
Hillside Holidays from NZ$2,088
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The Latest Hillside Holiday Deals
Price found within the past 48 hours. Click for updated prices.



OYO Hotel Edgebrook Chicago North Shore
Forest Glen
per person
1 May - 5 May
found 12 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
6.2/10 (275 reviews)
Nothing on the property says it's an Oyo property, the room door doesn't close automatically, and the a/c is controlled by the office.
Reviewed on 28 Mar. 2025

Hillside Holiday
Our pick of the best Hillside Hotel Deals

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
The price is NZ$190 per night from 6 Apr to 7 Apr
NZ$190
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,000 reviews)
"did a last minute booking for a great price. everything you need was walking distance."
Reviewed on 31 Mar. 2025

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$408 per night from 15 Apr to 16 Apr
NZ$408
includes taxes & fees
15 Apr - 16 Apr
8.8/10 Excellent! (2,020 reviews)
"great location"
Reviewed on 31 Mar. 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$280 per night from 21 Apr to 22 Apr
NZ$280
includes taxes & fees
21 Apr - 22 Apr
8.2/10 Very Good! (3,816 reviews)
"nice room really liked it"
Reviewed on 1 Apr. 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.
Frequently asked questions
Discover the most popular places to visit in Hillside

Wrigley Field
4.5/5(21 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

McCormick Place
4.5/5(21 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Navy Pier
4.5/5(64 reviews)
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Hillside

Chicago: Willis Tower Skydeck and The Ledge Ticket
NZ$77
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.