Plan a trip to see Supreme Life Building

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theWit Chicago, a Hilton Hotel

Downtown Chicago

NZ$2,499

per person

21 Jan - 26 Jan

found 1 day ago

Return flight included

Wellington (WLG) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

Overall good experience. My room was not cleaned one of the nights because the maid didn’t come until late but we were already in our room. Also, the $25/night resort fee was not properly explained to me, didn’t make much sense at all honestly. Property is nice and in a great location but i wouldn’t stay here again

Reviewed on 19 Dec 2025

The Peninsula Chicago

Downtown Chicago

NZ$3,868

per person

21 Jan - 26 Jan

found 1 day ago

Return flight included

Wellington (WLG) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Room was spotless and amazing. It was so luxurious and took a bath in the tub with the TV. Appreciated the upgrade and Service. The tea and breakfast were also lovely. It was an amazing stay for Christmas festivities in Chicago. It’s the best hotel!

Reviewed on 19 Dec 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

NZ$2,579

per person

21 Jan - 26 Jan

found 1 day ago

Return flight included

Wellington (WLG) to Chicago (ORD)

9.2/10 Wonderful! (326 reviews)

Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.

Reviewed on 18 Dec 2025

Tours & day trips

See all 140 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

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

Free cancellation available

Food, drink & nightlife

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Odyssey Lake Michigan Premier Dinner Cruise

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago Bulls Basketball Game at United Centre

Popular places to visit

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