
Oak Brook Holidays from NZ$3,018
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The Latest Oak Brook Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was NZ$3,755, price is now NZ$3,018 per person
NZ$3,018
per person
14 Aug - 19 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times.
The hotel offered only coffee/tea and fresh fruit until 9am.
The staff made our stay more enjoyable.
Reviewed on 8 June 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$5,787, price is now NZ$4,480 per person
NZ$4,480
per person
14 Aug - 19 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
We love the pool, cleanliness in the room .Friendly staff
Reviewed on 6 June 2026

Level Chicago Fulton Market
Downtown Chicago
Price was NZ$4,504, price is now NZ$3,493 per person
NZ$3,493
per person
14 Aug - 19 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026

The Langham, Chicago
Downtown Chicago
Price was NZ$6,320, price is now NZ$4,955 per person
NZ$4,955
per person
14 Aug - 19 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
The pool was a true lap pool. The Fitness Center and the locker room was exquisite.
Reviewed on 8 June 2026

Omni Chicago Hotel
Downtown Chicago
Price was NZ$3,997, price is now NZ$3,250 per person
NZ$3,250
per person
14 Aug - 19 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
beautiful room
city view
excellent location
quiet and comfortable
Reviewed on 9 June 2026
Oak Brook Holiday
Our pick of the best Oak Brook Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 30 June to 1 July
NZ$278
30 June - 1 July
includes taxes & fees
8/10 Very Good! (10,221 reviews)
"Fantastic room and location."
Reviewed on 9 June 2026

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is NZ$312 per night from 28 June to 29 June
NZ$312
28 June - 29 June
includes taxes & fees
7.8/10 Good! (1,545 reviews)
"Our room was spacious and very clean"
Reviewed on 8 June 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$337 per night from 29 June to 30 June
NZ$337
29 June - 30 June
includes taxes & fees
8.2/10 Very Good! (1,569 reviews)
"Honestly during my trip I stayed at 6 Chicago hotels and this one was my favorite along with the Midlan hotel. Both exquisite, don’t forget to check out the roof top! I almost left without seeing the view it gorgeous!"
Reviewed on 8 June 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 Oak Brook

Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Oak Brook

Chicago Sightseeing River and Lake Cruise
NZ$78
per adult
100% of travellers recommend
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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.


