Addams was born in Westfield, New Jersey. The son of Grace M. (née Spear; 1879–1943) and Charles Huey Addams (1873–1932), a piano company executive who had studied to be an architect, he was known as "something of a rascal around the neighborhood" as childhood friends recalled. Addams was distantly related to U.S. presidents John Adams and John Quincy Adams, despite the different spellings of their last names, and was a first cousin twice removed to noted social reformer Jane Addams.

Addams would enjoy the Presbyterian Cemetery on Mountain Avenue in Westfield as a child, where – according to author and Addams expert Ron MacCloskey – he would wonder what it was like to be dead. In the cartoons, his ghoulish creations lived on Cemetery Ridge with a dreadful view.

A house on Elm Street and another on Dudley Avenue – into which police once caught him breaking and entering – are said to be the inspiration for the Addams Family mansion in his cartoons. College Hall, the oldest building on the current campus of the University of Pennsylvania, where Addams studied, was also an inspiration for the mansion. One friend said of him: "His sense of humor was a little different from everybody else's." He was also artistically inclined, "drawing with a happy vengeance", according to a biographer.

His father encouraged him to draw, and Addams did cartoons for the Westfield High School yearbook, Weathervane. He attended Colgate University in 1929 and 1930. At the corners of West Kendrick and Maple Avenues in Hamilton, is another home, and myth, that may have inspired the Addams Family house. He also attended the University of Pennsylvania in 1930 and 1931. He then studied at the Grand Central School of Art in New York City in 1931 and 1932.

Charles Addams joined the layout department of True Detective magazine in 1933, where he retouched photos of corpses to remove the blood for appearance alongside magazine stories. Addams complained: "A lot of those corpses were more interesting the way they were."

His first drawing for The New Yorker, a sketch of a window washer, ran February 6, 1932, and his cartoons ran regularly in the magazine from 1937, when he drew the first in the series that came to be called The Addams Family, until his death. Addams remained a freelancer throughout that time.

During World War II, Addams served at the Signal Corps Photographic Center in New York, where he made animated training films for the U.S. Army.

Addams created a 1952 mural for the library at Penn State depicting prominent Addams Family members.

Television producer David Levy approached Addams with an offer to create The Addams Family television series, with a little help from the humorist. Addams gave his characters names as well as qualities for actors to use in portrayals; the series ran on ABC from 1964 to 1966.

Addams regularly had cartoons in The New Yorker, and he also created the syndicated single-panel comic Out of This World between 1955 and 1957. Collections of his work include Drawn and Quartered (1942) and Monster Rally (1950), the latter with a foreword by John O'Hara. One cartoon shows two men standing in a patent attorney's office; one points a bizarre gun out the window toward the street, saying: "Death ray, fiddlesticks! Why, it doesn't even slow them up!".

Dear Dead Days (1959) is a scrapbook-like compendium of vintage images (and occasional pieces of text) that appealed to the author's sense of the grotesque, including Victorian woodcuts, vintage medicine-show advertisements, and a boyhood photograph of Francesco Lentini, who had three legs.

Addams drew more than 1,300 cartoons over the course of his life. Beyond The New Yorker pages, his cartoons appeared in Collier's and TV Guide, as well as books, calendars, and other merchandise.

The 1957 album Ghost Ballads, featuring folk songs with supernatural themes by singer-guitarist Dean Gitter, was packaged with cover art by Addams depicting a haunted house.

The Mystery Writers of America honored Addams with a Special Edgar Award in 1961 for his body of work. The films The Old Dark House (1963) and Murder by Death (1976) feature title sequences illustrated by Addams.

