Monticello Holidays
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Monticello Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago
Price was S$907, price is now S$691 per person
S$691
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago
Reviewed on 7 Nov, 2025
Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was S$2,021, price is now S$1,404 per person
S$1,404
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Great stay fir early flights
Reviewed on 8 Jan, 2026
Hilton Rosemont Chicago O'Hare
Price was S$1,516, price is now S$1,165 per person
S$1,165
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The room and staff were extremely friendly, but I specifically requested a room with a bath so I could soak my leg after a surgery. There was absolutely no water pressure when it came to the bath and the drain wouldn't close all the way. For how much I paid I feel like I should have been able to take a bath
Reviewed on 8 Dec, 2025
DoubleTree by Hilton Chicago - Oak Brook
Price was S$1,245, price is now S$957 per person
S$957
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
6.8/10 (1,000 reviews)
Hotel is old and showing its age.
Rooms are old too. Few amenities etc.
Reviewed on 6 Jan, 2026
Top hotels in Monticello
Hampton Inn & Suites Madison-West
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 19 Jan to 20 Jan
S$109
19 Jan - 20 Jan
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
The pillows were amazing! The bed was okay! The breakfast was tasty and it wasn’t the same everyday. The people were friendly and helpful! The hot tub is huge and nice and hot! It helped melt away the winter aches. There are lots of good shops nearby. We had fun!
Reviewed on 9 Jan, 2026
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 19 Jan to 20 Jan
S$102
19 Jan - 20 Jan
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
The room was cute & clean and the staff was friendly.
Reviewed on 6 Jan, 2026
Homewood Suites by Hilton Madison West
479 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 18 Jan to 19 Jan
S$133
18 Jan - 19 Jan
includes taxes & fees
9.4/10 Exceptional! (950 reviews)
I forgot to get her name. But, the female staff who was on duty at the front desk yesterday was super nice to us and other guests. (evening of January 3). She made our day!!! Thank you. The room is clean. The facility is beautiful. Thank you!
Reviewed on 4 Jan, 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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