Plan a trip to see State Street

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Pendry Chicago

Downtown Chicago

AU$3,404

per person

8 Jan - 15 Jan

found 2 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

18.8/10 Exceptional! (1,131 reviews)

Staff was our favorite part! Very very professional and friendly

Reviewed on 14 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$4,263

per person

8 Jan - 15 Jan

found 2 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

18.8/10 Exceptional! (1,771 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

Hilton Chicago O'Hare Airport

O'Hare

AU$3,975

per person

8 Jan - 15 Jan

found 2 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

16.4/10 Exceptional! (2,152 reviews)

Not having coffee available until 6 AM (at an airport!) is just so wrong.

Reviewed on 15 Nov 2025

Tours & day trips

See all 156 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 50 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 25 activities

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 11 activities

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Free cancellation available

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