Theatre District Holidays

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Your Theatre District Holiday

Immerse yourself in the best that Theatre District has to offer with a Theatre District holiday package. From its culture to everything else that makes it so special, this neighbourhood will delight you from beginning to end. Start your trip to Theatre District with a visit to nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Stop dreaming and start doing. When it's time to book your holiday to Theatre District, Expedia will help get you there.

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Our guide on where to stay in Theatre District

Find the best Theatre District areas and neighborhoods for the activities you enjoy most. Learn more about Theatre District
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best Theatre District Hotel Deals

Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 10 Dec to 11 Dec
AU$186
includes taxes & fees
10 Dec - 11 Dec
8.4/10 Very Good! (3,270 reviews)
"The staff are very accommodating in allowing for early luggage drop off before check in and after checking out. Super convenient to local transit and Amtrak Chicago Union Station."

Reviewed on 24 Nov. 2024

Club Quarters Hotel, Central Loop, Chicago
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$236 per night from 10 Dec to 11 Dec
AU$236
includes taxes & fees
10 Dec - 11 Dec
9.2/10 Wonderful! (2,295 reviews)
"Great stay, really comfy bed, amazing gym, and easy check in. only complaint was the food was average and the bartender was more concerned with finding people to get “wasted” with him the next day and also dropping F’bombs left and right within ear shot of patrons. Other than that, the hotel was ..."

Reviewed on 24 Nov. 2024

citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4 out of 5
100 W. Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 18 Dec to 19 Dec
AU$210
includes taxes & fees
18 Dec - 19 Dec
8.8/10 Excellent! (1,460 reviews)
"Everything was great"

Reviewed on 26 Nov. 2024

Hyatt Centric The Loop Chicago
See all 4,096 properties in Theatre District
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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Theatre District holiday package cost?
We make it simple to travel the world, with Theatre District packages starting from as little as . You’ll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add some activities and tours to your itinerary?
How do I get a cheap travel package to Theatre District?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got it all. Select a combination that best fits you and see your savings pile up. We know a package deal is never one-size-fits-all. That’s why we offer more than 550 partner airlines and 1 000 000 hotel options across the globe, which lets you customize your Theatre District getaway.
Where should I stay in Theatre District?
Urban adventurers come from all over the world to see McCormick Place and Millennium Park in Theatre District. Book yourself a room within a stone’s throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Theatre District?
Hotel Julian and Kimpton Hotel Monaco Chicago, an IHG Hotel are among the most well-known hotels in Theatre District. Why not have a look at the amenities and facilities at each and then make a decision?
How far in advance should I book my Theatre District holiday?
Reserving your flight early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, great deals to Theatre District are still known to appear in the weeks leading up to departure.
What does an Expedia Theatre District travel package include?
That depends on what you’re after. If you’re travelling alone, you might decide to combine hotels and flights. Taking the whole family to Theatre District? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Theatre District travel package?
When you book your flights, hotels and car rentals together, you’ll nab great discounts. Whether you’re planning an island getaway in a villa or prefer to stay in a cosy apartment in the city, Expedia will help make it happen.
Can I choose my airline with a Theatre District Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Theatre District holiday package?
Yes, you can. We understand that things don’t always go to plan, so we’re happy to help if you need to make changes to your Theatre District holiday package. You may be able to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Theatre District

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

Activities

Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

AU$68
Per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Go City - Chicago All-Inclusive Pass: 1 to 5 Day Access to 25+ Activities

Chicago Pass: Save up to 50 Percent - Includes 360 Chicago

AU$200
Per adult
78% of travellers recommend
Chicago Pass: Save up to 50 Percent - Includes 360 Chicago
Chicago: Museum of Illusions Timed Entrance Ticket

Chicago: Museum of Illusions Timed Entrance Ticket

AU$61
Per adult
Chicago: Museum of Illusions Timed Entrance Ticket
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.