Wicker Park Vacations from $237
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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.
Holiday Inn Chicago - Schaumburg by IHG
Save 100% on your flight
Price was $447, price is now $237 per person
$237
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
16.4/10 Exceptional! (999 reviews)
Rooms were clean and overall the hotel was nice
Reviewed on Nov 1, 2025
Level Chicago – Old Town
Downtown Chicago
Price was $3,257, price is now $1,529 per person
$1,529
per person
Dec 28 - Jan 3
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on Nov 9, 2025
The Westin Michigan Avenue Chicago
Downtown Chicago
Save 100% on your flight
Price was $970, price is now $486 per person
$486
per person
Dec 20 - Dec 23
found 7 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
I didn’t have breakfast. Just coffee from the Starbucks kiosk.
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
$88 nightly
The price is $103 total per night from Dec 8 to Dec 9
$103 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
$131 nightly
The price is $149 total per night from Nov 26 to Nov 27
$149 total
Nov 26 - Nov 27
Total with taxes and fees
8.4/10 Very Good! (2,065 reviews)
Classy and classic! Never disappoints
Reviewed on Nov 16, 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
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
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- 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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- 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.