Wicker Park Vacations from $383
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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 $614, price is now $383 per person
$383
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
The property was very clean and the staff was very helpful.
Reviewed on Oct 4, 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,418, price is now $831 per person
$831
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
The building and the apartment was excellent
Reviewed on Oct 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $861, price is now $542 per person
$542
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Clean room. Great staff
Reviewed on Oct 2, 2025
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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,273 reviews)
"Rooms were updated"
Reviewed on Oct 3, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $125 total per night from Nov 4 to Nov 5
$125 total
Nov 4 - Nov 5
Total with taxes and fees
7.8/10 Good! (2,410 reviews)
"Staff very helpful and polite"
Reviewed on Oct 2, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$174 nightly
The price is $205 total per night from Nov 4 to Nov 5
$205 total
Nov 4 - Nov 5
Total with taxes and fees
8.4/10 Very Good! (5,027 reviews)
"Staff was amazing. Bed was extremely comfortable. Very clean room."
Reviewed on Oct 4, 2025
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 acclaimed theater scene 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 fascinating museums in this vibrant area.
Things to do
Chicago Sightseeing River and Lake Cruise
$45
per adult
100% of travellers recommend
Chicago By Night River & Lake Cruise
$45
per adult
96% of travellers recommend
Explore a world of travel with Expedia
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.