
Downtown Skokie Holidays from AU$1,788
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Top Holiday Package Deals in Downtown Skokie
Price found within the past 48 hours. Click for updated prices.

Grand Royal Hotel O'Hare - Chicago
Price was AU$2,701, price is now AU$1,788 per person
AU$1,788
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago
Reviewed on 7 Nov 2025


Virgin Hotels Chicago
Downtown Chicago
Price was AU$2,982, price is now AU$1,966 per person
AU$1,966
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!
Reviewed on 9 Jan 2026

Comfort Inn & Suites Arlington Heights - Schaumburg
Price was AU$2,771, price is now AU$1,831 per person
AU$1,831
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (782 reviews)
Everything was excellent but they need to fix the
Elevator the last time l was there in October its broken
Reviewed on 6 Jan 2026
Our guide on where to stay in Downtown Skokie
Find the best Downtown Skokie areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Skokie

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best Downtown Skokie Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 14 Feb to 15 Feb
AU$237
14 Feb - 15 Feb
includes taxes & fees
8/10 Very Good! (9,766 reviews)
Nice rooms. Everything is close by. Friendly and helpful staff
Reviewed on 12 Jan 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 1 Feb to 2 Feb
AU$273
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (2,523 reviews)
Yes great Hotel everything was perfect
Reviewed on 12 Jan 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 25 Jan to 26 Jan
AU$141
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (3,721 reviews)
The room was great nice and clean
Reviewed on 15 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Downtown Skokie

Navy Pier
4.5/5(64 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Millennium Park
4.5/5(73 reviews)
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Chicago Riverwalk
4.5/5(26 reviews)
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.
Activities

Chicago: Navy Pier Centennial Wheel Ticket
AU$37
per adult
88% of travellers recommend

Chicago Crime and Mob Bus Tour
AU$73
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
















