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Uptown Chicago Apartments For Rent
About Uptown Chicago

Uptown may have originated as a summer resort town in the early 1900s, but nowadays, it boasts being one of the most diverse neighborhoods in Chicago, Illinois. Contributing to this area's vibrant culture are world-class ethnic restaurants, a lively music scene, historic architecture, and an ever-growing theatre district and entertainment district. However, not everything in Uptown differs from a century ago—it is still a highly sought-after destination for both entertainment and leisure on the lakefront thanks to the expansive Montrose Beach. Neighborhoods within Uptown include Buena Park, Sheridan Park, Argyle Street (also known as Asia on Argyle district), Margate Park, and the Uptown Square historic district. Andersonville is also often lumped into this area. It is an upscale neighborhood on the north-side of Uptown with lively streets that are a popular haunt for retail therapy.

a city street with a sign for a theater
Must-Sees in Uptown

Neighboring Ravenswood, Uptown is the go-to for fun with its bustling nightlife and endless entertainment options. Catch a rock show or some Latin dancing at the Aragon Ballroom or pop on over to the Riviera for some live theater. Want some pre-show cocktails while enjoying some smooth jazz? Check out The Green Mill. Then there is always a tourist favorite, Graceland Cemetery. Architecture, art, and design lovers won't want to miss the final resting place of historical Chicagoans like Louis Sullivan, and Ludwig Mies van der Rohe.

a sandwich and a salad on a white plate

For some fun in the sun, a stretch of greenspace nestled between N Marine Dr and Lake Michigan offers a tranquil city escape. This leisurely lakefront area that is collectively known as Lincoln Park stretches 7 miles, making it the largest public park in the city. Here you will find the expansive Montrose Beach, Montrose Dog Beach, and the Clarendon Park Community Center. Cricket Hill is also in this area, which is a hotspot for sledding in the winter and known for its annual kite festival.


The CTA red line that feeds in from The Loop makes everything that Uptown has to offer highly accessible. Beyond the CTA, the bus is also an excellent option since it has many major bus routes running through the area. And you can't forget Lake Shore Drive, which offers an easy transportation option to the city at large.

Uptown Chicago Apartment Buildings: Studio, 1 BR, 2 BR

Uptown is one of Chicago's most affordable neighborhoods and home to some of the most magnificent rehabilitation projects in the city. Here you will find many historical apartment buildings with magazine-worthy architectural detailing and luxury amenities. However, these apartments are more than just exquisite aesthetic and comfort—they're a magnificent blend of Chicago’s past and future.

a kitchen with a sink and a counter top

A few notable Uptown Chicago apartment buildings include:

  • 5029 N Kenmore Ave. Once a place of worship, The Synagogue boasts stained glass windows and expansive arches. It is only blocks away from the lakefront and the treasure trove of restaurants in Asia on Argyle.
  • 4521 N Malden St. A landmark, the Buena Park apartment building was once home to comedian Bob Hope.
  • 4607 N Sheridan Rd. The Sheridan Plaza Hotel has been converted into luxury apartments by the lake.
  • 5050 N Broadway. The Draper embraces mid-century modern design to transform a 1950's office building into sleek apartments with luxury amenities.
  • 1020 W Lawrence Ave. The Lawrence House is a restored 1920s apartment hotel with a grand lobby, mosaic tiled pool, and impressive roof deck.
a living room with a couch and a bed
Pet-Friendly Apartments in Uptown Chicago

There is a reason dog owners flock to Uptown. With the walking trails that snake along the shore and the Montrose Dog Beach, your four-legged friends can stretch their legs and swim a few laps. Pet-friendly apartments in Uptown include 4070 N Kenmore Ave in Lakeview, The Bachelor (1136 W Wilson St), and Buena Shores (833 W Buena Ave). If you want to be just blocks away from the Montrose Dog Beach, The Lawrence House is also an excellent option (1020 W Lawrence Ave. Chicago, IL). Want a freshly renovated pet-friendly apartment? The June was recently constructed in 2020.

