Theatre District Vacations from $262

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Your Theatre District Vacation

Immerse yourself in the best that Theatre District has to offer with a Theatre District vacation package. From its culture to everything else that makes it so special, this neighborhood 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 vacation to Theatre District, Expedia will help get you there.

The Latest Theatre District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,138 reviews)
More drawer space would be nice. Also, more stations on TV.

Reviewed on Sep 24, 2024

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,297 reviews)
Property sent me an email prior to stay asking me to pay more for a room upgrade - i.e. there were room upgrades available. I declined to pay for the room upgrade because of my gold status with expedia - free room upgrade when available at this VIP property. Requested room upgrade on arrival, told, nope.

Reviewed on Sep 25, 2024

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,324 reviews)
This property is in a prime location. Beautiful lobby too. We were mildly disappointed in the size of our room on the 23rd floor, thought it would be bigger. Not a deal breaker though. The staff at this hotel was top of the line, and absolutely superb! A special shout out to Raquel..very friendly and engaging. Definitely would stay there again.

Reviewed on Sep 25, 2024

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,532 reviews)
I like the property. I just wish it was better staffed when they had bigger events in the lobby other than that it was a great time.

Reviewed on Sep 23, 2024

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (516 reviews)
The hotel has only been open for a few months and staff was very welcoming. Excellent breakfast options.

Reviewed on Sep 26, 2024

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 showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotel + flight trips in Downtown Chicago

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 $144 per night from Oct 2 to Oct 3
$144
includes taxes & fees
$123 per night
Oct 2 - Oct 3
8.4/10 Very Good! (3,218 reviews)
"Convenient"

Reviewed on Sep 25, 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 $175 per night from Sep 29 to Sep 30
$175
includes taxes & fees
$149 per night
Sep 29 - Sep 30
9.2/10 Wonderful! (1,990 reviews)
"Good"

Reviewed on Sep 25, 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 $244 per night from Oct 27 to Oct 28
$244
includes taxes & fees
$208 per night
Oct 27 - Oct 28
8.6/10 Excellent! (1,324 reviews)
"Me and my wife love everything about the place especially the roof top"

Reviewed on Sep 23, 2024

Hyatt Centric The Loop Chicago
See all 3,750 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Theatre District vacation package cost?
We make it simple to travel the world, with Theatre District packages starting from as little as $262. You’ll have the flexibility to bundle your favorite 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 vacation?
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 traveling 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 cozy apartment in the city, Expedia will help make it happen.
Can I choose my airline with a Theatre District Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation 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 vacation 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 vacation 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

Image for Chicago Theatre

Chicago Theatre

4.5/5(1,193 reviews)

See a stage show at this iconic cultural beacon, which still captures all the splendor of a trip to the movie theater in the early 20th century.

Chicago Theatre
Image for Cadillac Palace Theatre

Cadillac Palace Theatre

4/5(1 review)

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

Cadillac Palace Theatre
Image for Chicago City Hall

Chicago City Hall

4.5/5(7 reviews)

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 acclaimed art scene in this vibrant area.

Chicago City Hall

Things to do

Image for Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

$45
Per adult
78% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Image for Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

$49
Per adult
Chicago River: 1.5-Hour Guided Architecture Riverboat Tour
Image for Chicago River: Guided Sunset Cocktail & Architecture Tour

Chicago River: Guided Sunset Cocktail & Architecture Tour

$59
Per adult
100% of travellers recommend
Chicago River: Guided Sunset Cocktail & Architecture Tour
See all activities in Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.