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!

Logan Square Chicago Restaurants That You Have to Try

Strolling the streets of Logan Square, you’ll quickly find that the dining scene is something the neighborhood takes very seriously. This hip community prides itself on offering an impressive selection of phenomenal eateries and delicious cuisine.

Discover a few of our favorite Logan Square, Chicago restaurants.

Top Restaurants in Logan Square

When it comes to Logan Square restaurants, there are plenty of neighborhood favorites sprinkled throughout the area

Longman & Eagle is a popular spot on any occasion. Whether you’re looking for a fun brunch or a tasty dinner, this farm-to-table restaurant serves fresh bites in a contemporary inn setting. You can even reserve one of their six rooms to stay overnight!

The farm-to-table trend is extremely popular in Logan Square and continues at Cellar Door Provisions. This rustic cafe and bakery will make your tastebuds melt with the tasty selection of homemade bread, flaky croissants, and out-of-this-world quiche.

Owen & Engine makes the perfect dining option on a cool night in the Windy City. The inviting English pub offers a creative twist on British fare, a rotating menu of tap and craft beers, and a cozy fireplace to enjoy.

Different Types of Food You Can Grab for all Occasions 

If your palette prefers variety, rest assured that Logan Square offers a wide selection of cuisine.

When you’re in the mood for Mexican fare, there are a couple of great local options to choose from. Both Mi Tocaya Antojería and Quiote have established fantastic reputations for their creative interpretations of traditional Mexican dishes and their beautiful interiors.

If you’re looking for jaw-dropping food creations and mouth-watering flavors, be sure to check out Fat Rice. This funky restaurant’s unique dishes are inspired by the flavors of Macau, a former Portuguese territory off China’s coast.

For a classic NYC pizzeria experience, stop into Paulie Gee’s. This rustic-chic eatery delivers a charming ambiance and Brooklyn’s most iconic pizza.

Best Spots for a Night Out, Date, or with Friends

If you’re looking for Logan Square restaurants with great atmospheres, you’re in luck.

For a cozy date night, consider bringing your special someone to Billy Sunday, a chic cocktail bar that provides upscale libations and gourmet gastropub. 

Daisies is another fun option for date night or a fun evening with friends. This stylish spot offers incredible pasta and an equally killer rooftop.

Take your dining experience up a notch at Masada, a hip Middle Eastern restaurant by day and flashy club by night. The expansive space features a tri-level patio, lounge, and room for DJs and performers in the evening. 

Whatever the occasion, Logan Square restaurants will not disappoint! Want to learn more about the Logan neighborhood? Check out our blog that covers more details about the history, bars, and available condo listings. 

7 Boutiques in Lakeview Chicago That You Have to Visit 

The vibrant Lakeview neighborhood makes the perfect spot to live, explore, and shop.

For a day full of shopping and soaking up the charming community, head over to the bustling commercial districts along Belmont Avenue, Lincoln Avenue, Clark Street, Halsted Street and Broadway Street.

Around this area you can find a few of our favorite boutiques in Lakeview, Chicago:

  1. The Coleette Collection (2858 N Clark St): If you’re in need of a brand new weekend outfit, this is the perfect one-stop spot. This trendy boutique offers an incredible assortment of women’s fashion. Whether you are on the hunt for handmade jewelry or looking for contemporary brands and styles, discover your dream wardrobe here.
  2. Krista K (3458 N Southport Ave): This female fashion boutique was designed for those trendsetters looking for an upscale shopping experience. While clothing is a bit more pricey here, this shop promises high quality, luxury, and a whole floor of premier denim!
  3. The Chicago Music Exchange (3316 N Lincoln Ave): This boutique is every musicians’ and collectors’ dream. Along with new, vintage, and used guitars, you can also find an impressive selection of music gear and fun swag.
  4. Art De Triumph (2938 N Clark St): Since 1987 this boutique frame shop and art gallery has remained a neighborhood favorite. Stop by and admire beautiful custom artwork and then chat with an expert framer to find something to take home -from ready-made frames to the highest quality Italian handcrafted moldings.
  5. Mignonette Bridal (53 W Jackson Blvd): If you’re a bride to be or your shopping for the perfect wedding gift, check out this full-service lifestyle boutique and browse beautifully made goods for wedding ceremonies. Here you’ll come across custom-designed gowns, vintage suits for grooms, and gift-worthy jewelry and accessories.
  6. Inkling (2917 1/2 N Broadway): For all things quirky, charming, and custom, head into Inkling. This artsy boutique features a wide range of the latest designs from talented artists, including handmade greeting cards, stunning jewelry, and beautifully-scented candles. 
  7. M2 Boutique (3525 S Southport Ave): Whether you’re looking to treat yourself or pick up a unique gift, step inside this cozy corner shop and see for yourself why it’s become a neighborhood favorite. Browse all of the unique handpicked items, from a huge selection of cute Cubs gear to adorable home decor.

