Wicker Park Holidays
- Top Wicker Park holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Wicker Park holiday packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,434, price is now €935 per person
€935
per person
found 5 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Save 100% on your flight
Price was €2,104, price is now €1,372 per person
€1,372
per person
found 4 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,577, price is now €1,077 per person
€1,077
per person
found 4 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
5.0-star property
Waldorf Astoria Chicago
Downtown Chicago
14 Feb - 20 Feb
6 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €2,145, price is now €1,512 per person
€1,512
per person
found 5 hours ago
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,529, price is now €1,083 per person
€1,083
per person
found 4 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
Wicker Park Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Return • Coach
Price was €1,117, price is now €867 per person
€867
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Return • Coach
Price was €1,914, price is now €1,330 per person
€1,330
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Return • Coach
Price was €1,989, price is now €1,512 per person
€1,512
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
Pendry Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Return • Coach
Price was €1,212, price is now €956 per person
€956
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Return • Coach
Price was €1,104, price is now €872 per person
€872
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
Wicker Park Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,434, price is now €935 per person
€935
per person
found 5 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
14 Feb - 20 Feb
6 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,945, price is now €1,237 per person
€1,237
per person
found 5 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
14 Feb - 20 Feb
6 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €2,246, price is now €1,508 per person
€1,508
per person
found 5 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,577, price is now €1,077 per person
€1,077
per person
found 4 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
5.0-star property
Waldorf Astoria Chicago
Downtown Chicago
14 Feb - 20 Feb
6 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €2,145, price is now €1,512 per person
€1,512
per person
found 5 hours ago
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Wicker Park Holidays
Wicker Park is whispering in the wind. When you're ready to return its call, the helpful team at ebookers will be there to steal you away with great flight and accommodation deals.
Break free from your everyday with a simple click of the mouse With over 500 partner airlines and more than 500,000 properties around the world, you're closer than it seems to wonderful, new experiences.
Also, if you secure a Flight + Hotel package with ebookers and stumble upon a better deal elsewhere within 48 hours pre check in, we'll match it and transfer back the difference. That's our Price Guarantee.
Ready your suitcases. It's time to get moving! From scorching deserts to snow-capped mountains and every seaside getaway in between, let us help you to set your wanderlust free.Terms and Conditions apply.
More Wicker Park hotels
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €149 per night
€149
28 Dec - 29 Dec
includes taxes & fees
5.19 km from Wicker Park
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Pool
Spa
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is €90 per night
€90
5 Jan - 6 Jan 2026
includes taxes & fees
4.73 km from Wicker Park
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Pet-friendly
Free WiFi
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
5.18 km from Wicker Park
Our customers tell us that they can't get enough of the comfortable beds at Silversmith Hotel Chicago Downtown. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a 24-hour gym and a bar.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
The price is €83 per night
€83
23 Dec - 24 Dec
includes taxes & fees
4.88 km from Wicker Park
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is €139 per night
€139
28 Dec - 29 Dec
includes taxes & fees
5.91 km from Wicker Park
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Pool
Hot tub
Eurostars Magnificent Mile
660 North State Street Chicago IL
The price is €94 per night
€94
22 Jan - 23 Jan 2026
includes taxes & fees
4.39 km from Wicker Park
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
Spa
Free WiFi
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.
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Packages
^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.