Theatre District Holiday Packages - Save on Theatre District Flight & Hotel

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

Level Chicago Fulton Market

Downtown Chicago

฿237,985

per person

30 Aug - 5 Sept

found 1 day ago

Return flight included

Bangkok (DMK) to Chicago (ORD)

9.2/10 Wonderful! (512 reviews)

Location

Reviewed on 10 Jul 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

฿261,820

per person

30 Aug - 5 Sept

found 1 day ago

Return flight included

Bangkok (DMK) to Chicago (ORD)

9.6/10 Exceptional! (1,910 reviews)

I love Trump hotels the absolute BEST

Reviewed on 10 Jul 2026

The Peninsula Chicago

Downtown Chicago

฿273,427

per person

30 Aug - 5 Sept

found 1 day ago

Return flight included

Bangkok (DMK) to Chicago (ORD)

9.8/10 Exceptional! (1,008 reviews)

The most helpful staff. The most comfortable bed. The most luxurious bathroom. The Peninsula is unrivaled amongst the five-star hotels. Cannot wait to return yet again!

Reviewed on 5 Jul 2026

The Langham, Chicago

Downtown Chicago

฿257,882

per person

30 Aug - 5 Sept

found 1 day ago

Return flight included

Bangkok (DMK) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Fantastic staff, beautiful property. Highly recommend the club lounge

Reviewed on 10 Jul 2026

Nobu Hotel Chicago

Downtown Chicago

฿264,595

per person

30 Aug - 5 Sept

found 1 day ago

Return flight included

Bangkok (DMK) to Chicago (ORD)

9.4/10 Exceptional! (879 reviews)

Stunning hotel with really attentive staff, located in the heart of Chicago's West Loop neighborhood. You are surrounded by a ton of award-winning restaurants, shopping and also close to public transit. Rooms are spacious and are themed in a minimalistic Japanese onsen-style esthetic. We loved our stay here, though there are a few things to mention that made our stay less than a perfect 10. The bathroom is fully painted in black. Looks great, but terrible for styling your hair, if you have dark colored hair. Poor lighting concepts throughout the room and bathroom in general, which made it terrible for getting ready any time of the day. Closet area was dark, not great for getting dressed. Bedroom area was dark, not great for reading a book. Desk area is dark, not great for working remotely. Bathroom lighting is dark, not great if you are a woman trying to put on makeup. Housekeeping was fantastic and really knew how to personalize your stay, but they still knocked on the door when we had the "do not disturb" light on, which was very bothersome and woke us up a couple of times.

Reviewed on 6 Jul 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

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.

Top hotels in Theatre District

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Fully refundableReserve now, pay when you stay

฿8,789

฿11,439 total

9 Aug - 10 Aug

includes taxes & fees

8.6/10 Excellent! (2,514 reviews)

"😘"

Reviewed on 10 Jul 2026

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

฿6,226

฿8,467 total

10 Aug - 11 Aug

includes taxes & fees

9/10 Wonderful! (2,650 reviews)

"Located in a great spot. You can eat in or near by plenty of restaurants nearby. Staff very accommodating. Room very clean and comfortable. Cleaning staff was great and accommodating as well. First time there already recommend to friends and colleagues."

Reviewed on 11 Jul 2026

Arlo Chicago

168 N Michigan Avenue Chicago IL

฿7,697

฿10,197 total

10 Aug - 11 Aug

includes taxes & fees

9.4/10 Exceptional! (2,175 reviews)

"Our stay was wonderful! The free breakfast vouchers we received to the cute Fortune cookies as a welcome, we will be back! The staff, specifically, Nick, he was a true gem! Our Lyft driver left us and he was so helpful!"

Reviewed on 10 Jul 2026

See all 4,398 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 ฿237,985. 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.