Theatre District Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Betina Winsig Hansen

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

Downtown Chicago

4 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 Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Theatre District

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 10.234.201 ₫ per night from 19 May to 20 May
10.234.201 ₫
12.167.649 ₫ total
19 May - 20 May
includes taxes & fees
8.8/10 Excellent! (3,502 reviews)
The staff was fantastic! While the hotel shows its age, it offers good value for the price. The professionalism and extra effort from the staff compensate for the limited amenities. It’s situated in a great location.

Reviewed on 9 May 2026

Club Quarters Hotel, Central Loop, Chicago
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 4.577.766 ₫ per night from 25 May to 26 May
4.577.766 ₫
6.224.674 ₫ total
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (2,433 reviews)
Great staff, food great, room great will return again.

Reviewed on 9 May 2026

Palmer House a Hilton Hotel
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.779.288 ₫ per night from 26 May to 27 May
3.779.288 ₫
4.492.788 ₫ total
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (2,127 reviews)
I love staying at Club Quarters Central Loop whenever I’m traveling through Chicago by train. Very walkable to and from Union Station. Helpful front desk staff. Great location for sightseeing. Luggage storage available so I can walk around Chicago before my train boards. It feels like a home away ...

Reviewed on 9 May 2026

Central Loop Hotel
See all 4,627 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.

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 1null000null000 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.

Popular places to visit

Cadillac Palace Theatre

Cadillac Palace Theatre

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

Cadillac Palace Theatre
Chicago City Hall

Chicago City Hall

Chicago City Hall is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Chicago City Hall
CIBC Theatre

CIBC Theatre

You can enjoy a show at CIBC Theatre on your trip to Chicago. Discover the fascinating museums and notable monuments in this vibrant area.

CIBC Theatre