| Season 1 | Episode 1 | Caroline in the City | 1995-09-21 | 30 min |
| Season 1 | Episode 2 | Caroline and the Mugger | 1995-09-28 | 30 min |
| Season 1 | Episode 3 | Caroline and the Gay Art Show | 1995-10-05 | 30 min |
| Season 1 | Episode 4 | Caroline and the Bad Back | 1995-10-12 | 30 min |
| Season 1 | Episode 5 | Caroline and the ATM | 1995-10-19 | 30 min |
| Season 1 | Episode 6 | Caroline and the Folks | 1995-11-02 | 30 min |
| Season 1 | Episode 7 | Caroline and the Opera | 1995-11-09 | 30 min |
| Season 1 | Episode 8 | Caroline and the Balloon | 1995-11-16 | 30 min |
| Season 1 | Episode 9 | Caroline and the Convict | 1995-12-07 | 30 min |
| Season 1 | Episode 10 | Caroline and the Christmas Break | 1995-12-14 | 30 min |
| Season 1 | Episode 11 | Caroline and the Gift | 1996-01-04 | 30 min |
| Season 1 | Episode 12 | Caroline and the Married Man | 1996-01-11 | 30 min |
| Season 1 | Episode 13 | Caroline and the Twenty-Eight-Pound Walleye | 1996-01-25 | 30 min |
| Season 1 | Episode 14 | Caroline and the Watch | 1996-02-01 | 30 min |
| Season 1 | Episode 15 | Caroline and the Bad Date | 1996-02-15 | 30 min |
| Season 1 | Episode 16 | Caroline and the Proposal | 1996-02-22 | 30 min |
| Season 1 | Episode 17 | Caroline and the Kid | 1996-03-14 | 30 min |
| Season 1 | Episode 18 | Caroline and the Ex-Wife | 1996-03-28 | 30 min |
| Season 1 | Episode 19 | Caroline and the Movie | 1996-04-04 | 30 min |
| Season 1 | Episode 20 | Caroline and the Cereal | 1996-04-18 | 30 min |
| Season 1 | Episode 21 | Caroline and Richard's Mom | 1996-04-25 | 30 min |
| Season 1 | Episode 22 | Caroline and the Bridesmaids | 1996-05-09 | 30 min |
| Season 1 | Episode 23 | Caroline and the Wedding | 1996-05-16 | 30 min |
| Season 1 | Episode 24 | Caroline and the Condom | 1996-08-05 | 30 min |
| Season 2 | Episode 1 | Caroline and the Younger Man (1) | 1996-09-17 | 30 min |
| Season 2 | Episode 2 | Caroline and the Letter (2) | 1996-09-24 | 30 min |
| Season 2 | Episode 3 | Caroline and the Cat Dancer | 1996-10-15 | 30 min |
| Season 2 | Episode 4 | Caroline and the Guy Who Gets There Too Soon | 1996-10-22 | 30 min |
| Season 2 | Episode 5 | Caroline and the Dreamers | 1996-10-29 | 30 min |
| Season 2 | Episode 6 | Caroline and the Nice Jewish Boy | 1996-11-12 | 30 min |
| Season 2 | Episode 7 | Caroline and Victor/Victoria | 1996-11-19 | 30 min |
| Season 2 | Episode 8 | Caroline and the Comic | 1996-11-26 | 30 min |
| Season 2 | Episode 9 | Caroline and the Therapist | 1996-12-03 | 30 min |
| Season 2 | Episode 10 | Caroline and the Red Sauce | 1996-12-10 | 30 min |
| Season 2 | Episode 11 | Caroline and the Freight King | 1996-12-17 | 30 min |
| Season 2 | Episode 12 | Caroline and the Perfect Record | 1997-01-07 | 30 min |
| Season 2 | Episode 13 | Caroline and the Singer | 1997-01-14 | 30 min |
| Season 2 | Episode 14 | Caroline and the Kept Man | 1997-01-21 | 30 min |
| Season 2 | Episode 15 | Caroline and the Long Shot | 1997-02-11 | 30 min |
| Season 2 | Episode 16 | Caroline and the Dearly Departed | 1997-02-18 | 30 min |
| Season 2 | Episode 17 | Caroline and the Getaway | 1997-02-25 | 30 min |
| Season 2 | Episode 18 | Caroline and the Monkeys | 1997-03-11 | 30 min |
| Season 2 | Episode 19 | Caroline and the Buyer | 1997-04-01 | 30 min |
| Season 2 | Episode 20 | Caroline and the New Neighbor | 1997-04-08 | 30 min |
| Season 2 | Episode 21 | Caroline and the Critics | 1997-04-15 | 30 min |
| Season 2 | Episode 22 | Caroline and the Ombudsman | 1997-04-22 | 30 min |
| Season 2 | Episode 23 | Caroline and the Bad Trip (1) | 1997-05-06 | 30 min |
| Season 2 | Episode 24 | Caroline and Richard & Julia (2) | 1997-05-13 | 30 min |
| Season 2 | Episode 25 | Caroline and the Wayward Husband (3) | 1997-05-13 | 30 min |
