Theatre District Holidays from £1,072

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Your Theatre District Holiday

Leap into your next thrilling adventure with one of our Theatre District holiday packages. Spend your time getting to know this neighbourhood's countless charms, such as its culture. Hoping to do some sightseeing during your trip to Theatre District? Pencil in a visit to nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Expedia can help you turn your ideal Theatre District holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
24 Aug - 29 Aug
found 24 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,018 reviews)
Helpful staff! Great location!

Reviewed on 17 Jun 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
24 Aug - 29 Aug
found 24 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,230 reviews)
Location is amazing, super friendly staff. Will definitely be back soon

Reviewed on 17 Jun 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
24 Aug - 29 Aug
found 24 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Staff was very friendly and helpful.

Reviewed on 15 Jun 2024

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
per person
20 Jul - 25 Jul
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.4/10 Very Good! (1,004 reviews)
It was a nice area. Nice walking distance to food and other sight seeing.

Reviewed on 18 Jun 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
20 Jul - 25 Jul
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Excellence in every way!

Reviewed on 18 Jun 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 featuring 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

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
The price is £104 per night from 1 Jul to 2 Jul
£104
per night
1 Jul - 2 Jul
8.4/10 Very Good! (3,081 reviews)
"Meet the needs of our trip"

Reviewed on 17 Jun 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 £127 per night from 1 Jul to 2 Jul
£127
per night
1 Jul - 2 Jul
9/10 Wonderful! (1,490 reviews)
"Great hotel and nice location"

Reviewed on 18 Jun 2024

citizenM Chicago Downtown
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £181 per night from 7 Jul to 8 Jul
£181
per night
7 Jul - 8 Jul
8.6/10 Excellent! (1,159 reviews)
"Lovely art deco hotel, with small but nice rooms which were very quiet (it’s was near the elevators, and we never heard noise in the hallway). Easy walks to everywhere and close to the L to go to Wrigley Field. Lots of nice eating places nearby. Very convenient location."

Reviewed on 17 Jun 2024

The Allegro Royal Sonesta Hotel Chicago Loop
See all 4,091 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Theatre District travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Theatre District from just £1,072. And the more you bundle, the more you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Theatre District travel package?
Plans can change without warning, so yes. You may be able to cancel or amend your Theatre District travel package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, airline or hotel may impose a fee. Want more information? Check out our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Theatre District?
It’s easy. Just bundle. Hotels, rental cars and flights — combine whatever you need into a Theatre District travel package to save a ton of cash. Score even better deals when you include extras such as sightseeing tours to your booking. But that’s not the only good part. You have the flexibility to customize your holiday your own way. We offer more than 550 airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Theatre District holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that “book now” button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Theatre District?
A journey to Theatre District isn’t complete without stopping by Millennium Park and Wrigley Field. Reserve a room nearby and easily access these fantastic sights.
What are the top hotels in Theatre District?
Get your holiday off to a fantastic start by staying at Hyatt Regency Chicago. It’s one of most sought-after properties in Theatre District. Another welcoming option is The Godfrey Hotel Chicago.
How far in advance should I book my Theatre District holiday?
While prices fluctuate, we generally recommend reserving your seat as early as possible. Many international airfares are found on Expedia up to a year in advance. If you’re booking last minute, you might still be in luck. Discount prices to Theatre District sometimes occur just weeks before departure.
What does an Expedia Theatre District travel package include?
Flights, rental cars and hotels — we’ve got them all. With Expedia, you can create your Theatre District package however you want. All you have to do is decide what you need. Once you’ve made your booking, you can add on fun things like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Theatre District travel package?
You’ll enjoy amazing savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together simply makes planning easier. So why waste your time or money? Whether you’re putting together a fancy romantic getaway or a low-cost family break, check out our travel packages today.
Can I choose my airline with a Theatre District Expedia travel package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Simply choose your favourite carrier and put together your ideal Theatre District escape.

Popular places to visit

Image for Chicago Theatre

Chicago Theatre

4/5(10 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 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 acclaimed theatre scene in this vibrant area.

Chicago City Hall
Image for CIBC Theatre

CIBC Theatre

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

CIBC Theatre

Things to do

Image for Chicago C3® by CityPASS®

Chicago C3® by CityPASS®

£81
Per adult
78% of travellers recommend
Chicago C3® by CityPASS®
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Amazing Lakefront Segway Tour of Chicago

£63
Per adult
100% of travellers recommend
Amazing Lakefront Segway Tour of Chicago
Image for Historic Chicago Food Adventure with a Local Guide

Historic Chicago Food Adventure with a Local Guide

£59
Per adult
Historic Chicago Food Adventure with a Local Guide
See all activities in Chicago

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.