Theatre District Holidays

Photo by Betina Winsig Hansen
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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
€1,113
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
The hotel was a good stay, and it was in a good location, but they didn't give us a room with a view. Our room was in the corner and our one window was facing a brick. Besides that, the stay was good, and the staff was friendly.

Reviewed on 9 Sept 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
€1,266
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good proximity to the river and local sights. Property is a little dated and the driveway is always full of cars. Rooms could use a refresh. Shower is very small.

Reviewed on 9 Sept 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
€1,185
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on 7 Sept 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
€1,241
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
€1,208
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,839 reviews)
The staff was very helpful. The room was small but it was nice. It is busy in the city so noise can be an issue at night

Reviewed on 10 Sept 2026

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
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Theatre District

L7 Chicago by LOTTE

L7 Chicago by LOTTE

225 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
€264
1 Oct - 2 Oct
includes taxes & fees
9.6/10 Exceptional! (4,771 reviews)
"Such a great visit! Welcoming and understanding, did let us store luggage before check in and after check out."

Reviewed on 10 Sept 2026

L7 Chicago by LOTTE
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
€252
27 Sept - 28 Sept
includes taxes & fees
The Allegro Royal Sonesta Hotel Chicago Loop
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL
Fully refundable
€199
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (3,674 reviews)
"It was a good stay, room very clean and cleaned daily. Staff were attentive and helpful. Nothing to write home about but a comfortable place"

Reviewed on 10 Sept 2026

Club Quarters Hotel, Central Loop, Chicago
See all 4,453 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 €1,113. 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.

Stay near popular Theatre District attractions

A large illuminated sign with the letters "CHICA" and a circular design.
Photo by © Choose Chicago

Chicago Theatre

9.0/10 (1,866 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.
See properties
A large, classical building with tall columns and large windows.

Chicago City Hall

9.0/10 (10 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 entertainment choices in this vibrant area.
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A grand hall with a high, ornate ceiling and intricate architectural details.
Photo by TM

Chicago Cultural Center

9.2/10 (220 reviews)
Enjoy a stop at Chicago Cultural Center, an entertaining place to visit in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.
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A theater entrance with a marquee reading "Hamilton" and an "EXIT" sign above the door.
Photo by F Cast@72

CIBC Theatre

8.4/10 (52 reviews)
You can enjoy a show at CIBC Theatre on your trip to Chicago. Discover the fascinating museums and notable monuments in this vibrant area.
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A public square with fountains, people sitting and walking, and modern buildings in the background.
Photo by Meredith Breckner

Daley Plaza

8.0/10 (4 reviews)
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.
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A detailed ceiling with ornate patterns and red accents.
Photo by Meghan hernandez

Cadillac Palace Theatre

8.0/10 (1 review)
You can get tickets for a performance at Cadillac Palace Theatre on your trip to Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
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A cityscape with a prominent statue in the center, surrounded by tall buildings.

Chicago Board of Trade Building

10.0/10 (2 reviews)
You can learn about the history of Chicago when you stop by Chicago Board of Trade Building. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.
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Goodman Theater

You can enjoy a show at Goodman Theater during your stay in Chicago. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.