Wicker Park Vacations from $313
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Your Wicker Park Vacation
Lock in a vacation package to Wicker Park and get set to experience its nightlife, bars and pubs and cafes. However you plan to spend your stay in this food-lovers neighborhood, there are plenty of opportunities for fun and relaxation. Your trip to Wicker Park wouldn't be complete without exploring leading attractions nearby such as University of Illinois Chicago, United Center and Humboldt Park. No matter your travel goals or the size of your budget, booking your dream Wicker Park vacation has never been easier with Expedia.
The Latest Wicker Park Vacation Packages
Hotel Riu Plaza Chicago
Reviewed on Aug 10, 2026
Hotel Saint Clair- Magnificent Mile
Reviewed on Aug 10, 2026
Where to stay in Wicker Park
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).
Wicker Park Hotel Deals
Congress Plaza Hotel
"Stay was fine. I’d love to leave five stars but I have been asking why I was charged an additional 104 usd to my credit card after we left via hotels.com chat and emailing the hotel directly but they have yet to respond. Hoping this gets me a reply and I can update my review"
Reviewed on Aug 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport
Stay near popular Wicker Park attractions
The Den Theatre
The Chop Shop & 1st Ward
Wood Street Gallery
Flat Iron Building
Bourbon On Division
Monique Meloche Gallery
SWIG
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Ticket
Explore a world of travel with Expedia
- Chicago City Hall
- St. Josaphat Church
- Goose Island Vacations
- Lighthouse ArtSpace Chicago
- Depaul University-Lincoln Park
- House of Blues Chicago
- Art Institute of Chicago
- Merchandise Mart
- Depaul University-Loop Campus
- Harold Washington Library Center
- Flat Iron Building
- Skydeck Ledge
- Humboldt Park
- Mary Bartelme Park
- Buckingham Fountain
- Roosevelt University
- Gorilla Tango Theatre
- Lincoln Park Conservatory
- Picasso Statue
- Park West
- Chicago Vacations
- Lincoln Park Vacations
- Daley Plaza
- Aon Center
- Annunciation Greek Orthodox Cathedral
- Monique Meloche Gallery
- North Avenue Beach
- Oak Street Beach
- Robie House
- 900 North Michigan Shops
- St. Clements Church
- Our Lady of Sorrows Basilica
- Henry Gerber House
- Magnificent Mile Vacations
- Chicago History Museum
- Shops at North Bridge
- Carbide and Carbon Building
- Grant Park
- Chicago Water Tower
- Chase Tower
- Chicago Riverwalk
- 311 S Wacker Dr
- Armitage Avenue
- Navy Pier
- Millennium Park
- St. John Cantius Church
- Driehaus Museum
- Cooking & Hospitality Institute of Chicago
- Marshall Field Building
- Goodman Theater
- Garfield Park Conservatory
- Chicago Children's Museum
- Fourth Presbyterian Church
- Downtown Chicago Vacations
- Cyrus McCormick Mansion
- Chicago Board of Trade Building
- Bally's Casino Chicago
- Water Tower Place
- Advocate Illinois Masonic Medical Center
- United Center
- South Pond
- River North Vacations
- West Loop Vacations
- Briar Street Theatre
- Willis Tower
- Northwestern Memorial Hospital
- 333 West Wacker Drive
- Michigan Avenue
- International Museum of Surgical Science
- Tribune Tower
- Packer Schopf Gallery
- Holy Name Cathedral
- Michigan Avenue Bridge
- Montrose Beach
- Holy Trinity Russian Orthodox Cathedral
- The Salt Shed
- Civic Opera House
- Second City
- University of Illinois Chicago
- Chicago Cultural Center
- Cadillac Palace Theatre
- Cibc Theatre
- Lincoln Park Zoo
- Illinois Centennial Memorial Column
- Chicago Place Mall
- Farm-In-The-Zoo
- Dave & Buster's
- St Nicholas Ukrainian Catholic Cathedral
- Jane Addams' Hull-House Museum
- Depaul Art Museum
- Marina City
- Baha'i House of Worship
- The East Bank Club
- Wrigley Field
- Unity Temple
- Richard J. Daley Center
- Apollo Theater Chicago
- Rookery
- Wrigley Building
- Ohio Street Beach