Northwest Side Adults Only Holidays
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Top flight + Adults Only hotel deals in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
O'Hare
Price was NZ$4,135, price is now NZ$3,532 per person
NZ$3,532
per person
30 May - 4 June
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.4/10 Very Good! (2,231 reviews)
Everything went pretty well. Glad we choose to stay there.
Reviewed on 15 Mar 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was NZ$5,697, price is now NZ$4,568 per person
NZ$4,568
per person
30 May - 4 June
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so much for taking pride in your establishment, and your employees, as both we’re definitely deserving of a 5 star rating and review.!
Reviewed on 17 Mar 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was NZ$5,628, price is now NZ$4,551 per person
NZ$4,551
per person
30 May - 4 June
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on 9 Mar 2026
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was NZ$5,406, price is now NZ$4,541 per person
NZ$4,541
per person
30 May - 4 June
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,021 reviews)
Very nice stay, room was good, enjoyed the vintage style building. Was close to everything. My only complaint was the $29 charge for amenities that was not explained at check in or anywhere else when booked. That charge should be in the initial price.
Reviewed on 15 Mar 2026
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