Wicker Park Vacations from $204
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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.
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,177, price is now $516 per person
$516
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
Great location and staff was very accommodating. Rooms were on the small side.
Reviewed on Nov 19, 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,603, price is now $918 per person
$918
per person
Dec 28 - Jan 2
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special
Reviewed on Nov 11, 2025
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was $736, price is now $431 per person
$431
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,003 reviews)
Great location and room for the price. Restaurant downstairs is also very nice if you wanted to grab a meal without leaving. Only a few hundred yards from Blue Line stop which goes right to the airport, and the welcome drink was a nice touch. Staff was also super friendly and accommodating.
Reviewed on Nov 10, 2025
Hyatt House Chicago West Loop
Downtown Chicago
Save 100% on your flight
Price was $455, price is now $273 per person
$273
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
17.6/10 Exceptional! (1,079 reviews)
We Truly Enjoyed our stay. staff was Great . Helpful and Pleasant.
Highly recommend staying here.
Reviewed on Nov 17, 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
4 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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Dec 8 to Dec 9
$102 total
Dec 8 - Dec 9
Total with taxes and fees
8.4/10 Very Good! (5,272 reviews)
I like the place was a good place and the staff are very welcoming. As one thing I didn't like I booked one bedroom King bed, I end up with two single beds. But they promise me to change in the morning and they didn't. I was not happy about it.
Reviewed on Nov 19, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $145 total per night from Dec 21 to Dec 22
$145 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (2,072 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!
Reviewed on Nov 18, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (3,324 reviews)
Awesome location and valet was very helpful
Reviewed on Nov 18, 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
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.
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 entertainment choices.
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 entertainment choices in this vibrant area.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
98% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Chicago Hotels
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- Hotels near United Center
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- 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
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- Hotels near Chopin Theatre-Death and Harry Houdini
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- Marriott Hotels & Resorts in Goose Island
- Hotels near Humboldt Park
- 4 Star Hotels in Goose Island
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- 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.