Leland Holidays from AU$3,261
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The Latest Leland Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$3,574, price is now AU$3,261 per person
AU$3,261
per person
8 Jan - 15 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
18.8/10 Exceptional! (2,229 reviews)
Room was super clean. Awesome view and the staff was great!
Reviewed on 16 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$5,281, price is now AU$4,263 per person
AU$4,263
per person
8 Jan - 15 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
18.8/10 Exceptional! (1,773 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
Pendry Chicago
Downtown Chicago
Price was AU$3,863, price is now AU$3,404 per person
AU$3,404
per person
8 Jan - 15 Jan
found 16 hours 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
Hilton Chicago O'Hare Airport
O'Hare
Price was AU$4,436, price is now AU$3,975 per person
AU$3,975
per person
8 Jan - 15 Jan
found 16 hours 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
Leland Holiday
Leland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 940 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Our pick of the best Leland Hotel Deals
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
The price is AU$185 per night from 19 Nov to 20 Nov
AU$185
19 Nov - 20 Nov
includes taxes & fees
7.2/10 Good! (1,002 reviews)
Place was great, thinking about booking for a couple days during Christmas
Reviewed on 14 Nov 2025
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 24 Nov to 25 Nov
AU$198
24 Nov - 25 Nov
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
Excellent overnight stay. Very clean, quiet, and comfortable. I would stay again.
Reviewed on 12 Nov 2025
Holiday Inn Express & Suites Yorkville by IHG
577 E KENDALL DRIVE, Yorkville, IL
The price is AU$142 per night from 7 Dec to 8 Dec
AU$142
7 Dec - 8 Dec
includes taxes & fees
8.2/10 Very Good! (612 reviews)
Very good atention
Reviewed on 9 Nov 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
