Wicker Park Vacations from $370
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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 Saint Clair- Magnificent Mile
Jan 13 - Jan 17Hotel Saint Clair- Magnificent Mile + Flight
Downtown Chicago4 nights4.0 star property8.6/10 - Excellent (2,375 reviews)"Cómoda, tranquila y buen servicio además de la cercanía de tiendas y lugares turísticos de la cuidad, para su precio estuvo más que bien, sin duda me volvería a quedar"Reviewed November 6, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Sheraton Grand Chicago Riverwalk
Dec 18 - Dec 22Sheraton Grand Chicago Riverwalk + Flight
Downtown Chicago4 nights4.0 star property8.6/10 - Excellent (1,875 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Jan 13 - Jan 17THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight
Downtown Chicago4 nights4.0 star property8.6/10 - Excellent (1,003 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Hotel Riu Plaza Chicago
Jan 13 - Jan 17Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (5,647 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Pendry Chicago
Dec 16 - Dec 19Pendry Chicago + Flight
Downtown Chicago3 nights4.5 star property9.2/10 - Wonderful (1,162 reviews)"Beautiful rooms and service."Reviewed November 5, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop
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.
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.
Discover the most popular places to visit in Wicker Park
What to do near Wicker Park
Wendella's 90-min Chicago River Architecture Tour
Chicago's Navy Pier Centennial Wheel Ticket
Wicker Park Hotel Deals
The Robey, Chicago, a Member of Design Hotels
The Robey, Chicago, a Member of Design Hotels"Clean room, but the air ducts are in the room and you can hear the dampers opening and closing at night. Parking is valet parking and is $49. Which isn’t bad for Chicago. In a great location if you are visiting someone in Wicker Park. The blue line stop is just across the street."
"Location was convenient. Located in a safe area where everything was walkable or close to subway entrance. Good local restaurants and shopping."
Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton Market"Close to many stores and restaurants. Valet parking"
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton"It's a nice hotel in a good location. The spaces are a little small but adequate. The staff was helpful and the room was clean. My only real compliant is the lack of free brewed coffee but we did get a $10/day voucher to use to buy coffee in the lobby cafe. I would say the lobby cafe is a weak point that the hotel probably has no association with."
"The main area of the hotel is old and beautiful. The rooms are quite basic and due for upgrades. The bathroom had stool on the toilet when we arrived. No fan in the bathroom or working window so the room got very humid when we showered. I’m surprised that I didn’t see mold. Bed was comfy."
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG