Daley Plaza

A bustling urban market with wooden stalls and Christmas decorations.
A public square with fountains, people sitting and walking, and modern buildings in the background.
Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
Price was S$667, price is now S$581 per person
S$581
per person
2 Oct - 4 Oct
found 21 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
Nice balcony.

Reviewed on 24 Aug, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was S$788, price is now S$678 per person
S$678
per person
2 Oct - 4 Oct
found 21 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)

Chicago Marriott Oak Brook

Chicago Marriott Oak Brook

3.5 out of 5
Price was S$726, price is now S$637 per person
S$637
per person
2 Oct - 4 Oct
found 21 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very good! (1,001 reviews)

Tours & day trips

See all 256 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1620 reviews
Free cancellation available
Price is S$50 per adult
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Private & custom tours

See all 64 activities
Chicago: Shooting & Spinning Art Experience (Neon Lights)

Chicago: Shooting & Spinning Art Experience (Neon Lights)

Activity duration is 45 minutes
Free cancellation available
Price is S$145 per adult
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Food, drink & nightlife

See all 38 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 43 reviews
Price is S$201 per adult
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Classes & workshops

See all 32 activities
Chicago: BYOB Spray Paint and Sip Workshop

Chicago: BYOB Spray Paint and Sip Workshop

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 15 reviews
Free cancellation available
Price is S$51 per adult
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Attractions

See all 21 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 737 reviews
Free cancellation available
Price is S$38 per adult
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Stay near popular Daley Plaza attractions

Daley Plaza

8.0/10 (4 reviews)
You can learn about the history of Chicago when you stop by Daley Plaza. Experience the entertainment choices and acclaimed art galleries in this vibrant area.
See properties

Top Daley Plaza Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Congress Plaza Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
The Allegro Royal Sonesta Hotel Chicago Loop
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
River Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Fairmont Chicago at Millennium Park
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Hyatt Regency Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
L7 Chicago by LOTTE
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Club Quarters Hotel, Central Loop, Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
The Royal Sonesta Chicago Downtown
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Kasa Magnificent Mile Chicago
See all 3,918 properties in Daley Plaza
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.