Plan a trip to see Pleasant Home

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Hotel Riu Plaza Chicago

Downtown Chicago

per person

15 Aug - 18 Aug

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (2,039 reviews)

The consistency of excellence is what RIU does so well. This is our third stay at a RIU HOTEL. We are definitely planning for our fourth. From entering to exit, it was a wonderful and easygoing experience.

Reviewed on 22 Jun. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

per person

15 Aug - 18 Aug

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (1,613 reviews)

Great hotel with great staff.

Reviewed on 20 Jun. 2025

Level Chicago – Old Town

Downtown Chicago

per person

15 Aug - 18 Aug

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (319 reviews)

I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!

Reviewed on 1 Jun. 2025

Tours & day trips

See all 158 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 31 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 25 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 12 activities

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Popular places to visit

Unity Temple

Designed by Frank Lloyd Wright at the peak of his powers and considered the world's first 'modern' building.

Ernest Hemingway Museum and House

Get a chance to peer at the man behind the myth and author of some of the 20th-century's greatest novels.

Frank Lloyd Wright Historic District

Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.

Mills Park

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Oak Park Visitors Center

After visiting Oak Park Visitors Center, make a plan to see the other sights and activities in Oak Park. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

Madison Street Theatre

You can get tickets for a performance at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.