Name: Luxury Home Away From Your Home
Address: Chicago

Plan a trip to see Pleasant Home

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

NZ$2,215

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (1,011 reviews)

Everything was perfect

Reviewed on 12 Nov 2025

Hilton Chicago O'Hare Airport

O'Hare

NZ$2,828

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

8.2/10 Very Good! (2,141 reviews)

It's an old airport hotel. What does one should expect, 5 stars?? Served the purpose. Didn't eat food only slept for one night due to the flight cancelation.

Reviewed on 10 Nov 2025

Arlo Chicago

Downtown Chicago

NZ$2,262

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (1,852 reviews)

We felt welcomed and supported in every way. Tasteful, artistic, comfortable, convenient, fun, good food. Terrific staff. Will definitely come again. Highly recommend.

Reviewed on 12 Nov 2025

Tours & day trips

See all 147 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 44 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

Attractions

See all 14 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 9 activities

Chicago Perfume Making Classes on Magnificent Mile

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 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 entertainment choices 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.