In 1946, Addams met science-fiction writer Ray Bradbury after having drawn an illustration for Mademoiselle magazine's publication of Bradbury's short story "Homecoming", the first in a series of tales chronicling a family of Illinois vampires named the Elliotts. The pair became friends and planned to collaborate on a book of the Elliott Family's complete history with Bradbury writing and Addams providing the illustrations, but it never materialized. Bradbury's stories about the "Elliott Family" were finally anthologized in From the Dust Returned in October 2001, with a connecting narrative and an explanation of his work with Addams, and Addams's 1946 Mademoiselle illustration used for the book's cover jacket. Although Addams's own characters were well-established by the time of their initial encounter, in a 2001 interview, Bradbury stated: "[Addams] went his way and created the Addams Family, and I went my own way and created my family in this book."

Janet Maslin, in a review of an Addams biography for The New York Times, wrote: "Addams's persona sounds cooked up for the benefit of feature writers ... was at least partly a character contrived for the public eye," noting that one outré publicity photo showed the humorist wearing a suit of armor at home, "but the shelves behind him hold books about painting and antiques, as well as a novel by John Updike."

Filmmaker Alfred Hitchcock was a friend of Addams, and owned two pieces of original Addams art. Hitchcock references Addams in his 1959 film North by Northwest. During the auction scene, Cary Grant discovers two of his adversaries with someone who he also thinks is against him and says: "The three of you together. Now that's a picture only Charles Addams could draw."

Addams met first wife Barbara Jean Day in late 1943. While she purportedly resembled his cartoon character Morticia Addams, the marriage ended eight years later after Addams declined to have children (she later married New Yorker colleague John Hersey, author of the book Hiroshima).

Addams married second wife Barbara Barb (Estelle B. Barb) in 1954. A practicing lawyer, she "combined Morticia-like looks with diabolical legal scheming," by which she wound up controlling the Addams Family television and film franchises and persuaded her husband to give away other legal rights. At one point, she got her husband to take out a US$100,000 insurance policy. Addams consulted a lawyer on the sly, who later humorously wrote: "I told him the last time I had word of such a move was in a picture called Double Indemnity starring Barbara Stanwyck, which I called to his attention." In the movie, Stanwyck's character plotted her husband's murder. The couple divorced in 1956.

Addams was "sociable and debonair". A biographer described him as being "a well-dressed, courtly man with silvery back-combed hair and a gentle manner, he bore no resemblance to a fiend". Figuratively a "ladykiller", Addams accompanied women such as Greta Garbo, Joan Fontaine, and Jacqueline Kennedy on social occasions. For about a year after the death of Nelson Rockefeller, Addams dated Megan Marshack, the aide who was with the former US vice president when he died.

Addams married his third and final wife Marilyn Matthews Miller, best known as "Tee" (1926–2002), in a pet cemetery. The Addamses moved to Sagaponack, New York in 1985, where they named their estate "The Swamp".

It is well known for its illustrated and often topical covers, its commentaries on popular culture and eccentric American culture, its attention to modern fiction by the inclusion of short stories and literary reviews, its rigorous fact checking and copy editing, its journalism on politics and social issues, and its single-panel cartoons sprinkled throughout each issue.

The New Yorker was founded by Harold Ross (1892–1951) and his wife Jane Grant (1892–1972), a New York Times reporter, and debuted on February 21, 1925. Ross wanted to create a sophisticated humor magazine that would be different from perceivably "corny" humor publications such as Judge, where he had worked, or the old Life. Ross partnered with entrepreneur Raoul H. Fleischmann (who founded the General Baking Company) to establish the F-R Publishing Company. The magazine's first offices were at 25 West 45th Street in Manhattan. Ross edited the magazine until his death in 1951. During the early, occasionally precarious years of its existence, the magazine prided itself on its cosmopolitan sophistication. Ross declared in a 1925 prospectus for the magazine: "It has announced that it is not edited for the old lady in Dubuque."

