The Somber City: Ten Notable Chicago Novels You Should Read

Thomas Storey

Chicago is a uniquely American city; an inclusive melting pot perched on the edge of the Midwestern desert, it has proved to be a tantalizing prospect for novelists seeking to define and elaborate the profundities of American life.

Chicago has provided ample inspiration for a wide array of writers over the decades; its distinctive blend of Midwestern suburban sprawl and Gothamesque cityscape making it a potent symbol of American urban existence. Its all-encompassing capaciousness makes it a perfect foundation for the novel form and many writers have turned to the windy city to give substance to their works. This by no means exhaustive list seeks to outline some of the best the city’s writers have offered.

Willa Cather – The Song of the Lark

Buy Now

Philip Roth – Letting Go

The first full length novel by a giant of American literature, Roth’s Letting Go (1962) is a depiction of the paralysing constraints of 1950s society and the tension between academic idealism and corporeal pleasure, all set to the backdrop of the University of Chicago.

Buy Now

Upton Sinclair – The Jungle

A tale of corruption and revulsion in Chicago’s meat packing industry; Sinclair’s The Jungle (1906) was so successful that it prompted new legislation of the industry. Today it still remains relevant as an excoriating attack on capitalism and the exploitation of workers.

Buy Now

Henry Blake Fuller – The Cliff Dwellers

Depicting the early years of the city of Chicago, Henry Blake Fuller’s novel is a testament to the rapid spread of the Chicago metropolis. Written in 1893, the novel stands as an unrepentant tale of rapid social and economic growth, whilst also serving as a prescient portrayal of the psychological implications of a typically cramped urban existence.

Buy Now

Saul Bellow – Humbolt’s Gift

The prototypical Chicago novelist, almost all of Bellow’s works have some relation to the city in which he grew up. Humbolt’s Gift (1975) is an interrogation of the commodification of high culture in American society, as well as a depiction of the Chicago underbelly. Winner of the 1976 Pulitzer Prize for Fiction, the book not only comments on widespread commodification within America but also reflects on spirituality and poetry.

Buy Now

Sanda Cisneros – The House on Mango Street

The House on Mango Street (1984) is a portrayal of the ‘Chicano’ society in Chicago; the community of Mexican and Puerto Ricans immigrants living in the city’s slums. Cisneros’s novel is notable because of its innovative approach to the depiction of community life, which she illustrates using a creative first person narrative, which borders on the poetic. These impressionistic vignettes make Cisneros’ novel a passionate and creative masterpiece.

Buy Now

Nelson Algren – The Man with the Golden Arm

Set in the late 1940s, Algren’s novel was controversial for its time, as it recounts the travails of the lowlife drug addicts and small time crooks who populate Chicago’s north side ghettos in the years following World War II. The Man with the Golden Arm (1949) is widely considered to be Algren’s best written work, and it won him the National Book Award in the United States in 1950.

Buy Now

Theodore Dreiser – Sister Carrie

Sister Carrie (1900) is a depiction of turn of the century urban life and the changes that such a frenetic existence brought to personal relations. The novel reveals the way in which Victorian morality and values crumbled in the face of city existence and capitalist greed, and critics have hailed it as one of the greatest American urban novels of all time. A realistic tale of humanity, the novel’s style sees Dreiser move away from the naturalist writings that he was known for at the time, toward a more gritty and candid approach.

Buy Now

Richard Wright – Native Son

One of the most powerful realisations of the African-American experience in literary fiction, Native Son (1940) was instantly popular with both critics and readers. Richard Wright’s novel is a profound interrogation of the ways in which black Americans were forced to succumb to the dominant stereotypes created by white society to define their identity. Its plot is a moving tale of a young African-American living in poverty in the south of Chicago, and boldly outlines the racial divides that existed within society at the time, and the appalling social conditions endured by the African-American community.

Buy Now

Saul Bellow – The Adventures of Augie March

Another work by Bellow which takes Chicago as its subject, The Adventures of Augie March depicts the life of a young man struggling to define his identity in the metropolitan sprawl. Its opening lines set out its stall as both an American novel and a Chicago novel: ‘I am an American, Chicago born—Chicago, that somber city—and go at things as I have taught myself…’

Buy Now
By Thomas Storey

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

Culture Trip Spring Sale

Save up to $1,100 on our unique small-group trips! Limited spots.

X
Edit article