The Best of Logan Square Shopping

Logan Square continuously ranks as one of the coolest and hottest neighborhoods in America, and it’s easy to see why:

Along with incredible dining, nightlife, and housing options, Logan Square shopping has also put this trendy neighborhood on the map. In fact, a few years ago, Women’s Wear Daily named Logan Square as the next up-and-coming shopping destination in Chicago.

Shopping in Logan Square

Most of the Logan Square shops are sprinkled along or near Milwaukee Avenue and within walking distance of the famous ‘Square’.

The Logan Square neighborhood is a huge advocate for supporting locals. From breweries pouring local drafts to restaurants serving locally sourced bites, it’s evident that the community is all about supporting each other, and the shopping scene is no exception to this trend. Many of the Logan Square shopping features locally owned businesses and boutiques. The neighborhood also boasts an impressive selection of funky resale and vintage shops.

What to Expect

Strolling down the Milwaukee Avenue shopping district, you’ll quickly realize that Logan Square has perfected its charm. All along the street, you’ll find an assortment of quirky and attractive storefronts, complete with equally adorable interiors. Regardless of what you’re looking for, chances are you can find a Logan Square shop to meet your shopping needs. If you’re on the hunt for a brand new wardrobe, check out one of the multiple fashion-forward boutiques:  

FELT is the place to check out if you’re in need of a killer weekend outfit.  The owners are all about featuring emerging designers’ merchandise.

Tusk is another fashionable spot to spice up your wardrobe. Here you can find everything from chic outfits, to handcrafted jewelry.

For a fun gift shop, be sure to stop in Shop 1021 for handmade cards and curated gift boxes. Consider adding a stylish floral arrangement from Fleur Inc to your gift to make it extra special.

If you find yourself with a sweet tooth after a day of shopping, stop by Katherine Anne Confections or grab a fresh slice of pie from Bang Bang Pie Shop.

For some open-air shopping, don’t miss out on the Logan Square Farmers Market. The year-round market is located right along the neighborhood’s historic boulevard and remains a crowd favorite, offering fresh produce and endless entertainment.

Whether you’re considering making Logan Square your home, or you’re spending a day in the eclectic neighborhood, be sure to take advantage of the Logan Square shopping scene!

Things to Do on a Night Out in Logan Square Chicago

In recent years, Logan Square has transformed into one of Chicago’s most quirky and vibrant communities.

Along North Milwaukee Avenue, the neighborhood’s social hub, you can find plenty of funky restaurants, trendy cocktail bars, and craft beer taverns sprinkled along the street. 

Discover a few of the go-to spots to spend a night out in Logan Square, Chicago.

Best Spots for Nightlife in Logan Square

Once the sun goes down, the nightlife scene in Logan Square begins. 

Head over to East Room for a night full of dancing and DJ,. This stylish, cash-only bar offers a cool club vibe, with the crowd trickling in around midnight most evenings.

Slippery Slope is another favorite place for dancing the night away. While the main floor feels like an 80’s new wave dance club, the upstairs has the vibe of a 70’s cocktail lounge, complete with skee ball.

If you’re looking for a quirky late-night bar, check out The Owl. Here you can find over 20 rotating beers on draft, a 100-CD old-school jukebox, and doors open until 4 am. 

Best Spots for a Date in Logan Square

The Logan Square neighborhood is in no shortage of date night spots.

Spend an evening out with that special someone at Billy Sunday, an old-school inspired cocktail lounge. Sip on a mouth-watering, hand-crafted cocktail amidst the dark and charming interior.

Penumbra Wine Bar is another excellent choice if you are looking for a romantic setting. This Latin-inspired steakhouse and wine bar offers seafood dishes, cocktails, and beers complete with an intimate and charming ambiance.

Webster’s also has a reputation for romance and fine wine. Sit back, relax, and choose from an extensive list of global wines within this European-style wine bar.

Best Spots for Tourists in Logan Square

If you’re visiting Logan Square or expecting visitors, be sure to make an appearance at the favorite neighborhood bars.

Emporium has gained a reputation as one of Logan Square’s most innovative entertainment destinations. Here you can find an impressive selection of craft beer and games- from classic arcade games to pinball, foosball and air hockey. 

On a beautiful evening, Parson’s Chicken and Fish is the move. With one of the best patios and tastiest food in the neighborhood, this place won’t disappoint.

Recently named as the best cocktail bar in America, Lost Lake will surely impress. This funky tiki bar features incredible drinks within festive tropical digs.

With so many hot spots to choose from, it’s easy to spend an eventful night out in Logan Square!

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