Diamond Holidays
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Top Flight + Hotel Deals in Diamond
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was €1,386, price is now €793 per person
€793
per person
5 Feb - 11 Feb
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025
Chicago luxury home suites
Downtown Chicago
Save 100% on your flight
Price was €3,440, price is now €2,345 per person
€2,345
per person
5 Feb - 11 Feb
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on 26 Nov 2025
Pendry Chicago
Downtown Chicago
Price was €1,009, price is now €713 per person
€713
per person
5 Feb - 11 Feb
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?
Reviewed on 26 Nov 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €854, price is now €644 per person
€644
per person
5 Feb - 11 Feb
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
Smooth check in and beautiful hotel
Reviewed on 27 Nov 2025
Top hotels in Diamond
aruba- la cabana beach resort and casino
Diamond IL
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is €76 per night from 30 Nov to 1 Dec
€76
30 Nov - 1 Dec
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Staff was present during the check in, haven't had breakfast yet, because that would be tomorrow morning. Hot tub with out of service but the pool looks nice.
Reviewed on 18 Nov 2025
Super 8 by Wyndham Joliet
1806 McDonough St Joliet IL
Fully refundableReserve now, pay when you stay
The price is €72 per night from 28 Nov to 29 Nov
€72
28 Nov - 29 Nov
includes taxes & fees
8.2/10 Very Good! (719 reviews)
The only issue was the condition of the bathroom ceiling: water damage has not been repaired.
Reviewed on 21 Nov 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.
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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.
