Cary Holidays
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Cary Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Price was S$2,686, price is now S$2,396 per person
S$2,396
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,197 reviews)
Room was clean and everything was good. Front desk could be a little more friendly especially one of the afternoon girls.
Reviewed on 5 Mar, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was S$3,187, price is now S$2,412 per person
S$2,412
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.
Reviewed on 9 Mar, 2026
Arlo Chicago
Downtown Chicago
Price was S$2,970, price is now S$2,593 per person
S$2,593
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,993 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.
Reviewed on 9 Mar, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was S$2,896, price is now S$2,583 per person
S$2,583
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on 9 Mar, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was S$2,908, price is now S$2,595 per person
S$2,595
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Great stay. Staff was slightly inattentive at times with requests for things to room.
Reviewed on 9 Mar, 2026
Top hotels in Cary
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
The price is S$170 per night from 28 Mar to 29 Mar
S$170
28 Mar - 29 Mar
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
Un lugar para trabajo, no hay ninguna atracción o restaurante cerca. Cuarto de buen tamaño y cómodo
Reviewed on 6 Mar, 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is S$134 per night from 22 Mar to 23 Mar
S$134
22 Mar - 23 Mar
includes taxes & fees
8.2/10 Very Good! (1,056 reviews)
Our trip got cancelled, no review
Reviewed on 10 Mar, 2026
Quality Inn Schaumburg - Chicago near the Mall
600 North Martingale Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 12 Mar to 13 Mar
S$123
12 Mar - 13 Mar
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
Great place, would definitely stay again.
Reviewed on 9 Mar, 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.
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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.
