Wicker Park Vacations from $515
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $960, price is now $601 per person
$601
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
Modern interior design of the lobby and cleanliness of the room.
Reviewed on Jun 14, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,222, price is now $780 per person
$780
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.
Reviewed on Jun 14, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,497, price is now $963 per person
$963
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
The hotel was wonderful. Everything was extremely clean, the entire staff was very friendly, and the service was exceptional. We had the best experience
Reviewed on Jun 14, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,059, price is now $715 per person
$715
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (484 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 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
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,280 reviews)
"I really enjoyed this hotel. It’s right next to the pier which means great views/ morning walks. Staff was very helpful and friendly"
Reviewed on Jun 15, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
$146 nightly
The price is $174 total per night from Jun 30 to Jul 1
$174 total
Jun 30 - Jul 1
Total with taxes and fees
7.8/10 Good! (1,587 reviews)
"Older property but locations is great! One block from miracle mile. Rooftop bar was great. Staff wonderful! Had a fitness center that I didn’t use but it was quite large with lots of equipment. The breakfast buffet was adequate but not spectacular. The bus stop is one block from hotel and runs frequently ..."
Reviewed on Jun 15, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (2,670 reviews)
"The hotel itself is nice staff friendly but beware of parking costs and expensive breakfast buffet. Would stay again."
Reviewed on Jun 14, 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.
Stay near popular Wicker Park attractions
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- Chicago Hotels
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- Hotels near United Center
- Hotels near Damen Station
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- 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 Division Station
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- Hotels near Chopin Theatre-Death and Harry Houdini
- Hotels near House Theatre
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- Hotels near St Nicholas Ukrainian Catholic Cathedral
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- Hotels near Pulaski Park
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- Hotels near Ukrainian National Museum
- Hotels near Polish Museum of America
- Hotels near Holy Innocents Church
- Hotels near Chicago Riverwalk
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- Hotels near Armitage Avenue
- Hotels near Goose Island
- 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.