Spend a day exploring the best boutiques in Lakeview, Chicago to take advantage of all of the fun finds that this exciting neighborhood has to offer!

Best Reasons to Live in Logan Square Neighborhood

Not only has this thriving neighborhood earned this coveted title due to its incredible walkability, beautiful historic homes, and trendy bars & restaurants, but Logan Square entertainment has also helped put this area on the map. Recently ranked as one of the “nation’s coolest neighborhoods,” Logan Square is earning an impressive reputation locally and nationally. We highlighted a few top reasons to visit or live in Logan Square.

History of Logan Square

Logan Square is one of the oldest neighborhoods in Chicago and possesses many historical monuments and buildings. Originally developed by early settlers like Martin Kimbell, of Kimball Avenue fame, in the 1830s the vicinity was annexed into the City of Chicago in 1889 and renamed Logan Square. 

Logan Square neighborhood is centered locally, on the public square that has been the neighborhood’s highlight at the intersection at Milwaukee Avenue, Logan Boulevard and Kedzie Boulevard. One of the defining characteristics of the neighborhood is the large grey-stone buildings and homes consisting of large bungalow-style houses.

Places to Visit in Logan Square

while the trendy neighborhood provides easy access to the ‘Loop’ and surrounding areas, you will quickly find that Logan Square has quite a distinct vibe of its own. This community is known for keeping things local. Throughout the neighborhood you will find local restaurants serving locally sourced food, local breweries pouring local drafts, local theatres premiering local artists, and local galleries showcasing local artwork.

If you are a fan of live music, catch a concert at Concord Music Hall, the newest addition to Logan Square’s and Chicago’s historic music scene. Also check out some of the neighborhood’s smaller venues, including Logan Square Auditorium where you will find various festivals and shows, or Rosa’s Lounge for some of the city’s finest jazz.

For fresh comedy and lots of laughs visit Logan Square Improv. Bring your own booze and enjoy stand up, sketch comedy, and improvised shows at this brand new comedy theatre.

On a rainy day, bundle up and enjoy a film at the historic Logan Theatre. Since 1915 this 906-seat movie house has provided a fun and affordable viewing experience, complete with sports vintage decor and a full bar and lounge. If you are a fan of independent films, be sure to attend the theatre’s Underground Film Festival taking place every June.

Do not miss out on the many art galleries Logan Square houses for the chance to admire unique creations and even partake in creating your own artwork.

Galerie F is a local favorite that showcases street art, gig poster, and collectibles from emerging local and national artists. The gallery also hosts monthly exhibitions and community drawing events.

Sideshow Gallery is also worth a visit. Here you can find an assortment of obscure and funky works of art, from vintage treasures to skulls and taxidermy.

Check the calendar at Comfort Station for upcoming art exhibitions, comedy shows, and other creative events. This calming, historic space opened its doors in 1926 as a warning station and has transformed into a local haven for all things artistic.

Logan Square Bars

If you are looking for an exciting spot to grab a drink, consider checking out one of the multiple arcade bars in the neighborhood. 

The infamous Logan Arcade offers the largest public collection of pinball and video games in Chicago, including 30 pinball machines and 47 video games. Plus, Monday evenings feature a movie night, and Tuesdays offer a magic show with a comedic twist. You can also enjoy a pop-up record shop on the last Wednesday of every month.

After major success in West Loop, Emporium recently opened its second location near Logan Square, bringing even more old-schooled games to the bar scene. Here you can find dozens of games, live music, DJs, and amazing local art murals. Be sure to hit the bar for curated craft beer and hand-crafted cocktails.

Alternatively, spend a laid night evening out at Cole’s Bar for a night of delicious drinks, pool tables, and live music. Also, check the schedule for the frequent and trendy comedy open mic nights.

After Cole’s, swing on by next door to Slippery Slope for another drink and a round of Skee Ball. You can also make your way to the dance floor and enjoy the live DJ.

