Plan a trip to see Lakefront Trail

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The Westin Michigan Avenue Chicago

Downtown Chicago

NZ$2,678

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

17.6/10 Exceptional! (1,074 reviews)

Great trip! Will stay again.

Reviewed on 2 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

NZ$3,265

per person

23 Dec - 28 Dec

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

18.8/10 Exceptional! (1,773 reviews)

It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.

Reviewed on 14 Nov 2025

Park Hyatt Chicago

Downtown Chicago

NZ$3,407

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9.6/10 Exceptional! (1,006 reviews)

This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!

Reviewed on 20 Oct 2025

Tours & day trips

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Architecture River Tour

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

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Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

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