Caroline in the City
TVPG
Sitcom
A young cartoonist’s personal life continually creeps into her comic strip.
Cast & Crew
Where to Stream
1995–1999 Series 4 Seasons100 Episodes
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Upcoming TV Airings
The airings below are based on a generic national schedule. Times and dates can vary by TV provider.
Thursday, June 26
Caroline and Richard's Mom
Season 1 • Episode 21
Caroline helps Richard cope with a surprise visit from his globe-trotting mother.
Thursday, June 26
Caroline and the Bridesmaids
Season 1 • Episode 22
Stress tests friends when Caroline entrusts Annie with maid-of-honor duties.
Friday, June 27
Caroline and the Wedding
Season 1 • Episode 23
Caroline and Del both get cold feet as the wedding day looms closer.
Friday, June 27
Caroline and the Condom
Season 1 • Episode 24
The prospect of an afternoon tryst lands Caroline in hot water.
Saturday, June 28
Caroline and the Younger Man
Season 2 • Episode 1
Romantic sparks fly between Caroline and a young veterinarian.
Saturday, June 28
Caroline and the Letter
Season 2 • Episode 2
Caroline offers Richard his old job; pregnant Vicki goes into early labor.
Saturday, June 28
Caroline and the Critics
Season 2 • Episode 21
A newspaper fails to resubscribe to Caroline's strip, sending her on a cross-country trip.
Saturday, June 28
Caroline and the Ombudsman
Season 2 • Episode 22
Caroline hires a mediator to confront her neglectful building superintendent.
Saturday, June 28
Caroline and the Bad Trip
Season 2 • Episode 23
Caroline is set to appear on "The Tonight Show"; Richard's mother reveals his father's identity.
Saturday, June 28
Caroline and Richard & Julia
Season 2 • Episode 24
Caroline poses as Richard's wife to impress his ex-flame (Sofia Milos).
Tuesday, July 1
Caroline and the Cat Dancer
Season 2 • Episode 3
Annie misconstrues an IRS auditor's demeanor; guest David Hyde Pierce.
Tuesday, July 1
Caroline and the Guy Who Gets There Too Soon
Season 2 • Episode 4
When Joe declares his love for Caroline, she decides to date an older man.
Wednesday, July 2
Caroline and the Dreamers
Season 2 • Episode 5
The city commissions Richard to paint a mural in a dangerous location.
Wednesday, July 2
Caroline and the Nice Jewish Boy
Season 2 • Episode 6
Gentile Del falls for a woman (Rena Sofer) who dates only Jewish men.
Thursday, July 3
Caroline and Victor/Victoria
Season 2 • Episode 7
Annie does research for her audition for "Victor/Victoria."
Thursday, July 3
Caroline and the Comic
Season 2 • Episode 8
Caroline reunites Richard with his father (Judd Hirsch), a vaudevillian comic.
Friday, July 4
Caroline and the Therapist
Season 2 • Episode 9
Veterinarian Joe recommends Caroline take her cat to a therapist.
Friday, July 4
Caroline and the Red Sauce
Season 2 • Episode 10
Annie's mother (Candice Azzara) unexpectedly wants to move in with her.
Saturday, July 5
Caroline and the Freight King
Season 2 • Episode 11
Caroline is locked in a laundry overnight with a homeless man.
Saturday, July 5
Caroline and the Perfect Record
Season 2 • Episode 12
Caroline turns to Richard when Joe's old girlfriend takes shelter at his place.
Saturday, July 5
Caroline and the Wayward Husband
Season 2 • Episode 25
Caroline considers telling Richard her true feelings for him.
Saturday, July 5
Caroline and the Reception
Season 3 • Episode 1
Richard's love Sofia has news for Caroline; Annie returns from Los Angeles.
Saturday, July 5
Caroline and the Kink
Season 3 • Episode 2
Caroline realizes stress over Richard is causing the constant aching in her neck.
Saturday, July 5
Caroline and the Novelist
Season 3 • Episode 3
Caroline dates a novelist without having read his book, turning the date into a disaster.
Tuesday, July 8
Caroline and the Singer
Season 2 • Episode 13
Annie's sister (Mackenzie Phillips) finds Richard's love letter to Caroline.
Tuesday, July 8
Caroline and the Kept Man
Season 2 • Episode 14
A wealthy socialite (Ann Magnuson) takes an interest in Richard's talent.
Wednesday, July 9
Caroline and the Long Shot
Season 2 • Episode 15
Richard gets a chance to score big money at a Knicks game; guest French Stewart.
Wednesday, July 9
Caroline and the Dearly Departed
Season 2 • Episode 16
Caroline tells an art columnist that Richard is dead to boost the value of his art.
Thursday, July 10
Caroline and the Getaway
Season 2 • Episode 17
Caroline and Annie both find men on their girls-only ski trip.
Thursday, July 10
Caroline and the Monkeys
Season 2 • Episode 18
Caroline braves an evening alone on the town; guest Helen Slater.
Friday, July 11
Caroline and the Buyer
Season 2 • Episode 19
A prospective buyer for Caroline's work misinterprets her charm.
Friday, July 11
Caroline and the New Neighbor
Season 2 • Episode 20
Caroline caters to her demanding, elderly neighbor (Marilyn Cooper).
Saturday, July 12
Caroline and the Critics
Season 2 • Episode 21
A newspaper fails to resubscribe to Caroline's strip, sending her on a cross-country trip.
Saturday, July 12
Caroline and the Ombudsman
Season 2 • Episode 22
Caroline hires a mediator to confront her neglectful building superintendent.
Saturday, July 12
Caroline and the Free Cable
Season 3 • Episode 4
Caroline's neighbors resent her honesty with the cable-TV company.
Saturday, July 12
Caroline and the Blind Date
Season 3 • Episode 5
Richard sets up obstacles when Sofia arranges a blind date for Caroline.
Saturday, July 12
Caroline and the Egg
Season 3 • Episode 6
Caroline ponders motherhood when a friend asks her to be an egg donor.
Saturday, July 12
Caroline and the Desperate Cat
Season 3 • Episode 7
Annie tells her old voice teacher (Harriet Sansom Harris) she's still in "Cats."
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