Holiday Hills Holidays
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Holiday Hills Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
Downtown Chicago
Price was S$6,248, price is now S$6,036 per person
S$6,036
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Enjoyed my stay . They treated my doggy as he was at home :)
Reviewed on 18 Dec, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was S$7,531, price is now S$6,782 per person
S$6,782
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Excellent stay.
Loved everything about this hotel. Definitely coming back.
Reviewed on 18 Dec, 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was S$6,257, price is now S$6,047 per person
S$6,047
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Clean room, beautiful hotel, location is great walking distance to everything. My only complaint was the pillows but that’s just an opinion. I’d stay here again!
Reviewed on 17 Dec, 2025
Top hotels in Holiday Hills
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
Fully refundableReserve now, pay when you stay
The price is S$91 per night from 4 Jan to 5 Jan
S$91
4 Jan - 5 Jan, 2026
includes taxes & fees
7.8/10 Good! (1,445 reviews)
The breakfast was good the hot tub was great and the staff very helpful
Reviewed on 11 Dec, 2025
Wingate by Wyndham Gurnee
6090 Gurnee Mills Blvd E Gurnee IL
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 13 Jan to 14 Jan
S$123
13 Jan - 14 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Yup nice!
Reviewed on 12 Dec, 2025
Embassy Suites by Hilton Chicago Schaumburg Woodfield
1939 N Meacham Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 26 Dec to 27 Dec
S$169
26 Dec - 27 Dec
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Great stay .. Easy everything and quiet. Breakfast is wonderful!
Reviewed on 13 Dec, 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.
What to do in Holiday Hills
Volo Auto Museum: Admission Ticket
S$31
per adult
88% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