Best Restaurants

Whether you are craving a freshly brewed cup of coffee or some karaoke and beer, Uptown has you covered. With its assortment of restaurants and international cuisine, you are sure to find something that satisfies your taste buds. Here are a few of our favorites.

a sandwich and a salad on a white plate

Coffee & Snacks

  • Dollop Coffee Co. This gem offers a cozy atmosphere complete with a collection of books, free Wi-Fi, and, of course, lots of coffee and locally baked treats. Dollop Coffee is the perfect place to grab a cup of java after visiting Lincoln Park or the Pensacola Dog Run by N Hazel St. 4181 N Clarendon Ave.
  • Heritage Outpost. Comfort, community, and coffee sum up Heritage Outpost in a nutshell. They serve locally roasted coffee in a contemporary and airy environment that also offers locally handcrafted bicycles. Heritage Post has many locations, one of which is in the lobby of The Lawrence. The other location in Uptown is near N Beacon St. at 1325 W Wilson Ave.


  • The Bongo Room. Near N Ashland Ave., you will find The Bongo Room—a hip restaurant that offers daily brunch. Their seasonally changing pancake offerings and seasonal dishes will have you coming back again and again. 5022 N. Park Ave.
  • Tank Noodle. Voted as one of the top 3 Vietnamese restaurants in Chicago, Tank Noddle offers delectable Vietnamese and Chinese food at a price you can't beat. 4953 N. Broadway St.

Dinner & Drinks

  • Carol's Pub. This late-night country dive bar has been a popular destination for almost 50 years. They offer cold beer, live entertainment, and karaoke—everything you need for a great night out on the town! 4659 N Clark St.
  • The Reservoir. If you love sports or craft beer, then The Reservoir is the place to be. This upscale pub is the perfect gathering spot for lunch, dinner, or drinks. 844 W. Montrose Ave.
Pet-Friendly Apartments in Uptown Chicago

Originally an apartment hotel—famous for housing musicians from the Aragon Ballroom and talent from the silent film production house Essanay film studios—The Lawrence House has preserved the spirit of the roaring '20s in contemporary apartment living. The lobby is open to the public and features an art deco barrel-vaulted skylight with a co-working table, lounge seating, a Heritage Outpost coffee shop, and Larry's bar. 3 Squares Diner is connected to the lobby and offers breakfast, lunch, and dinner. This Uptown gem offers historic Chicago charm with access to luxury hotel-style amenities. These luxury amenities include a gym with a restored mosaic-tiled pool, a boxing ring with regular boxing classes, strength training, and cardio. Additionally, there is a rooftop lounge, deck, and backyard, providing ample seating for spring and summer fun with gas grills and seating areas. The Lawrence House offers studio, lofted studios, 1-bedroom, and 2-bedroom apartments.

a tall building with a street in front of it

This former Synagogue's exquisite exterior was preserved after being slated for demolition and converted into studio, 1-bedroom, and 1-bedroom lofted apartments. Architectural details provide visual interest and Flats partnered with local organizations to donate historic and religious artifacts.

The Bachelor is just steps from the newly renovated Wilson Red Line CTA station and across the street from Truman College. Studio and 1-bedroom apartments feature in-unit laundry, have subway tiling, and poured concrete floors in the typical Flats fashion.

The Draper will offer apartments with building amenities such as a full gym, roof deck and lounge, media/game room, lobby with a coffee shop, and other ground-level retailers.

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The Bachelor

1140 W Wilson St.

Chicago, IL 60640

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The Draper

5060 Broadway Ave

Chicago, IL 60640

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The June

5155 N Broadway Ave

Chicago, IL 60640


The Winnie

4750 N Wintrhop Ave

Chicago, IL 60640

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The Lawrence House

1020 W Lawrence Ave

Chicago, IL 60640

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The Bachelor

The Synagogue

5029 N Kenmore Ave