Plan a trip to see Pleasant Home

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

Level Chicago Fulton Market

Downtown Chicago

NZ$3,493

per person

14 Aug - 19 Aug

found 19 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (491 reviews)

Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on 22 May 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

NZ$4,480

per person

14 Aug - 19 Aug

found 19 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.6/10 Exceptional! (1,893 reviews)

We love the pool, cleanliness in the room .Friendly staff

Reviewed on 6 June 2026

The Langham, Chicago

Downtown Chicago

NZ$4,955

per person

14 Aug - 19 Aug

found 19 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.8/10 Exceptional! (1,002 reviews)

The pool was a true lap pool. The Fitness Center and the locker room was exquisite.

Reviewed on 8 June 2026

Tours & day trips

See all 219 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 50 activities

Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Free cancellation available

Food, drink & nightlife

See all 34 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Classes & workshops

See all 22 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

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 Home and Studio

Find out about the history of Oak Park when you spend time at Frank Lloyd Wright Home and Studio. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.

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.

Oak Park Conservatory

Enjoy a stop at Oak Park Conservatory, an entertaining place to visit in Oak Park. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

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 acclaimed art galleries in this vibrant area.