South Addison Vacations from $458
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The Latest South Addison Vacation Packages
Where to stay in South Addison
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.
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.
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.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
South Addison Hotel Deals
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast
"I was double charged. Still trying to get resolved!!"
Reviewed on Aug 9, 2026
Hilton Chicago O'Hare Airport
"Go place to stay if your traveling and have a connection next day. Also very safe! A bit expensive especially the valet parking"
Reviewed on Aug 9, 2026
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
