Wicker Park Vacations from $263
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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
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Save 100% on your flight
Price was $628, price is now $354 per person
$354
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.
Reviewed on Nov 30, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $947, price is now $588 per person
$588
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $860, price is now $538 per person
$538
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,689, price is now $1,069 per person
$1,069
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.
Reviewed on Jan 5, 2026
Where to stay in Wicker Park
Find the best Wicker Park areas and neighborhoods for the activities you enjoy most. Learn more about Wicker Park
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Wicker Park Hotel Deals
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $192 total per night from Jan 16 to Jan 17
$192 total
Jan 16 - Jan 17
Total with taxes and fees
8.4/10 Very Good! (2,507 reviews)
Clean, good breakfast, quiet. Easy acces
Reviewed on Jan 9, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $192 total per night from Jan 16 to Jan 17
$192 total
Jan 16 - Jan 17
Total with taxes and fees
8.4/10 Very Good! (2,226 reviews)
Room was very clean and staff was great
Reviewed on Jan 6, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Jan 18 to Jan 19
$105 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (3,675 reviews)
Room and hotel overall very clean. Noted some things that could be updated in bathroom(stopper in sink didnt go all the way down, peeling caulk and some missing grout). Minor updates. Our sink was clogged when we checked in and I called the front desk, housekeeping and the hotel hotline 4 different ...
Reviewed on Jan 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Wicker Park
Wood Street Gallery
You can spend time exploring the galleries in Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
Flat Iron Building
You can learn about the history of Chicago when you stop by Flat Iron Building. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Monique Meloche Gallery
You can spend time browsing the exhibits at Monique Meloche Gallery during your travels in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago Bulls Basketball Game at United Center
$83
per adult
80% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near United Center
- Hotels near Damen Station
- Hotels near Flat Iron Building
- Hotels near Wrigley Field
- Hotels near Monique Meloche Gallery
- Hotels near Wood Street Gallery
- Hotels near Holy Trinity Russian Orthodox Cathedral
- Hotels near West Town
- Hotels near Paseo Boricua
- Hotels with Free Parking in West Town
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- Hotels near Division Station
- Hotels near East Village
- Hotels near Chopin Theatre-Death and Harry Houdini
- Hotels near House Theatre
- Hotels near Gorilla Tango Theatre
- Hotels near St Nicholas Ukrainian Catholic Cathedral
- Hotels near Chicago Clybourn Station
- Hotels near Ukrainian Village
- Motels in Chicago Clybourn Station
- Hotels near St. Stanislaus Kostka Church
- Hotels near Bucktown
- 3 Star Hotels in Ukrainian Village
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- Hotels near Ukrainian Institute Of Modern Art
- Hotels with Free Airport Shuttle in Chicago
- Hotels near Noble Square
- Hotels near Saints Volodymyr & Olha Church
- Hotels near Pulaski Park
- Pet-friendly Hotels in Bucktown
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- Hotels with a Pool in Bucktown
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- Hotels with Tennis Courts in Bucktown
- Hotel with a Concierge Hotels in Bucktown
- Hotels near Magnificent Mile
- Hotels near Ukrainian National Museum
- Hotels near Polish Museum of America
- Hotels near Holy Innocents Church
- Hotels near Chicago Riverwalk
- Hotels near River North
- Hotels near Armitage Avenue
- Hotels near Goose Island
- Marriott Hotels & Resorts in Goose Island
- Hotels near Humboldt Park
- 4 Star Hotels in Goose Island
- 5 Star Hotels in Goose Island
- Hotels near Lincoln Park
- Hotels near National Museum of Puerto Rican Arts & Culture
- Hotels near Chicago Western Avenue Station
- Apartments in Chicago Western Avenue Station
- Chicago Vacations
- Monique Meloche Gallery
- Wood Street Gallery
- Holy Trinity Russian Orthodox Cathedral
- West Town Vacations
- Gorilla Tango Theatre
- St Nicholas Ukrainian Catholic Cathedral
- Ukrainian Institute Of Modern Art
- Visit West Town
- Visit East Village
- Visit Downtown Chicago
- Armitage Avenue
- Goose Island Vacations
- Visit Ukrainian Village
- St. Josaphat Church
- National Museum of Puerto Rican Arts & Culture
- Visit Bucktown
- St. John Cantius Church
- Legacy Motors Automotive Art Gallery
- Royal George Theater
- Steppenwolf Theatre
- DePaul University-Lincoln Park
- United Center
- Visit Goose Island
- Lincoln Park Conservatory
- DePaul Art Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.