15 Unforgettable Bookstores in Chicago: Literary Gems for Every Reader

book shelves at open books, one of the top book stores in chicago

15 Unforgettable Bookstores in Chicago: Literary Gems for Every Reader

Chicago is a city for readers, and I’m one of them. With its rich literary history and vibrant independent scene, there are bookstores in Chicago around every corner waiting to be explored.

As a former librarian and lifelong book-lover, finding new bookstores to explore is one of my specialties. From spine-tingling mysteries and salacious biographies to classic children’s books, I love browsing for books, uncovering hidden gems and old favorites. Chicago is one of my favorite places to browse, because there are so many unique, independent book stores, both downtown and scattered throughout neighborhoods from Pilsen to Lincoln Park to Logan Square and beyond.

Whether you’re after a rare first edition, a cozy reading nook, or a lively community hub for literary events, Chicago has a bookstore for you. From massive multi-level shops to tiny indie gems, this guide highlights some of the best bookstores in Chicago—places that every book lover should visit at least once.

EXPERT TIP: Some of these indepednet books stores operate with volunteers. Be sure to call ahead for store hours so you’ll be sure to have time to browse to your hearts content.

Use the Interactive Map of Bookstores in Chicago

map of the 15 best bookstores in chicago

Unabridged: More Than Just Books, a Community Haven for Bibliophiles

Address: 3251 N Broadway, Chicago, IL 60657

Tucked into the heart of Chicago’s Lakeview neighborhood, Unabridged Bookstore has been a literary landmark since 1979. More than just a place to buy books, it’s a true community hub, known for its thoughtfully curated selection, welcoming atmosphere, and commitment to diverse voices. Whether you’re a lifelong reader or just browsing, this shop feels like home.

The knowledgeable staff are avid readers themselves, always ready with spot-on recommendations across genres—from contemporary fiction and memoirs to LGBTQ+ literature and social justice reads. Their curated table displays often feature books you won’t find topping the bestseller lists, but should absolutely be on your radar.

One of the standout features? The children’s section, widely regarded as one of the best in Chicago. It’s filled with imaginative, inclusive, and beautifully illustrated books, making it a favorite stop for parents and young readers alike. If you love independent bookstores with personality, warmth, and a carefully chosen selection, Unabridged Bookstore is a must-visit. Give yourself extra time—you won’t want to leave without a stack of new favorites.

EXPERT TIP: You’ll love the ever-changing chalkboard with quotes that spark conversation and reflection, adding a touch of whimsy to the space.

cozy seating at afterwords books in chicago
There’s lot of cozy seating at After-words books in River North

After-words Books

Address: 23 E Illinois St, Chicago, IL 60611

For years, After-Words Books has been one of my favorite bookstores in River North—partly because my son used to live nearby, but mostly because it’s just a fantastic place to get lost in books. Whenever I was in the neighborhood, I’d find myself ducking in “just to browse” and inevitably walking out with a new stack of must-reads.

Spread across two floors, this industrial-chic bookstore has a cozy yet stylish feel that makes it the perfect spot to explore at your own pace. The well-curated selection includes both new and used books, offering a mix of bestsellers, hidden gems, and literary classics. I always appreciate their strong collection of Chicago-centric books, as well as their impressive first editions and autographed copies—ideal for collectors or anyone looking for a unique find.

Unlike some larger bookstores, After-Words feels intimate, with plenty of spots to sit and flip through a book before committing to a purchase. Whether you’re a local or just visiting, it’s the kind of bookstore that invites you to linger—and keeps you coming back for more.

EXPERT TIP: They host a variety of events, such as author readings, book clubs, and writing workshops.

Sandmeyer’s Bookstore: A Bookstore Steeped in Chicago History and Charm

Address: 714 S Dearborn St, Chicago, IL 60605

Tucked into Printer’s Row, Sandmeyer’s Bookstore is the kind of family-owned gem that makes Chicago’s independent bookstore scene so special. Since 1982, this cozy shop has been a haven for book lovers looking for thoughtfully chosen reads and a warm, welcoming atmosphere.

Walking into Sandmeyer’s feels like stepping into a friend’s living room, where bookshelves brim with hand-picked new and used titles and the friendly staff—many of whom are family members—genuinely love books. While you’ll find bestsellers here, what makes this shop shine is its carefully curated selection of local authors, hidden literary gems, and books you won’t stumble upon just anywhere.

Whether you’re looking for your next great read or just want to soak in the history and charm of Printer’s Row, Sandmeyer’s is worth a visit. It’s one of those places that reminds you why independent bookstores matter.

myopic books, one the best book stores in chicago
Myopic Books in Wicker Park on Milwaukee Avenue

Myopic Books – Wicker Park Chicago

Address: 1564 N Milwaukee Ave, Chicago, IL 60622

One of the quintessential indie bookstores in the Windy City, you’re guaranteed to find something you didn’t even know you needed to read at Myopic Books. Tucked away on bustling Milwaukee Avenue in in Chicago’s Wicker Park, you’ll find three floors filled to the brim with treasures just waiting to be discovered. My favorite spot here is in the basement, in the a room off the cellar where the mysteries are housed.

