Package deals near Chicago Theatre

Save more on your trip when booking your flight + hotel together

Top Chicago Theatre vacation deals

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
3.5-star property

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago
9.2/10 Wonderful! (317 reviews)

Mar 15 - Mar 19

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $591, price is now $350 per person
$350
per person
found 2 days ago
close to everything we will be staying here again on our next vacation to Chicago

Reviewed on Aug 31, 2024

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Downtown Chicago
9.2/10 Wonderful! (347 reviews)

Mar 14 - Mar 21

7 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,257, price is now $755 per person
$755
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Downtown Chicago
9.4/10 Exceptional! (1,773 reviews)

Mar 14 - Mar 17

3 night stay

Dallas (DAL) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,111, price is now $675 per person
$675
per person
found 9 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Downtown Chicago
9/10 Wonderful! (380 reviews)

Mar 14 - Mar 17

3 night stay

Dallas (DAL) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $809, price is now $495 per person
$495
per person
found 9 hours ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Downtown Chicago
9.4/10 Exceptional! (2,790 reviews)

Mar 14 - Mar 17

3 night stay

Dallas (DAL) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $708, price is now $434 per person
$434
per person
found 9 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

Downtown Chicago
9.2/10 Wonderful! (1,264 reviews)

Mar 14 - Mar 17

3 night stay

Dallas (DAL) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $791, price is now $487 per person
$487
per person
found 9 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

Hotel deals near Chicago Theatre

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.34 mi from Chicago Theatre
$168 nightly
The price is $192 total per night
$192 total
Jan 7 - Jan 8
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and access to locker space. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
Pool
Spa
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.16 mi from Chicago Theatre
$88 nightly
The price is $103 total per night
$103 total
Jan 24 - Jan 25
Total with taxes and fees
At Club Quarters Hotel Wacker at Michigan, Chicago, guests have access to a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 76 per day. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.14 mi from Chicago Theatre
$195 nightly
The price is $229 total per night
$229 total
Jan 14 - Jan 15
Total with taxes and fees
Guests staying at Pendry Chicago enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 79 per night. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a conference center, free use of bicycles, and express check-in.
Pet friendly
Free WiFi
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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.

Book a Chicago Theatre vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Chicago Theatre, now is the perfect time. Book your getaway to Chicago with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing Chicago sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Chicago Theatre, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Chicago Theatre vacation. Book your Chicago package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Chicago Theatre any longer. Save a bundle and book your Chicago escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.