Chicago Beach Holidays
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Top flight + Beach hotel deals in Chicago
Price found within the past 48 hours. Click for updated prices.
Claridge House
Downtown Chicago
Price was NZ$11,402, price is now NZ$11,132 per person
NZ$11,132
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.8/10 Excellent! (1,295 reviews)
No deal with local parking garages as well as hidden fees at check-in. The bar / coffee shop was super good the night staff not so much I went out to have a cigarette after a wedding I had changed clothes and left my key card in the suit when I went to come back in they accuse me of being someone else that matched my description and would not give me a key card to my room to get back in without having a argument. They said I matched the description of someone who went into a room with a key I had neither considering I was outside as soon as I got back and changed clothes the lady at the desk kept being rude and telling me to show what Key used to go into a different room when that was a different person. And I was at the desk only to get a another key for my room definitely will never stay here again
Reviewed on 19 Aug. 2025
Thompson Chicago, by Hyatt
Downtown Chicago
Price was NZ$12,139, price is now NZ$11,671 per person
NZ$11,671
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9/10 Wonderful! (1,187 reviews)
I loved the overall look, feel and area surrounding the hotel. It was such an easy experience from check-in to check-out. Will go back!
Reviewed on 19 Aug. 2025
Swissotel - Chicago
Downtown Chicago
Price was NZ$11,580, price is now NZ$11,203 per person
NZ$11,203
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.8/10 Excellent! (2,544 reviews)
I was very disappointed they didn’t have a pool when we got there.
Reviewed on 18 Aug. 2025
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was NZ$11,451, price is now NZ$11,179 per person
NZ$11,179
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.6/10 Excellent! (1,830 reviews)
The location was great as well as the service.
The room was exceptional
Reviewed on 19 Aug. 2025
DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
Price was NZ$11,454, price is now NZ$11,286 per person
NZ$11,286
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.8/10 Excellent! (1,953 reviews)
The pump was not working on the conditioner bottle or it was empty
Reviewed on 18 Aug. 2025
5* Beach holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
4 Night Beach holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was NZ$11,451, price is now NZ$11,179 per person
NZ$11,179
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.6/10 Excellent! (1,830 reviews)
The location was great as well as the service.
The room was exceptional
Reviewed on 19 Aug. 2025
Thompson Chicago, by Hyatt
Downtown Chicago
Price was NZ$12,139, price is now NZ$11,671 per person
NZ$11,671
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9/10 Wonderful! (1,187 reviews)
I loved the overall look, feel and area surrounding the hotel. It was such an easy experience from check-in to check-out. Will go back!
Reviewed on 19 Aug. 2025
Swissotel - Chicago
Downtown Chicago
Price was NZ$11,580, price is now NZ$11,203 per person
NZ$11,203
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.8/10 Excellent! (2,544 reviews)
I was very disappointed they didn’t have a pool when we got there.
Reviewed on 18 Aug. 2025
Top Beach Chicago Hotels
Millennium Knickerbocker Chicago
163 East Walton Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.4/10 Very Good! (1,947 reviews)
"My stay was pleasant and comfortable. The room was clean and well equipped."
Reviewed on 18 Aug. 2025
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,520 reviews)
Good stay
"Great staff. The room was clean but we found a sock on the floor belonging to a former guest. But overall we like Whitehall."
Reviewed on 16 Aug. 2025
Chicago Lake Shore Hotel
4900 S Lake Shore Dr, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
"hotel was about what we expected. Nice breakfast and staff was kind"
Reviewed on 8 Nov. 2023
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.