If you love getting lost in stacks of books, Myopic Books in Wicker Park is a dream. This multi-floor used bookstore is packed with over 80,000 titles, ranging from classic literature to obscure finds. The maze-like aisles, creaky wooden floors, and no-phone policy make it feel like stepping into another era. Whether you’re searching for a rare treasure or just browsing, you’ll want to carve out plenty of time for this one.

The Book Cellar: A Lincoln Square Sanctuary for Bookworms and Wine Lovers

Address: 4739 N Lincoln Ave, Chicago, IL 60625

There’s nothing better than a good book and a great glass of wine, and at The Book Cellar in Lincoln Square, you don’t have to choose between the two. Part independent bookstore, part café, this charming spot is as much about community as it is about books.

Since 2004, The Book Cellar has been a go-to for book lovers looking for a cozy, inviting place to browse new and used books. Their carefully curated selection spans everything from literary fiction to memoirs and children’s books. But what truly sets it apart is its café, where you can sip wine, coffee, or tea while diving into your latest find. They even offer light bites, pastries, and sandwiches—perfect for fueling a long afternoon of reading.

Whether you’re stopping by for a book club meeting, an author event, or just some quiet time with a great novel, The Book Cellar is a must-visit for anyone who loves books (and maybe a little wine too).

Pilsen Community Books: A Vibrant Hub for Storytelling and Social Justice in Chicago’s Pilsen Neighborhood

Address: 1852 S Blue Island Ave, Chicago, IL 60608

A bookstore can be so much more than just a place to buy books—it can be a hub for community, storytelling, and social change. That’s exactly what Pilsen Community Books represents. Every time I stop in, I’m struck by how this bookstore celebrates diversity, amplifies marginalized voices, and brings people together through the power of literature.

Founded in 2016, this employee-owned shop is deeply connected to the Pilsen neighborhood, offering a carefully curated selection of fiction, non-fiction, and children’s books that reflect the area’s rich culture and history. Beyond books, they’re known for hosting cultural events, author readings, and community gatherings—all with the goal of empowering and uplifting voices that don’t always get the spotlight.

If you’re looking for a bookstore that feels like a movement, Pilsen Community Books is it. Whether you’re picking up your next great read or simply soaking in the welcoming and inspiring atmosphere, this is a place where books truly make a difference.

EXPERT TIP: Looking to get more involved in the Pilsen community? You’ll find more than just books here. Educational materials, community resources, and information on social justice initiatives line the shelves, fostering knowledge and engagement.

book shelves in a chicago bookstore
So many books waiting to be discovered in Chicago bookstores!

Barbara’s Bookstore: A Chicago Institution Championing Literary Excellence

Address: Chicago Loop – 111 N. State Street, Chicago, IL 60602
Address: Northwestern Memorial Hospital – 201 E. Huron Street, Chicago, IL 60611

Few bookstores in Chicago have the legacy and staying power of Barbara’s Bookstore. Founded in 1963, this indie favorite has been a literary mainstay for decades, offering a carefully curated selection of books for every type of reader. Whether you’re downtown shopping at Macy’s on State Street or stopping by Northwestern Hospital, you’re never far from a Barbara’s location.

What sets Barbara’s apart? The staff. They’re true book lovers, always ready with spot-on recommendations that go beyond the bestsellers. If you love a good hidden gem or niche read, this is the place to find it. Their selection spans literary fiction, nonfiction, children’s books, and more, with an emphasis on quality over quantity.

If you’re downtown and need a quick book fix or just want to browse a Chicago institution, Barbara’s is a must-visit.

EXPERT TIP: Whether you’re seeking the latest bestseller, hidden literary gems, or niche subject matter, the knowledgeable staff at Barbara’s handpicks each book with passion. Expect personalized recommendations and in-depth conversations about your reading preferences.

City Lit Books

Address: 2523 N Kedzie Blvd, Chicago, Illinois 60647

Bright, welcoming, and dog-friendly, City Lit Books is a local favorite in Logan Square—not just for book lovers, but for their four-legged friends too. The cheerful space makes for an inviting browsing experience, and the shelves are stocked with a well-curated selection of contemporary fiction, nonfiction, and an impressive children’s book section.

Beyond the books, City Lit is a true community space, hosting storytimes, book clubs, and author events that bring readers together. Whether you’re picking up a new read, joining a discussion, or just stopping in for some literary inspiration, City Lit Books is always worth a visit.

Exile in Bookville

Address: 410 S Michigan Ave suite 210, Chicago, IL 60605

Located inside the historic Fine Arts Building on Michigan Avenue, Exile in Bookville is more than just a bookstore—it’s a love letter to books and music. Named after Liz Phair’s iconic 1993 album Exile in Guyville, this indie shop naturally leans into music culture, with a standout selection of books about musicians, the industry, and pop culture.

But it’s not just about music—Exile in Bookville is a go-to for literary fiction, poetry, and small press titles. They even carry a growing collection of vinyl records, making it a unique stop for both readers and music lovers. If you appreciate indie bookstores with a distinct personality, this one is a must-see.