| Season 3 | Episode 1 | Caroline and the Reception (4) | 1997-09-22 | 30 min |
| Season 3 | Episode 2 | Caroline and the Kink | 1997-09-29 | 30 min |
| Season 3 | Episode 3 | Caroline and the Novelist | 1997-10-06 | 30 min |
| Season 3 | Episode 4 | Caroline and the Free Cable | 1997-10-13 | 30 min |
| Season 3 | Episode 5 | Caroline and the Blind Date | 1997-10-20 | 30 min |
| Season 3 | Episode 6 | Caroline and the Egg | 1997-11-03 | 30 min |
| Season 3 | Episode 7 | Caroline and the Desperate Cat | 1997-11-10 | 30 min |
| Season 3 | Episode 8 | Caroline and the Cold Sesame Noodles | 1997-11-17 | 30 min |
| Season 3 | Episode 9 | Caroline and the Bitter Beast | 1997-11-24 | 30 min |
| Season 3 | Episode 10 | Caroline and the Councilman | 1997-12-01 | 30 min |
| Season 3 | Episode 11 | Caroline and the Used Car Salesman | 1997-12-08 | 30 min |
| Season 3 | Episode 12 | Caroline and the Decanter | 1997-12-15 | 30 min |
| Season 3 | Episode 13 | Caroline and the Love That Dares Not Speak Its Name (2) | 1998-01-05 | 30 min |
| Season 3 | Episode 14 | Caroline and the Quiz Show | 1998-01-12 | 30 min |
| Season 3 | Episode 15 | Caroline and the Reluctant Father | 1998-01-19 | 30 min |
| Season 3 | Episode 16 | Caroline and the Outer Limits | 1998-01-26 | 30 min |
| Season 3 | Episode 17 | Caroline and the Toothbrush | 1998-02-02 | 30 min |
| Season 3 | Episode 18 | Caroline and the Cabbie | 1998-03-09 | 30 min |
| Season 3 | Episode 19 | Caroline and the Visit From Mom | 1998-03-16 | 30 min |
| Season 3 | Episode 20 | Caroline and the Little White Lies | 1998-04-06 | 30 min |
| Season 3 | Episode 21 | Caroline and the Killer Dad | 1998-04-13 | 30 min |
| Season 3 | Episode 22 | Caroline and the Sandwich | 1998-04-27 | 30 min |
| Season 3 | Episode 23 | Caroline and the Marriage Counselor (1) | 1998-05-04 | 30 min |
| Season 3 | Episode 24 | Caroline and the Marriage Counselor (2) | 1998-05-04 | 30 min |
| Season 3 | Episode 25 | Caroline and the Secret (1) | 1998-05-18 | 30 min |
| Season 3 | Episode 26 | Caroline and the Bullfighter (2) | 1998-05-18 | 30 min |
| Season 4 | Episode 1 | Caroline and the Guys in the Bathroom | 1998-09-21 | 30 min |
| Season 4 | Episode 2 | Caroline and the Office | 1998-09-28 | 30 min |
| Season 4 | Episode 3 | Caroline and the Rotten Plum | 1998-10-05 | 30 min |
| Season 4 | Episode 4 | Caroline and the Drycleaner | 1998-10-12 | 30 min |
| Season 4 | Episode 5 | Caroline and the First Date | 1998-10-26 | 30 min |
| Season 4 | Episode 6 | Caroline and the Paper Chase | 1998-11-02 | 30 min |
| Season 4 | Episode 7 | Caroline and the Big Night | 1998-11-09 | 30 min |
| Season 4 | Episode 8 | Caroline and the Diva | 1998-11-16 | 30 min |
| Season 4 | Episode 9 | Caroline and the Booby Trap | 1998-11-30 | 30 min |
| Season 4 | Episode 10 | Caroline and the Bar Mitzvah | 1998-12-14 | 30 min |
| Season 4 | Episode 11 | Caroline and the Fright Before Christmas | 1998-12-21 | 30 min |
| Season 4 | Episode 12 | Caroline and the Big Bad Bed | 1999-01-11 | 30 min |
| Season 4 | Episode 13 | Caroline and the Horny Kid | 1999-01-18 | 30 min |
| Season 4 | Episode 14 | Caroline and the Firing Squad | 1999-01-25 | 30 min |
| Season 4 | Episode 15 | Caroline and Joanie and the Stick | | 30 min |
| Season 4 | Episode 16 | Caroline and the 2000th Strip | 1999-03-08 | 30 min |
| Season 4 | Episode 17 | Caroline and the Ancestral Home | 1999-03-15 | 30 min |
| Season 4 | Episode 18 | Caroline and the Sudsy Guy | 1999-03-22 | 30 min |
| Season 4 | Episode 19 | Caroline and the Return of the Sudsy Guy (1) | 1999-03-29 | 30 min |
| Season 4 | Episode 20 | Caroline and the Ultimatum (2) | 1999-04-05 | 30 min |
| Season 4 | Episode 21 | Caroline and El Niño (1) | 1999-04-26 | 30 min |
| Season 4 | Episode 22 | Caroline and the Big Move (2) | 1999-04-26 | 30 min |
