7 Reasons Why We Love Logan Square

It’s no secret we have heart eyes for all aspects of Chicago, and Logan Square is no exception. We’re thrilled to announce a brand new office at 2291 North Milwaukee Avenue! From sipping a pour-over on a coffee shop patio to racking up a Divvy at the Blue Line stop to standing in line for a mango paleta from a cart on Milwaukee Avenue, it’s easy to see why Logan Square was named one of the coolest neighborhoods in the country.

The next time you find yourself in this neighborhood, here’s what you can’t miss:

Rich History

Love the rich history of this neighborhood? Take a two-hour, story-filled Logan Square walking or bike tour with the Chicago Architectural Foundation, each featuring the “green necklace” of parks and thoroughfares of the area. When you’re ready for right-now craftsmanship, join an Urban Art 101 walking tour that includes street art, graffiti, and works from visiting artists that wow. Settle in at the Comfort Station, a refurbished historic rest stop for trolley riders, where you can now find community art displays and other public events. And if you absolutely must have a piece for your own home, your guide can point you in the direction of one of the many nearby art galleries.

The Logan Theatre is where yesterday and today meet and share a big bucket of buttered popcorn and a packet of Fun Dip. Watch a first-run flick or catch a late-night oldie at the refurbished, marble-walled Art Deco movie house.

Vibrant Festivities

No need to head downtown or haul out to the ‘burbs since Logan Square has a full calendar of festivities. The Logan Square Farmers Market is the only local market held weekly year-round and was named best in the city by Chicago Magazine for its bounty of local produce, flowers, handmade products, fresh food vendors, music, and yoga.

Soak up three days of live music, art, family time and sunshine during the Logan Square Arts Festival, held every June at the monument on the square. Last year, the vibrant fest hosted 35,000 guests and raised thousands of dollars to preserve and beautify the neighborhood. The bands and food keep rolling in late summer, and nearby fitness clubs offer yoga, boot camp, and other outdoor classes while the weather cooperates.

When the seemingly endless cold does arrive, so do the stellar holiday celebrations. The Halloween parade on the square is a treat, with more than 400 costumed ghosts, Marvel characters and spooky parents. Deep into winter, walk Logan Boulevard until you find “that one decorated Christmas house” – no address needed for this award-winning home with a thousand lights, plastic figures, dolls and other sparkling stuff that will make you so happy you trudged through the snow to peek in through its gates.

Beautiful Bike Routes

The crown jewel of this part of the city is the 606, once a rail line and now a trail for bikers, walkers and runners offering green space for live events, art, play and meet-ups – all set above the city streets. Hop on the scenic shortcut on a bike commute or wheel the stroller around sculptures and take in the beautiful view of city life below.

Eleven public playgrounds are placed around the area. Track down Stomp and Shout, a mobile music program for “hip kids and their grown-ups,” centralized in Logan Square. Cool off at City Lit Books’ readings for kids every other Saturday or hit the City North 14 movie multiplex for a few arcade games before a matinee.

The Best of Both Brews

Like it strong, seasonal, artisanal, macro, micro or hyperlocal? You’re in the right place for the best of both brew worlds in Logan Square. Gaslight Coffee Roasters, Intelligentsia Coffeebar, Damn Fine Coffee Bar, Ipsento, Cafe Mustache and many other little spots serve up a mean cuppa while you work, or fuel up during an impossibly long brunch waitlist at Longman & Eagle.

Beer is also right here (or just a few blocks from your new home). Off Color Brewing, Hopewell Brewing Company, Revolution Brewing, Maplewood Brewery & Distillery, and Pipeworks Brewing Co. all are located in Logan Square, most with taprooms and tours.

All the Eats

No question, you will become a connoisseur of pierogi and Italian ice while living in Logan Square, and that’s just the beginning of the amazing eats. You’ll become a regular (like the rest of us) at Lula Cafe and won’t be able to stay away from Bang Bang Pie Shop. Splurge a little at Osteria Langhe, named the city’s best Italian spot (and we all know how stiff that competition is). Spend Thursdays at 90 Miles Cuban Cafe’s weekly all-you-can-eat pig roast and lazy Sundays at Jam for brunch (actually, go on a Thursday so you can get in quickly and really linger). Margie’s Candies is a must – Open for nearly a century, its menu is packed full of homemade ice cream sundaes, hand-dipped candy, and nostalgic sweets. If you are your own chef, pick up your ingredients at the neighborhood-voted best grocery store, Dill Pickle Co-op.

Fresh Picks

Logan Square’s quirky side is most evident in its shops, like Challengers Comics and The Bus Shop, a vintage clothing pop-up inside an ‘89 school bus. Steel Petal Press has snarky gifts. You’ve never had a better haircut and honest talk about what stores and restaurants are popping up in the neighborhood than at Sparrow Hair, where the talented owners also sell to-die-for essential oils and blast Bowie while somehow creating a sanctuary in the middle of Milwaukee Avenue.


If you want to dig deep into Chicago roots, head over to Rosa’s Lounge, self-proclaimed the city’s friendliest blues bar, where musicians have been playing into the wee hours for 35 years. Sip on craft cocktails at the trending-now Spilt Milk or Scofflaw, or slip into one of the many, many dive bars and corner taps. And if you like a little pinball or Pac Man with your IPA, Emporium Arcade Bar will light you up. Cole’s Comedy weekly open mic boasts 50 comics a week and is always free.

Written by @properties
@properties Christie’s International Real Estate is Chicagoland’s #1 brokerage. Through our affiliation with Christie’s International Real Estate, our network spans nearly 50 countries. No matter your real estate needs, we’ve got you covered.