Best Vintage Apartments in Chicago Right Now

Vintage style apartment hunters have an abundance of choice in a city with as many pre-war and mid-century buildings as Chicago. The new constructions popping up closer to the downtown area may offer something for those who want apartments that are shiny and new, but tenants seeking a slice of old school Chicago life can still strike gold when it comes to finding vintage apartments that are worthy of calling home. Here are a few strong examples of what vintage apartment living in the city can look like today.

Bright Lakeview Apartments Shine a Light on Vintage Apartment Life

3643-45 North Greenview Apartments

These Lakeview apartments get lots of sun thanks to their abundant windows but they’re also a safe bet to provide ample warmth throughout the year thanks to the classic radiator heat. Renters will find these apartments in Lakeview but the neighborhood does sometimes get blended a bit with Roscoe Village, a dual bonus for renters who want to explore the many shops and restaurants of Lakeview or browse the antique markets of Roscoe Village for more vintage finds to populate their vintage apartments.

Logan Square Apartments Combine Modern Amenities with Vintage Style

2801 West Logan Apartments

Why settle for anything less than premium amenities when it comes to the interior of your vintage Chicago apartment? That’s the approach taken by these Logan Square apartments that are located right on Logan Boulevard. The apartments are carefully updated to include features like in-unit washer/dryer combos and they’re pet-friendly for renters who are looking for a place that welcomes pets. 

Lovely Lakeview Location for Cute Vintage Studios 

living room of vintage studio apartment for rent in Lakeview Chicago

596 West Hawthorne Apartments

Natural light abounds in these cute studio apartments that boast old fashioned details like crown molding and warm hardwood flooring. Those details are only the beginning -- the location puts renters a stone’s throw from Lakeview’s formidable dining and nightlife district. A quick stroll around the corner is the intersection of Roscoe St and Halsted, a major hub for all the eclectic flavors that this neighborhood has to offer. 

Lots to Learn from Vintage School Converted into Stunning Loft Apartments in Uptown

green sofa in living room of loft apartment for rent in vintage school building converted into apartments in Uptown Chicago

Stewart School Lofts
The Graeme Stewart Elementary School (built in 1907) now houses apartments with charming details such as hardwood flooring, original chalkboards, ceilings of incredible height (9 - 20 ft ceilings) that are combined with high end finishes.

Breezy Rogers Park Location with Abundant Vintage Charm

brick and limestone apartment building exterior in Rogers Park Chicago

1257 West Lunt Apartments
Living in a spot that’s equidistant from both Lake Michigan and the CTA Red line is a key advantage of these Rogers Park apartments. Loyola University students may find the location too hard to pass up if they’re exploring nearby off-campus housing, and any renter shopping for a bargain will love that studios rent for as little as $835/month.

Get a Lesson in Historic Preservation at Noble Square Loft Apartments

loft apartment for rent in Motley School Apartments, Noble Square, Chicago

Motley School Apartments

There's plenty to be said of the skill, patience and craftsmanship that went into restoring this late 19th-century vintage schoolhouse on Chicago's near west side. One might even say that the developers behind this boutique loft apartment building did their homework. OK, that's the last school-related pun. In all seriousness, this vintage Noble Square apartment building is a landmark building and the incredible care in restoring the building to meet the needs of sophisticated modern day renters is extraordinary. Renovated classrooms have become dreamy loft apartments with original features like chalkboards and classroom cabinets that are still intact.

Hyde Park Apartments with Classic Vintage Details

exterior of vintage apartment building at 1360-64 E 52nd St in Hyde Park, Chicago

1360-64 E 52nd St Apartments

Hyde Park apartment renters will be wise to check out this apartment building near the heart of Hyde Park's commercial district. With the array of shopping and dining available to apartment renters along E 53rd St, there are plenty of reasons to head outside for a stroll or to run a quick errand. Beyond the neighborhood's evident perks, including the renowned University of Chicago campus, the apartments are nicely upgraded for a vintage building. The rentals boast granite counters, hardwood floors and on-site laundry facilities.

Classic Lincoln Park Apartment Building with Stunning Views

rooftop facade of vintage Lincoln Park apartments in The Park View

The Park View Apartments

Apartments in this vintage Lincoln Park building really deliver on a couple of levels. Apartment renters can appreciate the grand scale and old world charm inherited from the building’s previous life as an opulent hotel, which are on full display in common areas such as the ornate lobby and the building’s exterior. But in going the rental apartment route, the building scaled up to the demands of today’s modern apartment renters with gusto: a fitness center, on-site laundry and dry cleaners, retail on the ground floor, and extra storage available. The timeless feature of the building has to be the rooftop deck, offering unrivaled views of Lincoln Park, Lake Michigan and the cityscape beyond this vintage spot.


Great Location & Convenience in Lakeview Vintage Apartment Building

Lobby entrance of vintage apartment for rent in Lakeview building at 644 W Surf St, Chicago, IL

644 W Surf Chicago Apartments

On top of the affordability of these studio and 1 bedroom apartments for rent in Lakeview, the location offers renters unrivaled convenience. This spot is near grocery stores, movie theaters, parks and tons of nightlife options for the renter who would prefer to spend more time getting acquainted with the neighborhood surroundings rather than the inside of their apartment. But for fans of details like woodwork and handsome parquet floors, there’s a good deal to admire inside these vintage apartments as well.


Old School Style in Lincoln Park

living room of vintage apartments for rent in Lincoln Park at 2335-45 N Geneva, Chicago, IL

2335-45 N Geneva Apartments

Lincoln Park could easily be called the most versatile neighborhood in Chicago. The parks, the beaches, a zoo that’s free to the public, tons of restaurants and clubby nightlife destinations...there’s something for everyone in this exciting neighborhood. And for vintage Chicago apartment hunters, there’s ample choice as well. Take this classic brick courtyard building at 2335-45 N Geneva: details like the marble-clad lobby and hardwood floors in every unit lend this vintage apartment building undeniable style while the generous closet space and cabinetry make it easy to live a clutter-free life. The charm of these vintage apartments is tough to miss but don’t forget that these are also some of the most budget-friendly Lincoln Park apartments in an excellent location.