Wicker Park Vacations from $413
Book a Hotel + Flight or Car together to unlock savings
Photo by Chandan Rastogi
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $833, price is now $413 per person
$413
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on Jan 11, 2026
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $981, price is now $537 per person
$537
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
room was clean, comfortable, & staff were kind and welcoming
Reviewed on Jan 12, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $761, price is now $428 per person
$428
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay.
Reviewed on Jan 12, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $811, price is now $463 per person
$463
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Had an amazing stay. Just note, you need to ask for the room cleaning service, and its not for everyday. Overall really loved the place and hope to come back!
Reviewed on Jan 10, 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 20 to Jan 21
$192 total
Jan 20 - Jan 21
Total with taxes and fees
8.4/10 Very Good! (2,528 reviews)
Nice size rooms, accommodating check in help, and great location
Reviewed on Jan 12, 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 25 to Jan 26
$105 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (3,699 reviews)
Everything was good! just so sad pool was closed
Reviewed on Jan 12, 2026
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Jan 30 to Jan 31
$103 total
Jan 30 - Jan 31
Total with taxes and fees
8.6/10 Excellent! (2,048 reviews)
Pedro and front office staff made our stay excellent. Return customer love the location, room quality and value overall. Room size and features make this our first choice in the city
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
- Cheap Hotels in West Town
- Romantic Hotels in West Town
- Hotels with Bars in West Town
- Honeymoon Resorts & in West Town
- Boutique Hotels in West Town
- Hotels with a Pool in West Town
- Beach Hotels in West Town
- Pet-friendly Hotels in West Town
- 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
- 4 Star Hotels in Ukrainian Village
- 5 Star Hotels in Ukrainian Village
- 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
- Hotels with a Gym in Bucktown
- Hotels with Bars in Bucktown
- Hotels with a Pool in Bucktown
- Resorts & Hotels with Spas in Bucktown
- 5 Star Hotels in Bucktown
- Extended Stay Hotels in Bucktown
- 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.