Plan a trip to see Little Black Pearl Academy

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

Trump International Hotel & Tower Chicago

Downtown Chicago

￥236,814

per person

Apr 2 - Apr 4

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing

Reviewed on Jan 13, 2026

Waldorf Astoria Chicago

Downtown Chicago

￥306,076

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.

Reviewed on Jan 5, 2026

The Langham, Chicago

Downtown Chicago

￥320,324

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.8/10 Exceptional! (1,001 reviews)

Yes didn’t know you get free breakfast

Reviewed on Jan 4, 2026

Browse tours and tickets to explore Little Black Pearl Academy

Tours & day trips

See all 149 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 55 activities

Zen Route - Private & Exclusive Full Day Tour with Lunch Included

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 18 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

Neon Paint Therapy Experience

Popular places to visit

Elijah Muhammad House

Find out about the history of Chicago when you take a trip to Elijah Muhammad House. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

4944 S Woodlawn Ave

Find out about the history of Chicago when you spend time at 4944 S Woodlawn Ave. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Rainbow-PUSH Headquarters

Learn about the local history of Chicago with a stop at Rainbow-PUSH Headquarters. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Muddy Waters’ House

Find out about the history of Chicago when you spend time at Muddy Waters’ House. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Obama's House

Find out about the history of Chicago when you spend time at Obama's House. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Barack Obama Residence

You can find out about the history of Chicago when you stop by Barack Obama Residence. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.