Illinois Luxury Holidays
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,522, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The property was beautiful. The holiday decorations were magical. The staff was friendly and helpful.
Reviewed on 1 Dec 2025
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was €925, price is now €723 per person
€723
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Clean room and kind staff. First hotel I’ve been to that actually had a key to open the door, very cool. Would stay again.
Reviewed on 30 Nov 2025
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,522, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The property was beautiful. The holiday decorations were magical. The staff was friendly and helpful.
Reviewed on 1 Dec 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
The price is €350 per night from 1 Jan to 2 Jan
€350
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,782 reviews)
Everything perfect , comfortable room , nice staff make out stay unforgettable.
Reviewed on 27 Nov 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
The price is €488 per night from 28 Dec to 29 Dec
€488
28 Dec - 29 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,006 reviews)
Spa ,pool are awesome
Reviewed on 16 Nov 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
The price is €511 per night from 8 Dec to 9 Dec
€511
8 Dec - 9 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,010 reviews)
The room layout , especially the closet area was perfect. More than enough room. Beautiful hotel. Great large pool. The staff very professional. They put all kind of goodies for my kids in the room. It was fantastic. I just have one complaint that was very frustrating I ordered room service breakfast. ...
Reviewed on 27 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
