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Books like Underworld

Don DeLillo · 1997 · US · literary fiction
★ 3.96 Goodreads · 35,044 ratings

A panoramic Cold War novel that begins with a lost baseball and Bobby Thomson's home run and spirals through decades of American paranoia, waste, and longing.

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12 books for readers of Underworld

V.

Thomas Pynchon · 1963 · US 98% match ★ 3.97 Goodreads · 26,159 ratings
shares: postmodern, ambitious, New York · demanding, rich prose

A drifter named Benny Profane falls in with a bohemian crowd in 1950s New York while Herbert Stencil hunts across decades of colonial history for a woman, or an idea, known only as V.

Libra

Don DeLillo · 1988 · US 98% match ★ 4.09 Goodreads · 25,931 ratings
shares: cold war, conspiracy · idea-driven, rich prose

Lee Harvey Oswald drifts from the Bronx to the Marines to Minsk to Dallas while a group of disaffected CIA men plan a staged attempt on Kennedy that is meant to miss.

Gravity's Rainbow

Thomas Pynchon · 1973 · US 95% match ★ 3.58 Goodreads
shares: postmodern, conspiracy, dense · epic, idea-driven

A massive, hallucinatory novel tracking a V-2 rocket across wartime Europe, connecting paranoia, entropy, Pavlovian conditioning, and the death drive of Western civilisation.

The Book of Daniel

E. L. Doctorow · 1971 · US 94% match ★ 3.85 Goodreads · 6,092 ratings
shares: cold war, non linear · rich prose, idea-driven

Daniel Isaacson, the son of a couple executed for spying in the 1950s, struggles in the late 1960s with their memory, his sister's breakdown and his own anger, in Doctorow's novel based on the Rosenberg case.

J R

William Gaddis · 1975 · US 94% match ★ 4.32 Goodreads · 4,013 ratings
shares: postmodern, dense, New York · idea-driven, demanding

An eleven-year-old boy on Long Island, starting from a school trip to the stock exchange and working from a pay phone, builds a vast paper empire, told almost entirely in unattributed dialogue.

A Visit from the Goon Squad

Jennifer Egan · 2010 · US 94% match ★ 3.70 Goodreads · 257,006 ratings
shares: ambitious, New York, non linear · experimental, cold

A novel in linked chapters that leaps through decades and forms, one of them a PowerPoint presentation, following a record executive, his kleptomaniac assistant and the people around them as time changes everything.

The Loneliness of Sonia and Sunny

Kiran Desai · 2025 · India 92% match ★ 3.68 Goodreads · 44,165 ratings
shares: ambitious, New York, sprawling · epic, idea-driven

Sonia, a student writer in snowy Vermont, and Sunny, a struggling journalist in New York, are two young Indians whose grandparents try to arrange a match between them, and their unlikely relationship carries them across continents and generations.

To Paradise

Hanya Yanagihara · 2022 · US 92% match ★ 3.72 Goodreads · 58,163 ratings
shares: ambitious, New York, sprawling · epic, idea-driven

Three interconnected novellas spanning 1893, 1993, and 2093 New York, each reimagining a version of paradise and the human need to construct utopia.

The Twenty-Seventh City

Jonathan Franzen · 1988 · US 92% match ★ 3.13 Goodreads · 5,437 ratings
shares: conspiracy, dense, ensemble · idea-driven, unhurried

St. Louis's new police chief, a former Bombay officer, quietly takes over the city through a conspiracy of influence, blackmail and real estate, and only one civic leader resists.

Infinite Jest

David Foster Wallace · 1996 · US 92% match ★ 4.25 Goodreads · 106,446 ratings
shares: sports, dense, sprawling · epic, idea-driven

In a near-future North America where years are sold to corporate sponsors, an elite tennis academy and the halfway house down the hill orbit a film so entertaining it kills anyone who watches it.

The Golden Notebook

Doris Lessing · 1962 · UK 92% match ★ 3.77 Goodreads · 25,528 ratings
shares: cold war, dense · idea-driven, unhurried

Anna Wulf, a blocked novelist in 1950s London, keeps four notebooks for the parts of her life, black for Africa, red for politics, yellow for fiction and blue for daily life, and tries to bring them together in a fifth.

The Gold Bug Variations

Richard Powers · 1991 · US 91% match ★ 3.99 Goodreads · 2,343 ratings
shares: ambitious, dense · idea-driven, unhurried

In 1957 a young geneticist tries to crack the genetic code, and in the 1980s a librarian and an art historian piece together his story, in a novel built on Bach's Goldberg Variations.