Wicker Park Vacations from $593

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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

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $934, price is now $593 per person
$593
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere from this spot.

Reviewed on May 6, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,533, price is now $792 per person
$792
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Very centric hotel, would definitely stay here again.

Reviewed on May 6, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,376, price is now $755 per person
$755
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close. The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.

Reviewed on May 6, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,553, price is now $909 per person
$909
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (462 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,634, price is now $997 per person
$997
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
My stay was exceptional the staff were very polite and patient, they answered all my questions. I had a very nice view will definitely book again

Reviewed on May 6, 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

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.

Find hotels in Downtown Chicago

Wicker Park Hotel Deals

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (2,686 reviews)
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere ...

Reviewed on May 6, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $161 total per night from May 26 to May 27
$161 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (5,174 reviews)
Oh, River Hotel, how do I hate you? Let me count the ways. It was very difficult to find the hotel. It's narrow and short squished between two buildings which are much bigger. The hotels directions are terrible. All I have to say is that it's right next to the Sofitel, and I would've found it immediately. ...

Reviewed on May 7, 2026

River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $208 total per night from May 27 to May 28
$208 total
May 27 - May 28
Total with taxes and fees
9.4/10 Exceptional! (4,080 reviews)
Centrally located hotel with breakfast included. Reasonable pricing for a new hotel. Recommended

Reviewed on May 7, 2026

Hotel Riu Plaza Chicago
See all 4,750 properties in Wicker Park
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Kid Friendly Vacations

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 entertainment choices.

Wood Street Gallery

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.

Flat Iron Building

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.

Monique Meloche Gallery

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$27
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

$38
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.