Uptown – Chicago, IL

Uptown stands as one of the most prominent go-to spots in the greater Chicago area, blending the music and art of a thriving young population with the ideals of community growth and economic prosperity. This neighborhood serves as an inspiring and stable home base for a wide demographic, allowing the Chicago business elite to enjoy refuge from fast-paced lives and giving university students and young families a range of beneficial services and entertainment options. Lying along the edge of Lake Michigan and south of West Foster Avenue, this populated community area possesses the up-and-coming spirit of Chicago's past. You'll find cultural integration representing a spread of forward-thinking ideas and a high-energy drive that turns these ideas into booming business opportunities. With the Uptown Entertainment District hosting more than nine nationally renowned theaters, Uptown has grown to become the Midwest's premier theater destination. Including excellent school and university systems with manicured city streets and idyllic views of Lake Michigan, Uptown's historical fortune and modern prosperity enables a fulfilled, exciting life for its residents.

Schools in Uptown

School data provided by GreatSchools

Restaurants & Nightlife

Cultural diversity and a spirited Southeast Asian scene along Argyle and Sheridan has produced a wonderland of authentic Asian gastronomy for the curious eater. American bars with traditional Midwestern dishes also dominate the area, but Uptown's true culinary finesse rests in the variety of quick-stop eateries and European-style coffee houses serving up healthy dishes for budget-minded foodies. Chicago may rival New York City in terms of the best pizza in America, but Spacca Napoli Pizzeria ends this rivalry by providing Uptown residents a pizza faithful to its Neapolitan origins in Italy. Using traditional recipes and a wood fire oven, Spacca Napoli brings its customers luxury pizzas worth the higher price. Take a bite into the Bianca Regina that features buffalo mozzarella and ricotta cheeses, or enjoy a Sicilian rose wine with a prosciutto antipasti. Explore your alternative tastes by trying sole organic ingredients in hearty portion sizes at the brunch-only Tweet...let's eat on North Sheridan. The food philosophy at this restaurant ensures fresh, hormone-free ingredients with prices that reflect market availability such as farm fresh eggs and pastured pork. Bite into the Numero Ocho, also known as the Dirty Man, or maintain a gluten-free lifestyle with some organic, specially made pumpkin pancakes. Nightlife and Chicago have an interesting history, and no other bar reflects the prohibition era speakeasy more than Simon's Tavern. Also standing as a prominent hangout in the Uptown area, its intriguing history and collections of Viking paraphernalia make this spot a local attraction. For a taste of culture, try heading to Green Mill, a historical jazz club known for it's live music and weekly poetry slams. Michael's Pizzeria and Sports Pub is "A Neighborhood Tradition" with 4,000 sports broadcasts a year, complimentary Wi-Fi and video and board games for entertainment.

History & Culture

Uptown holds a special place in Chicago history as it played a significant role in ushering in the Gilded Age, the silent film era and the rock and roll era. Its housing boom began after the turn of the 20th century, and many of the large entertainment venues that developed this cultural prominence appeared shortly after. From the corner of Argyle and Broadway, a walk through the entertainment district brings sharp images of Uptown's Roaring Twenties past. Uptown grew into Chicago's entertainment and live venue club out of significant hardship and struggle, including a housing crisis and poverty throughout the 1950s and '60s. This combination of prosperity and struggle gives Uptown its character today. Argyle street reflects this history and over 100 years of immigration with its 100-foot mural depicting daily life in Uptown. The Aragon Entertainment Center remains one of Chicago's premier live performance venues. Once hosting the most popular dance ballroom until the 1950s, where Chicago historians state that more than 50 million people danced to the best American orchestras and big bands, the Aragon now hosts an impressive line-up of nationally acclaimed artists, including Atmosphere and Trey Anastasio. Dance the night away in the Spanish-style courtyard designed to hold up to 4,500 people, and keep an eye out for special events such as world class boxing or movie productions. Movie buffs and silent film enthusiasts find a little-known piece of Hollywood history right in Uptown, as this neighborhood once hosted film pioneers such as Charlie Chaplin and Gloria Swanson. Head on over to Essanay Studios, now a protected landmark, and discover the origin of the classic, "The Tramp," as well as other Chaplin comedies.