Logan Square Restaurants

Check out Logan Square’s local sports club and eatery, Park And Field. The impressive outdoor patio features bocce courts, Adirondack chairs, multiple fire pits (where you can make s’mores), and a camper-turned-bar. The inside is decorated like an old-classic gymnasium, with things like vintage rings and pommel horses, so you may even feel like you’re working out while drinking at a bar. 

Lonesome Rose is a casual all-day spot is where you go to pretend you’re living in Southern California. The restaurant is light and airy with benches and large tables. It’s a great spot for large groups especially with the delicious Tex-Mex dishes on the menu that are easy to share. After you’re done, check out the downstairs basement bar, Golden Teardrops, for a change of scenery.

Middle Brow Bungalow is a cute brewpub that’s decorated with tea lights, reclaimed wooden picnic tables, and decorative plants. You must try anything made with the housemade bread or pizza. 

Mini Mott is the perfect spot if you’re looking for a very good burger. This casual corner spot tops their bugers with American cheese, frizzled sweet potato, and a hoisin mayo. The short menu here also has other items like a pork katsu sandwich, soft serve, and vegetarian jackfruit carnitas we really like.

The Moonlighter has an extensive menu of upscale bar food like waffle fries, nachos, and burgers. But the real reason to come here is for the huge outdoor space which features multiple fireplaces. Order a few pitchers of house cocktails, and it’s one of the best day-drinking spots in the city. Your furry friend is also welcome!

One of our favorite spots in Chicago is Fat Rice. The ambiance is low-key, and the Macanese food is outstanding. Stop into the colorful restaurant and try the bold flavors!

Condos in Logan Square 

Be the first to know about top Logan Square real estate in Chicago by working with Luxury Living Chicago Realty. We have access to the best Logan Square condos and are ready to help you discover your new home. View our current luxury Logan Square condo listings.


Best Bars in Lakeview

The lively Lakeview neighborhood ensures a fun time for residents and visitors alike. 

The northern Chicago community is full of fun spots to grab a drink, from classy wine bars to fun dive-bars. The Luxury Living team has compiled a list of a few of the best bars in Lakeview, suitable for any occasion.

Fun Lakeview Bars: 

If you are looking to spice up your evening out, check out these cool bars in Lakeview:

Burnt Brewing Company: This is the spot to spend a Friday evening with friends. Not only does this microbrewery offer a delicious and quirky selection of beer, but it is also home to an eight-lane bowling alley. Be sure to place an order of the infamous poutine while you are there!

Replay: If your friends prefer vintage arcade games over bowling, consider bringing them here. Replay features 18 old school arcade games along with an extensive selection of beer and bourbon. Check online for weekly deals and events.

Delilah’s: Nothing says dive punk rock bar like Delilah’s. This hole-in-the-wall whiskey bar offers over 300 varieties of bourbon,a funky interior, and punk rock DJs on various nights. 

The Green Lady: This quintessential neighborhood bar is home to plenty of Lakeview locals looking to enjoy the evening. Along with an impressive craft beer selection, the trivia and open mic nights also attract quite the crowd.

Laidback Lakeview Bars

For a chill evening in Lakeview, here are our favorite hangouts:

Beermiscuous: This “coffee shop for beer” makes for the perfect spot to spend a winter evening with friends or your special someone. Choose from one of the 300 plus craft brews, grab a board game, and cozy up by the fire. On Thursdays, you can also head downstairs for the ‘Love Below Comedy Show’ where you can enjoy some free stand up from Chicago’s funniest rising stars.

Bar Pastoral: If you are looking for somewhere to take your date, consider grabbing a glass of vino and gourmet cheese spread from Bar Pastoral. This intimate and relaxing wine bar offers the ideal environment to unwind.

Sheffields: There is nothing like Sheffield’s beer and wine garden on a warm summer evening. Grab an outdoor table and treat yourself to a refreshing drink and tasty BBQ. When the weather cools down, take a seat by one of the indoor fireplaces.

Be sure to check out the best Lakeview bars, all guaranteed to deliver delicious drinks and equally enjoyable vibes.

The Best Restaurants in Lakeview 

Whether you call Lakeview, Chicago home or you’re just visiting, you’ll be pleased to find this neighborhood heavily concentrated with quality spots to grab a bite.

Check out some of the best restaurants in Lakeview.

The Best Restaurants in the Area

From the outside, Gyu-Kaku looks no more than a hole in the wall restaurant. However, once you step inside, you’ll discover a brand new, large, sleek space complete with personal grills on every table for a traditional Japanese barbeque dining experience. Get a group of family and friends together for shared meals and sake.

