South Englewood Vacations from $456
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Where to stay in South Englewood
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
South Englewood Hotel Deals
Congress Plaza Hotel
"The staff was great. However, the carpet smelled and hallways reeked of smoke. The elevator took forever to open and close."
Reviewed on Sep 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago
"Great spot!"
Reviewed on Sep 7, 2026
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
Explore a world of travel with Expedia
- Garfield Park Conservatory
- Crown Fountain
- Downtown Chicago Vacations
- Chicago Place Mall
- Rookery
- Picasso Statue
- Chicago Architecture Foundation
- 900 North Michigan Shops
- Chicago Symphony Orchestra
- University of Illinois Chicago
- Unity Temple
- Cadillac Palace Theatre
- Mccormick Tribune Center
- Film Row Cinema
- Sr Crown Hall
- Navy Pier
- Muddy Waters’ House
- Ida B Wells House
- Chicago Children's Museum
- Chicago Loop Synagogue
- Lincoln Park Zoo
- St. Basil Greek Orthodox Church
- American Police Center & Museum
- Chicago Vacations
- Fisher Building
- University of Chicago
- Englewood Vacations
- Marshall Field Building
- Chicago Museum Campus Vacations
- Chinatown Vacations
- Civic Opera House
- United Center
- Burnham Park
- Shops at North Bridge
- Lincoln Park Conservatory
- Maxwell Street Market
- Pontiac Building
- Symphony Center
- Griffin Museum of Science and Industry
- Wrigley Building
- Marina City
- Art Institute of Chicago
- Richard J. Daley Center
- Montrose Beach
- Ping Tom Memorial Park
- Depaul University-Loop Campus
- Michigan Avenue Bridge
- Harold Washington Library Center
- North Avenue Beach
- South Loop Vacations
- Columbia College Chicago
- Grace Abbott Homes Vacations
- Jane Addams' Hull-House Museum
- Obama's House
- Zhou B Art Center
- Canalport Riverwalk Park
- Holy Name Cathedral
- Water Tower Place
- Cibc Theatre
- Old Colony Building
- Driehaus Museum
- Chicago City Hall
- Chase Tower
- Daley Plaza
- Buckingham Fountain
- Michigan Avenue
- Illinois Institute of Technology
- Mary Bartelme Park
- Carbide and Carbon Building
- Chicago Board of Trade Building
- Magnificent Mile Vacations
- 333 West Wacker Drive
- Tribune Tower
- South Commons Vacations
- Skydeck Ledge
- Ohio Street Beach
- Wrigley Field
- Merchandise Mart
- Auditorium Building and Theatre
- Goodman Theater
- Grant Park
- Robie House
- The Loop Vacations
- Anna and Frederick Douglass Park
- Lakefront Trail
- Hyde Park Vacations
- Chicago Riverwalk
- Gen. John Logan Memorial
- Willis Tower
- Cna Center
- Monadnock Building
- Chicago Cultural Center
- The Salt Shed
- Bridgeport Art Center
- Roosevelt University
- Robert W Roloson Houses
- 311 S Wacker Dr
- Millennium Park
- Maggie Daley Park