Providing beautiful views in both summer and winter, Lake Shore Drive follows the Lake Michigan coast to the Indiana border, giving commuters easy access to the greater Chicago area and the Kennedy Expressway. Travel from the Uptown area by car quickly and conveniently with close proximity to I-94 and I-90 via West Foster Avenue. These interstates can increase commute times to the Chicago Loop during rush hour by at least 30 minutes. Traffic on North Shore Drive remains relatively clear throughout the day, and provides a scenic and convenient route for downtown travels. Get out of the city and see the world at the Chicago O'Hare International Airport. Located just 14 miles west of Uptown, travel to this busy airport only requires a quick 30-minute cab ride or comfortable drive along the Kennedy Expressway. The CTA Red Line serves the entire Uptown area and provides instant connection to the Chicago Loop and the Metra Railroad Yard. Several stations provide easy walking access to the Red Line, located every couple of blocks between North Broadway and North Winthrop Avenue. CTA also serves the Uptown neighborhood via the 151 Sheridan and the 36 Broadway buses. When running on a schedule, Flash Cab and Yellow Taxi provide comprehensive transportation throughout the Chicago area.


Life in Uptown often carries a low to average cost of living with cheaper staples and housing prices than you would find closer to downtown Chicago. New buildings often provide modern and luxury apartments for the community, and Uptown's prosperous art scene promotes extravagant interior design and architecture. Renting an apartment or condo remains quite affordable with prices hovering between $700 to $1,300. For more affordable renting options, consider looking on the east side of Graceland Cemetery, where rent for astudio apartment stays closer to $650. Uptown has the benefit of featuring a significantly lower cost-of-living than the rest of Chicago, making this neighborhood ideal for the budget conscious and up-and-coming young professionals.


Shoppers come from all over the greater Chicago area to enjoy authentic Asian imports and gifts items on West Argyle Street. Browse among eye-catching collections of Buddha statues and Thai pottery at Tan Thana Gift Shop or stock up on Vietnamese groceries right down the street at Viet Hoa Plaza. Uptown has also established itself as the epicenter for Chicago's vintage shopping scene. Located on North Broadway, the Vintage Garage Chicago flea market gathers local vendors and vintage item dealers into one spot. This flea market only opens up on the third Sunday of every month between April and October, and it encourages local crafting enthusiasts and artists to try selling their goods to the public. Residents can buy their groceries at several grocery stores scattered throughout the neighborhood. Target on North Broadway Street provides an economical option for common kitchen staples and household necessities.


With expansive views of Lake Michigan and amenities to promote healthy, active lifestyles, Uptown encourages fresh air and natural appreciation. Several neighborhood parks provide residents of all ages with opportunities to get outside. Montrose Beach especially represents the natural beauty of the Uptown shoreline. Get out and enjoy its wide sandy dunes and miles of paved running space. Margate Park Fieldhouse located off North Marine Drive serves as a gateway into group activities and after-school fun for younger children. This community center features a gymnasium and fitness center where you can enjoy both team sports and individual practice. A dog-walking area outside the center gives local residents and their pets a safe and friendly social area. The Fieldhouse also hosts programs for all ages, such as Baby & Me Yoga and Kickball. Discover panoramic views of the entire Chicago skyline right from the Montrose harbor while exploring endangered plant life and flocks of migrating birds at the Montrose Point Bird Sanctuary. Every spring and fall migration, thousands of sparrows flush the area and provide spectacular, once-in-a-lifetime views.
Buena Shores
833 W Buena Ave, Chicago, IL 60613
1 / 118
$1,255 - 1,800 1-3 Bed Available Now
The Montrose Apartments
4334 N Hazel St, Chicago, IL 60613
1 / 19
4 hrs
$1,225 - 4,160 Studio - 2 Bed Available Now
Somerset Place Apartments
5009 N Sheridan Rd, Chicago, IL 60640
1 / 195
$1,210 - 2,250 Studio - 2 Bed Available Now
Ravenswood Gardens
4543 N Dover St, Chicago, IL 60640
9 hrs
$850 - 995 Studio - 1 Bed Available Now
Clarendon Shores
4750 N Clarendon Ave, Chicago, IL 60640
$985 - 1,280 Studio - 1 Bed Available 05/01/17
Wyndham Apartments
5240 N Sheridan Rd, Chicago, IL 60640
1 day
$995 - 2,150 Studio - 2 Bed Available Now