Although the magazine never lost its touches of humor, it soon established itself as a preeminent forum for serious fiction, essays and journalism. Shortly after the end of World War II, John Hersey's essay Hiroshima filled an entire issue. The magazine has published short stories by many of the most respected writers of the 20th and 21st centuries, including Ann Beattie, Sally Benson, Maeve Brennan, Truman Capote, Rachel Carson, John Cheever, Roald Dahl, Mavis Gallant, Geoffrey Hellman, Ernest Hemingway, Stephen King, Ruth McKenney, John McNulty, Joseph Mitchell, Alice Munro, Haruki Murakami, Vladimir Nabokov, John O'Hara, Dorothy Parker, S.J. Perelman, Philip Roth, George Saunders, J. D. Salinger, Irwin Shaw, James Thurber, John Updike, Eudora Welty, and E. B. White. Publication of Shirley Jackson's "The Lottery" drew more mail than any other story in the magazine's history. In its early decades, the magazine sometimes published two or even three short stories in an issue, but in later years the pace has remained steady at one story per issue.

The nonfiction feature articles (usually the bulk of an issue) cover an eclectic array of topics. Subjects have included eccentric evangelist Creflo Dollar, the different ways in which humans perceive the passage of time, and Münchausen syndrome by proxy.

The magazine is known for its editorial traditions. Under the rubric Profiles, it has published articles about prominent people such as Ernest Hemingway, Henry R. Luce and Marlon Brando, Hollywood restaurateur Michael Romanoff, magician Ricky Jay, and mathematicians David and Gregory Chudnovsky. Other enduring features have been "Goings on About Town", a listing of cultural and entertainment events in New York, and "The Talk of the Town", a feuilleton or miscellany of brief pieces—frequently humorous, whimsical, or eccentric vignettes of life in New York—in a breezily light style, although latterly the section often begins with a serious commentary. For many years, newspaper snippets containing amusing errors, unintended meanings or badly mixed metaphors ("Block That Metaphor") have been used as filler items, accompanied by a witty retort. There is no masthead listing the editors and staff. Despite some changes, the magazine has kept much of its traditional appearance over the decades in typography, layout, covers and artwork. The magazine was acquired by Advance Publications, the media company owned by Samuel Irving Newhouse Jr, in 1985, for $200 million when it was earning less than $6 million a year.

Ross was succeeded as editor by William Shawn (1951–87), followed by Robert Gottlieb (1987–92) and Tina Brown (1992–98). The current editor of The New Yorker is David Remnick, who succeeded Brown in July 1998.

Among the important nonfiction authors who began writing for the magazine during Shawn's editorship were Dwight Macdonald, Kenneth Tynan, and Hannah Arendt, whose Eichmann in Jerusalem reportage appeared in the magazine, before it was published as a book.

Brown's tenure attracted more controversy than Gottlieb's or even Shawn's, thanks to her high profile (Shawn, by contrast, had been an extremely shy, introverted figure), and to the changes she made to a magazine with a similar look for the previous half-century. She introduced color to the editorial pages (several years before The New York Times) and included photography, with less type on each page and a generally more modern layout. More substantively, she increased the coverage of current events and topics such as celebrities and business tycoons, and placed short pieces throughout "Goings on About Town", including a racy column about nightlife in Manhattan. A letters-to-the-editor page was introduced, and authors' bylines were added to their "Talk of the Town" pieces.

Since the late 1990s, The New Yorker has used the Internet to publish current and archived material, and maintains a website with some content from the current issue (plus exclusive web-only content). Subscribers have access to the full current issue online and a complete archive of back issues viewable as they were originally printed. In addition, The New Yorker's cartoons are available for purchase online. A digital archive of back issues from 1925 to April 2008 (representing more than 4,000 issues and half a million pages) was also issued on DVD-ROMs and on a small portable hard drive. More recently, an iPad version of the current issue has been released.  In 2014, The New Yorker opened up access online to all of its archives, expanded its plans to run an ambitious Website, and launched a paywalled subscription model. “What we’re trying to do,” said Nicholas Thompson, the editor of the Website, “is to make a website that is to the Internet what the magazine is to all other magazines.”

The magazine's editorial staff unionized in 2018 and The New Yorker Union signed its first collective bargaining agreement in 2021.

