A Short History of Crossword Puzzles

From ancient word squares to Arthur Wynne’s 1913 “word-cross,” the rise of British cryptics, the New York Times era, and today’s digital boom.

Ancient roots: word squares

Long before newspaper crosswords, people played with interlocking words. The most famous example is the Sator word square (“SATOR AREPO TENET OPERA ROTAS”), found in Pompeii and elsewhere, dating to the first century CE. Scholars debate its meaning, but as a 5×5 reversible word square it foreshadows the grid-based wordplay to come.

Pompeii, 1st century Word squares

1913: Arthur Wynne’s “word-cross”

The first modern crossword appeared on December 21, 1913, in the New York World. Created by Liverpool-born journalist Arthur Wynne, it was diamond-shaped, labeled a “word-cross,” and lacked internal blocks as we know them today. Its popularity sparked imitators across U.S. papers.

Fun fact: the term soon flipped from “word-cross” to “cross-word,” and eventually to “crossword.”
New York World Dec 21, 1913

1920s: the crossword craze

Crosswords went mainstream in the 1920s. In 1924, Simon & Schuster published The Cross Word Puzzle Book, edited by Margaret Petherbridge (later Margaret Farrar). The book’s runaway success helped cement crosswords as a U.S. pastime and launched Farrar’s influential editing career.

Simon & Schuster (1924) Margaret Farrar

1926: Britain invents the cryptic

In Britain, crosswords evolved into the cryptic style—clues that are part definition and part wordplay. Poet Edward Powys Mathers (“Torquemada”) popularized the form in The Observer from 1926, establishing many conventions still used by British setters today.

The Observer Torquemada Cryptic clueing

1942: The New York Times joins in

Although initially skeptical, The New York Times launched its Sunday crossword on February 15, 1942, with Margaret Farrar as its first editor. The daily Times crossword followed later (1950), and the NYT puzzle has since become a global bellwether for American-style crosswords.

NYT Sunday debut: Feb 15, 1942 Editor: Margaret Farrar Daily begins: 1950

1944: The D-Day crossword scare

Weeks before the Normandy landings, a run of Allied code names (“Utah,” “Omaha,” “Overlord,” “Neptune,” etc.) appeared as answers in the Daily Telegraph crossword. British intelligence briefly investigated setter Leonard Dawe, but the incident was ultimately deemed coincidence mixed with classroom gossip—still one of crossword history’s wildest stories.

Daily Telegraph Wartime lore

Modern era: themes, tech, and apps

Post-war editors refined rules (symmetry, interlock, avoiding unchecked letters) and embraced theme construction, where multiple entries share an idea or trick. From the 1990s onward, software and databases accelerated constructing; today, crosswords thrive in print and in apps, alongside variants (minis, diagramless, barred, cryptics) and a more inclusive, global constructor community.

Try our Mini Crossword Generator—fast, clean crossings, and dictionary-backed clues.
Themes & meta-puzzles Apps & digital

Further reading