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The Latest Theatre District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jul 5 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (205 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on Mar 16, 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Jul 5 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (3,494 reviews)
Came to Chicago to celebrate my birthday and St Patricks day. Got a room with river view which was amazing. The hotel is close to many restaurants and shops. Overall great stay!

Reviewed on May 13, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jul 30 - Aug 3
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
Just comparing it to always staying at the Peninsula. The 5 star service wasn’t near as good and it was just stuffy. The workers weren’t near as nice and welcoming.

Reviewed on May 13, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Jul 30 - Aug 3
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
I was pleasantly surprised to find artwork displayed throughout the property, including my favorite Kehinde Wiley.

Reviewed on May 12, 2024

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
per person
Jul 5 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,009 reviews)
Everyone was so nice. The staff was lovely and I will definitely book my room there again.

Reviewed on May 11, 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

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.

Find hotels in Downtown Chicago

Theatre District Hotel Deals

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 ￥19,628 per night from May 27 to May 28
￥19,628
per night
May 27 - May 28
9/10 Wonderful! (1,337 reviews)
"Nice and clean place, location is centre of the city. Only downfall is the rooms are extremely small. Two guests maximum per room, the bed is against three walls at one end of the room. The provided fridge fits about 6 cans in it and that’s it. The only sink provided is very small. Shower is a good ..."

Reviewed on May 11, 2024

citizenM Chicago Downtown
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 ￥22,354 per night from May 28 to May 29
￥22,354
per night
May 28 - May 29
8.4/10 Very Good! (3,056 reviews)
"Love this property and location!"

Reviewed on May 11, 2024

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 ￥29,661 per night from May 26 to May 27
￥29,661
per night
May 26 - May 27
8/10 Very Good! (1,203 reviews)
Relaxing
"Love the Palmer House. Especially drinks in their beautiful lobby. Favorite place to stay in Chicago."

Reviewed on May 10, 2024

Palmer House a Hilton Hotel
See all 4,118 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 vacation package cost?
We make it simple to travel the world, with Theatre District packages starting from as little as ￥346,298. 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 acclaimed theater scene and notable monuments in this vibrant area.

Cadillac Palace Theatre
Image for CIBC Theatre

CIBC Theatre

4.5/5(6 reviews)

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

CIBC Theatre

Things to do

Image for Chicago Pizza Tour

Chicago Pizza Tour

￥11,048
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago: City Minibus Tour with Optional Architecture Cruise

Chicago: City Minibus Tour with Optional Architecture Cruise

￥6,916
Per adult
98% of travellers recommend
Chicago: City Minibus Tour with Optional Architecture Cruise
Image for Chicago C3® by CityPASS®

Chicago C3® by CityPASS®

￥15,026
Per adult
78% of travellers recommend
Chicago C3® by CityPASS®
See all activities in Chicago

Other vacations you might like

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