The New Yorker influenced a number of similar magazines, including The Brooklynite (1926 to 1930), The Chicagoan (1926 to 1935), and Paris's The Boulevardier (1927 to 1932).

Cartoons - COMIC ART

The New Yorker has featured cartoons (usually gag cartoons) since it began publication in 1925. For years, its cartoon editor was Lee Lorenz, who first began cartooning in 1956 and became a New Yorker contract contributor in 1958. After serving as the magazine's art editor from 1973 to 1993 (when he was replaced by Françoise Mouly), he continued in the position of cartoon editor until 1998. His book The Art of the New Yorker: 1925–1995 (Knopf, 1995) was the first comprehensive survey of all aspects of the magazine's graphics. In 1998, Robert Mankoff took over as cartoon editor and edited at least 14 collections of New Yorker cartoons. Mankoff also usually contributed a short article to each book, describing some aspect of the cartooning process or the methods used to select cartoons for the magazine. He left the magazine in 2017.

The New Yorker's stable of cartoonists has included many important talents in American humor, including Charles Addams, Peter Arno, Charles Barsotti, George Booth, Roz Chast, Tom Cheney, Sam Cobean, Leo Cullum, Richard Decker, Pia Guerra, J. B. Handelsman, Helen E. Hokinson, Pete Holmes, Ed Koren, Reginald Marsh, Mary Petty, George Price, Charles Saxon, Burr Shafer, Otto Soglow, William Steig, Saul Steinberg, James Stevenson, James Thurber, and Gahan Wilson.

Many early New Yorker cartoonists did not caption their cartoons. In his book The Years with Ross, Thurber describes the newspaper's weekly art meeting, where cartoons submitted over the previous week were brought up from the mail room to be looked over by Ross, the editorial department, and a number of staff writers. Cartoons were often rejected or sent back to artists with requested amendments, while others were accepted and captions were written for them. Some artists hired their own writers; Helen Hokinson hired James Reid Parker in 1931. Brendan Gill relates in his book Here at The New Yorker that at one point in the early 1940s, the quality of the artwork submitted to the magazine seemed to improve. It later was found out that the office boy (a teenaged Truman Capote) had been acting as a volunteer art editor, dropping pieces he did not like down the far end of his desk.

Several of the magazine's cartoons have reached a higher plateau of fame. One 1928 cartoon drawn by Carl Rose and captioned by E. B. White shows a mother telling her daughter, "It's broccoli, dear." The daughter responds, "I say it's spinach and I say the hell with it." The phrase "I say it's spinach" entered the vernacular, and three years later, the Broadway musical Face the Music included Irving Berlin's song "I Say It's Spinach (And the Hell with It)". The catchphrase "back to the drawing board" originated with the 1941 Peter Arno cartoon showing an engineer walking away from a crashed plane, saying, "Well, back to the old drawing board."

The most reprinted is Peter Steiner's 1993 drawing of two dogs at a computer, with one saying, "On the Internet, nobody knows you're a dog". According to Mankoff, Steiner and the magazine have split more than $100,000 in fees paid for the licensing and reprinting of this single cartoon, with more than half going to Steiner.

Over seven decades, many hardcover compilations of New Yorker cartoons have been published, and in 2004, Mankoff edited The Complete Cartoons of The New Yorker, a 656-page collection with 2,004 of the magazine's best cartoons published during 80 years, plus a double CD set with all 68,647 cartoons ever published in the magazine. This features a search function allowing readers to search for cartoons by cartoonist's name or year of publication. The newer group of cartoonists in recent years includes Pat Byrnes, J. C. Duffy, Liana Finck, Emily Flake, Robert Leighton, Michael Maslin, Julia Suits, and P. C. Vey. Will McPhail cited his beginnings as "just ripping off Calvin and Hobbes, Bill Watterson, and doing little dot eyes." The notion that some New Yorker cartoons have punchlines so oblique as to be impenetrable became a subplot in the Seinfeld episode "The Cartoon", as well as a playful jab in The Simpsons episode "The Sweetest Apu".