Theatre District Holiday Deals

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Top Theatre District holiday deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$5,030, price is now AU$4,621 per person
AU$4,621
per person
17 Dec - 20 Dec
found 12 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Pendry Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 3 minutes by foot from Chicago Riverwalk.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$5,839, price is now AU$5,104 per person
AU$5,104
per person
17 Dec - 20 Dec
found 12 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Trump International Hotel & Tower Chicago in Chicago (Downtown Chicago), you'll be a 4-minute walk from Chicago Riverwalk and 6 minutes by foot from Michigan Avenue.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was AU$5,641, price is now AU$5,072 per person
AU$5,072
per person
17 Dec - 20 Dec
found 12 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Park Hyatt Chicago, you'll be centrally located in Chicago, steps from Chicago Water Tower and within a 5-minute walk of 875 North Michigan Avenue.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was AU$5,866, price is now AU$5,352 per person
AU$5,352
per person
17 Dec - 20 Dec
found 12 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Waldorf Astoria Chicago, you'll be centrally located in Chicago, steps from Oak Street and within a 5-minute walk of Michigan Avenue.
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was AU$5,147, price is now AU$4,801 per person
AU$4,801
per person
17 Dec - 20 Dec
found 12 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Viceroy Chicago in Chicago (Downtown Chicago), you'll be steps from State Street and 6 minutes by foot from Michigan Avenue.

Top hotels for your Theatre District holiday

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 25 Nov to 26 Nov
AU$210
25 Nov - 26 Nov
includes taxes & fees
A stay at citizenM Chicago Downtown places you in the heart of Chicago, steps from Michigan Avenue and Chicago Riverwalk.
It someone like Lovely and elect

Reviewed on 8 Nov 2025

Opens in a new windowcitizenM Chicago Downtown
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 11 Dec to 12 Dec
AU$223
11 Dec - 12 Dec
includes taxes & fees
A stay at The Allegro Royal Sonesta Hotel Chicago Loop places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and State Street.
Nice and easy check in. Clean room. Comfy bed.

Reviewed on 7 Nov 2025

Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 24 Nov to 25 Nov
AU$235
24 Nov - 25 Nov
includes taxes & fees
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
What a fun hotel.... Most hoping place in town.

Reviewed on 9 Nov 2025

Opens in a new windowPalmer House a Hilton Hotel
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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.

Popular places to visit

Chicago Theatre

Chicago Theatre

5/5(5 reviews)

You can make plans for a show at Chicago Theatre on your trip to Chicago. Amble around this vibrant area's riverfront or experience its entertainment choices.

Chicago Theatre
Cadillac Palace Theatre

Cadillac Palace Theatre

You can get tickets for a performance at Cadillac Palace Theatre on your trip to Chicago. Discover the acclaimed theatre scene and notable monuments in this vibrant area.

Cadillac Palace Theatre
Daley Plaza

Daley Plaza

You can learn about the history of Chicago when you stop by Daley Plaza. Experience the fascinating museums and entertainment choices in this vibrant area.

Daley Plaza