Plan a trip to see Chagall's Four Seasons

Price found within the past 48 hours. Click for updated prices.

Pendry Chicago

Downtown Chicago

AU$3,404

per person

8 Jan - 15 Jan

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

18.8/10 Exceptional! (1,130 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 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

18.8/10 Exceptional! (1,773 reviews)

Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance. The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return. Mr. & Mrs.S

Reviewed on 17 Nov 2025

Hilton Chicago O'Hare Airport

O'Hare

AU$3,975

per person

8 Jan - 15 Jan

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

16.4/10 Exceptional! (2,158 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 153 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 49 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 12 activities

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

Free cancellation available

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