Plan a trip to see Wintrust Arena

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Hotel Riu Plaza Chicago

Downtown Chicago

NZ$4,270

per person

30 May - 4 June

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (3,495 reviews)

The staff were extremely solicitous! The room was spotless! And the breakfast was delicious, plentiful, and included in the prove of the stay. I’ll definitely be back!

Reviewed on 19 Mar 2026

Eurostars Magnificent Mile

Downtown Chicago

NZ$4,568

per person

30 May - 4 June

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (3,314 reviews)

The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so much for taking pride in your establishment, and your employees, as both we’re definitely deserving of a 5 star rating and review.!

Reviewed on 17 Mar 2026

Sports Illustrated Resorts Chicago

Downtown Chicago

NZ$4,551

per person

30 May - 4 June

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (1,414 reviews)

Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar 2026

Tours & day trips

See all 196 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

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Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Free cancellation available

Food, drink & nightlife

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Chicago's Chinatown Food and Walking Tour

Free cancellation available

Classes & workshops

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BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Attractions

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Chicago CityPASS®: Experience 5 must-see attractions

Free cancellation available

Popular places to visit

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Glessner House Museum

You can spend time exploring the galleries in Glessner House Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

South Wentworth Street

You can find the perfect gifts to bring home at South Wentworth Street during your trip to Chicago. Amble around this family-friendly area's Chinatown and enjoy its top-notch restaurants.

Chess Records Building / Blues Heaven

You can spend time exploring the galleries in Chess Records Building / Blues Heaven during your trip to Chicago. While in this vibrant area, you can savour the top-notch restaurants.

Willie Dixon's Blues Heaven

You can learn about the history of Chicago with a visit to Willie Dixon's Blues Heaven. Stroll along the lakeside or visit the notable monuments in this vibrant area.

South Asia Institute

You can spend time exploring the galleries in South Asia Institute during your trip to Chicago. While in this vibrant area, you can savour the top-notch restaurants.