Plan a trip to see All She Wrote

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theWit Chicago, a Hilton Hotel

Downtown Chicago

NZ$2,818

per person

31 Oct - 5 Nov

found 3 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (1,004 reviews)

The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!

Reviewed on 26 Sept 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

NZ$3,908

per person

31 Oct - 5 Nov

found 3 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.

Reviewed on 24 Sept 2025

The Emily Hotel

Downtown Chicago

NZ$3,151

per person

31 Oct - 5 Nov

found 3 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (1,222 reviews)

The Emily Hotel was in a convenient area of Chicago close to the family wedding we were attending in mid-September. Rooms were clean modern and had loads of desk space but no dressers or nightstands. Staff was helpful in telling us about the nearby parking garage beneath the Google building across the street. We parked our car there for $57/ day vs Valet for $85 (with unlimited in and) at The Emily. We would stay there again.

Reviewed on 26 Sept 2025

Tours & day trips

See all 165 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 30 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 30 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago Bulls Basketball Game at United Centre

Popular places to visit

Armitage Avenue

During your trip to Chicago, you can enjoy retail therapy at Armitage Avenue. Stroll along the lakeside in this vibrant area or visit its lively bars.

Lincoln Hall

You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Park West

You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

South Pond

Commune with nature and explore the great outdoors at South Pond during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Oz Park

Explore the great outdoors at Oz Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside and enjoy its lively bars.

Remy Bumpo Theatre Company

You can make plans for a show at Remy Bumpo Theatre Company during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.