For arguably some of the most mouth-watering pizza in the Lakeview neighborhood, stop by Coal Fire Pizza. Choose from an impressive selection of thin crust, coal-forged pizza that emerges slightly charred and bubbly from a 1,500-degree oven.

DryHop Brewers is the move if you’re looking for a laidback dining experience. This European inspired brewery offers house-brewed beers along with a delicious menu, with all items sourced from Chicago.

The Best Restaurant for a Date

For an elegant evening out with that special someone, cozy up in a booth at Ella Elli. Along with an inviting ambiance, here you’ll find an exquisite wine selection and globally inspired cuisine. On a summer night, be sure to request a spot on the charming patio.

Cere’s Table is the spot for an authentic and romantic Italian experience. This rustic-chic restaurant serves some of the best pasta and vino in the neighborhood.

If you feel like treating your date, reserve a table at Wood. This Michelin-approved restaurant is located in the heart of Lakeview and offers a mouth-watering fare that will take your tastebuds to the next level.

Low Cost with Best food

Right on the cusp of Lakeview and Lincoln Park, you’ll find Left Coast, which delivers a West Coast vibe to the heart of the Midwest. This inviting cafe offers a healthy and hearty menu for any day of the week. Be sure to try one of their cold-pressed juices!

Even before being featured on the Food Network’s Diners, Drive-Ins and Dives, DMK Burger Bar earned an impressive reputation throughout the Windy City. Stop by to see for yourself just how tasty the 100% grass-fed beef patties, bison, and all-natural turkey burgers taste. Make sure to pair your burger with the award-winning fries.

For one of the city’s best Chicago dogs, make a pit stop at Bryon’s Hot Dogs. Since 1975 this no-frills hot dog stand has served affordable, simple, and delicious meals.

While the neighborhood is sprawling with delicious food options, be sure to check out the best restaurants in Lakeview for a top-notch dining experience.

Things to Do on a Night Out in Lakeview Chicago

Lakeview Chicago offers residents and visitors alike an eclectic and energetic neighborhood.

This community sits right along Lake Michigan, a few miles north of downtown and consists of several distinct areas, including Lakeview East, Central Lakeview, Boystown, and Wrigleyville.

Throughout the entire neighborhood, you can find plenty of exciting things to do on a night out in Lakeview Chicago.

Best Spots for Nightlife in Lakeview

If you are looking for a fun night on the town, Lakeview Chicago does not disappoint. There are plenty of local bars to suit any occasion. 

Check out Nisei Lounge, Wrigley’s oldest dive bar, for a laid back atmosphere, a cold drink, and a round of pool or darts.

Ten Cat Tavern is another fan favorite, boasting delicious beverages, funky furnishings, and art exhibits featuring local artists. On a beautiful evening, snag a table on the cozy, dog-friendly patio.

For those nights you feel like dancing, check out one of the many lively clubs, including Smart Bar and Underground Lounge.

Best Spots for a Date in Lakeview

Lakeview Chicago offers plenty of go-to places to impress that special someone.

404 Wine Bar provides a class and cozy spot to wine and dine your significant other. Apart from a phenomenal selection of wines, this low-lit and romantic bar features a delicious selection of cheeses and shared plates.

Impress your date with a trip to Room 13, one of Lakeview’s hidden gems. This intimate speakeasy offers hand-crafted and prohibition-inspired cocktails.

For a bit more laid back date night, grab a blanket and picnic in Lincoln Park. Afterward, head over to the Brew and View to grab a drink and catch an underground film for only five dollars.

Best Spots for Tourists in Lakeview

If you are spending a weekend in Lakeview Chicago, rest assured that there are plenty of exciting activities to add to your itinerary. 

The Belmont Theatre District, the Windy City’s largest theatre district, boasts more than fifty theatres, from the prestigious  Blue Man Group to the infamous Laugh Factory. Grab dinner at one of the many nearby restaurants and then catch a show at a theatre of your choice.

For an evening of letting loose, get a group together and check out the Quandary Escape Rooms. Here you and your team will have the chance to escape a uniquely themed room using clues and hints throughout the space. 

Enjoy an exciting night out in Lakeview Chicago by taking advantage of all the fun spots this neighborhood has to offer!

Work With Us

Get in touch with Luxury Living Chicago Realty 's team of experienced licensed real estate brokers and take the first step in buying or selling a home in Chicago.