline's first kiss. Desperately aroused, Caroline and Richard pause only long enough for Caroline to run to the bathroom to brush her teeth; but once there she is confronted...
E2
Caroline and the Office
1998-09-28
When Carol can no longer stand the pressure Del is putting on her to work out of her new corporate office instead of her home, a reluctant Caroline discovers that Richard has been sleeping there: his vengeful father-in-law has stripped him of apartments, possessions and credit cards, and Charley has...
E3
Caroline and the Rotten Plum
1998-10-05
Caroline settles into her new workplace, where she inadvertently - and immediately - ticks off office manager Plum, who banishes Caroline and Richard to the basement. Meanwhile, Annie lusts after her yoga teacher Jonathan, but learns from Angie that he is a former porn performer.
E4
Caroline and the Drycleaner
1998-10-12
It's just not Annie's day: she gets fired from Cats after eight years and is immediately dumped by her agent. To get back some self esteem, she agrees to go out with her dry cleaner to his dry cleaners' annual banquet, but when she attempts to strut both their stuff on the dance floor, she succeeds ...
E5
Caroline and the First Date
1998-10-26
On Halloween, Caroline and Richard go on their first date, but she's disappointed when she thinks he didn't plan anything special; Del fears he's going to be fired. MacDermott: Edmund L. Shaff. Zorro: Clint Carmichael. Caroline: Lea Thompson.
E6
Caroline and the Paper Chase
1998-11-02
Del has hired Caroline and Annie to provide the voices for his new promotional video, but when he comes to pick them up it turns out they have to perform it for the boss first as a puppet show - about menstruation. While Annie is in her office, Caroline searches in Richard's desk for a highlighter a...
E7
Caroline and the Big Night
1998-11-09
Caroline and Richard's big night finally arrives, in the form of a romantic weekend booked in the perfect room at the perfect country bed and breakfast. What's wrong with this picture? Naturally everything: Richard's choice of the perfect negligée for Caroline to wear gets switched for Del's brothe...
E8
Caroline and the Diva
1998-11-16
Jealousy between Richard and Annie reaches a new height when Richard wants to attend an operatic recital to which Caroline invited Annie months ago. The two squabble so childishly that an infuriated Caroline tells them off loudly - and the insulted diva walks off the stage and refuses to return. Whe...
E9
Caroline and the Booby Trap
1998-11-30
After Annie is beaten out in an audition by an untalented but well endowed rival, she announces her intention to have breast augmentation surgery during a Thanksgiving dinner already complicated by Del's turning up with a frozen rather than pre-cooked turkey and the bizarre behavior of mailroom Dave...
E10
Caroline and the Bar Mitzvah
1998-12-14
Richard's Aunt Frieda announces that before she moves to Florida and wants to see Richard go through with the bar mitzvah he abandoned, and is willing to pay him $5,000 for the privilege. While an embarrassed Richard returns to Hebrew school, Caroline and Annie prepare a mocking party in his honor -...
E11
Caroline and the Fright Before Christmas
1998-12-21
Richard, Del and Annie are apparently successful in their combined effort to knock the Christmas spirit out of Caroline, but when she appears to have lost all interest in her annual tree-trimming festivities, her alarmed buddies declare an emergency trip to nearby ""Christmasville,"" only to discove...
E12
Caroline and the Big Bad Bed
1999-01-11
Caroline becomes upset over what she sees as Richard's refusal to share his private life with her -- which comes to a head when Reg Preston's girlfriend kicks him out and he moves in temporarily with Richard. Meanwhile, Del and Annie forge a temporary truce and attempt to find dates for each other a...
E13
Caroline and the Horny Kid
1999-01-18
Del and Caroline participate in the company's mentoring program, but Caroline's adolescent charge Stan develops an embarrassing crush on her, while Del's turns into a teenage fixer who takes over Del's professional and personal lives with impressive competence. Meanwhile, Reg tries to convince Richa...
E14
Caroline and the Firing Squad
1999-01-25
Caroline is appalled to discover that Del (currently obsessed with buying a new Porsche) is paying his partner Charlie to stay at home so that his bizarre ideas won't compromise Del's career. When she persuades Del to let Charlie attend a planning meeting, the plan backfires big time: Charlie is fir...
E15
Caroline and Joanie and the Stick
1999-03-08
Caroline tries to right an old wrong by giving up a romantic weekend in Boston with Richard to help out a visiting childhood chum, Joanie, whom Caroline once bullied in school. Meanwhile, a lonely Annie finds unexpected companionship with a smooth-talking parrot when she agrees to bird-sit for Dave,...
E16
Caroline and the Ancestral Home
1999-03-15
Caroline and the gang visit her family's home in Wisconsin and learn her parents are selling the house. Distraught, she prolongs her stay (while Richard unwillingly bonds with the locals), and ultimately decides to preserve her childhood memories by buying the house herself.
E17
Caroline and the 2000th Strip
1999-03-08
There's to be a big celebrity banquet to celebrate Caroline's 2000th strip, but there's a snag: Caroline is completely blocked in terms of fresh, funny ideas. While everyone else waits for her to get ready (Richard in a cheap rental tuxedo which gradually disintegrates), Caroline fantasizes about wh...
E18
Caroline and the Sudsy Guy
1999-03-22
Caroline's plans to rent out her house in Wisconsin hit an unexpected snag when Grandma Duffy refuses to leave, forcing Caroline to return to Wisconsin, where she is surprised to learn that her former boyfriend Randy will be her new tenant. Meanwhile, Richard has his hands full in New York when he a...
E19
Caroline and the Return of the Sudsy Guy
1999-03-29
Sparks fly between Caroline and Randy when he pays her a surprise visit in New York and they end up getting stuck together in a subway tunnel for two hours. Meanwhile, Richard gets his first real break as an artist when an eccentric gallery owner offers to exhibit his work -- but only if he can crea...
E20
Caroline and the Ultimatum
1999-04-05
Caroline gives Richard a matrimonial ultimatum; but on his way to propose to her, he is taken hostage in a video store holdup. He decides that escape will prove his manhood and worthiness of Caroline -- and when he is wheeled in by paramedics, he does indeed propose.

🎭 Cast of Caroline in the City Season 4

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

📋 All Seasons of Caroline in the City

Season 1Season 2Season 3

Never Lose Track of Caroline in the City

TV Butler Pro lets you search every streaming service in seconds, tracks what you've watched, and works completely free. No app download needed.

🎩 Try TV Butler Pro Free