
Wicker Park Holidays
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Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,169, price is now €779 per person
€779
per person
2 Nov - 7 Nov
found 9 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
The service was excellent, they made my birthday very special!
Reviewed on 19 Aug 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,927, price is now €1,160 per person
€1,160
per person
2 Nov - 7 Nov
found 9 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025

The Langham, Chicago
Downtown Chicago
Price was €1,782, price is now €1,218 per person
€1,218
per person
2 Nov - 7 Nov
found 9 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €1,282, price is now €879 per person
€879
per person
2 Nov - 7 Nov
found 9 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.
Reviewed on 17 Aug 2025

The Peninsula Chicago
Downtown Chicago
Price was €2,287, price is now €1,575 per person
€1,575
per person
2 Nov - 7 Nov
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
This is a truly luxurious hotel. I highly recommend it. You can not find a better hotel in Chicago
Reviewed on 20 Aug 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.
Top hotels in Wicker Park

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €190 per night from 14 Sept to 15 Sept
€190
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (9,006 reviews)
"Great history . Staff was excellent"
Reviewed on 19 Aug 2025

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €152 per night from 3 Sept to 4 Sept
€152
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
"The pool could have been a bit better"
Reviewed on 19 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €162 per night from 3 Sept to 4 Sept
€162
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,729 reviews)
"The hotel was wonderfully nestled downtown and an easy walk to sites and restaurants."
Reviewed on 18 Aug 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.
Frequently asked questions
Things to do

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
€35
per adult
100% of travellers recommend

Wicker Park Walking Tour History Trivia and Local Flavors
€35
per adult

Historic Homes and Cottages of Wicker Park Walking Tour
€39
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.