Women and Children First Book Store

Address: 5233 N Clark St, Chicago, IL 60640

For more than 40 years, Women & Children First has been a pillar of Chicago’s feminist literary scene. Located in Andersonville, this beloved independent bookstore is one of the largest feminist bookstores in the country, stocking over 20,000 books by and about women, LGBTQIA+ literature, and an incredible children’s section.

Beyond its thoughtfully chosen books, Women & Children First is known for its deep commitment to literature as a tool for social change. The store regularly hosts author events, discussions, and community programs, making it much more than just a place to buy books—it’s a gathering space for ideas, activism, and connection.

If you’re looking for a bookstore with a purpose, a rich history, and a truly welcoming community, this is the place to be.

Da Book Joint – Washington Park

Address: 330 E. 51st Street, Chicago

One of the only bookstores on Chicago’s South Side, Da Book Joint is a Black-owned, community-driven bookstore dedicated to uplifting African American authors and literature. More than just a place to find great books, this space is committed to the literary growth of the community, especially young readers.

Da Book Joint carries a wide selection of books by African American writers, spanning fiction, nonfiction, history, and children’s literature. They also host community events, like their “Books and Breakfast” storytime for kids, which encourages a love of reading from an early age.

If you’re looking for a bookstore with a mission, where literature, culture, and community intersect, Da Book Joint is a can’t-miss spot..

open books on logan square chicago illinois
Open Books in Logan Square Chicago

Open Books – West Loop Chicago

Addresses: West Loop Location – 651 W Lake St, Chicago, IL 60661
Open Books Logan Square Location – 2068 N Milwaukee Ave, Chicago, IL 60647
Open Books Pilsen Location – 905 W 19th St, Chicago, IL 60608

I’m a huge fan of Open Books, a nonprofit bookstore that goes beyond selling books—it gives back to the community. With three locations across the city, every book purchase supports literacy programs for Chicago youth, making it one of the most meaningful places to shop for books.

The shelves are stocked with a mix of new, gently used, and donated books, ensuring there’s always something unique to discover. The West Loop location is a personal favorite—not only because of its inviting spaces perfect for curling up with a good book, but also because it hosts an after-school creative writing program for students every Wednesday.

EXPERT TIP: Looking for a way to support young authors? Open Books’ West Loop location runs a creative writing program for students—check out more details here!

Skunk Cabbage Books in Avondale

Address: 2826 N Milwaukee Ave, Chicago, IL 60618

Skunk Cabbage Books isn’t just a bookstore—it’s a community gathering space. Located in Avondale, this indie shop offers more than just books, hosting craft events, kids’ storytimes, game nights, and even nature-themed activities.

Their selection is carefully curated, making it a great place to find literary fiction, thought-provoking nonfiction, and a great selection of books for kids. If you love bookstores that double as creative spaces, this is one to check ou

Wicker Park Secret Agent Supply Company

Address: 1276 N Milwaukee Ave, Chicago, IL 60622

At first glance, Secret Agent Supply Co. might look like a quirky gift shop, but it’s actually the storefront for 826CHI, a nonprofit supporting literacy and writing programs for kids. If you’re looking for unique books and creative gifts, this is the spot to find them.

The selection includes children’s books, fun spy-themed merchandise, and one-of-a-kind literary gifts—perfect for young readers (and the young at heart). Every purchase helps fund free writing programs for Chicago students, making it a great place to shop while supporting a great cause.

57th Street Books

Address: 1301 E 57th St, Chicago, IL 60637

Few bookstores in Chicago have the intellectual and literary history of 57th Street Books. Located in Hyde Park, this independent bookstore is a maze of floor-to-ceiling bookshelves packed with new and used titles, from classic literature to modern bestsellers.

What makes 57th Street Books special? It’s part of the Seminary Co-op family, which means its collection is thoughtfully curated for serious readers. You’ll find academic works, diverse voices, mysteries, history, and an excellent children’s section that keeps families coming back.

EXPERT TIP: Looking for children’s books? 57th Street Books has one of the best kids’ sections in the city, making it a great stop for families.

Address: 515 N Halsted St, Chicago, IL 60642

downstairs at myopic bookstore in wicker park chicago
The cozy basement Afterwords books in River North

So Many Books, So Little Time – Dive into Chicago’s Best Bookstores

Whether you’re a lifelong book lover or just rediscovering the joy of reading, Chicago’s bookstores offer something special for everyone. From hidden gems packed with rare finds to community-driven spaces championing diverse voices, every shop has its own story waiting to be explored.

But Chicago’s bookstore scene isn’t just about the books—it’s about connection. Many of these spots host author talks, book clubs, and creative workshops, turning a simple visit into a chance to engage with the city’s vibrant literary community.

Ready to Get Started Your Chicago Bookstore Adventure?

Here are some great tips to get you started:

  • Use our interactive map to plan your route and find bookstores near you.
  • Have a favorite Chicago bookstore? Drop a comment below and share why you love it!
  • Follow us on social media for more recommendations and updates on Chicago’s literary scene.

Every bookstore visit is a chance to get lost in new worlds, discover fresh perspectives, and support local businesses. So grab your next great read and happy browsing, Chicago!

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