Illinois Romantic 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
Pendry Chicago
Downtown Chicago
Price was €955, price is now €717 per person
€717
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Inviting lobby area with comfortable bar on the side. Excellent cocktails!
19th floor room with roomy bathroom & excellent water pressure. Soft, comfortable sheets on moderately firm mattresses. Very prompt room service with nice choices 24/7 (we ordered at midnight). Located about 2 blocks from Miracle Mile. On top of that, customer service was outstanding!
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
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is €103 per night from 15 Dec to 16 Dec
€103
15 Dec - 16 Dec
includes taxes & fees
Stay at this boutique hotel in Willowbrook. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,342 reviews)
Couples like: adults-only property, hot tub, fireplace, romance packages available
Travellers say...
Staff was great.
Reviewed on 26 Nov 2025
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive Chicago IL
The price is €136 per night from 14 Dec to 15 Dec
€136
14 Dec - 15 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 clean rooms in their ...
9.4/10 Exceptional! (3,442 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travellers say...
Room spotless Staff attentive & helpful Great location
Reviewed on 29 Nov 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €127 per night from 28 Dec to 29 Dec
€127
28 Dec - 29 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,111 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travellers say...
Absolutely gorgeous! This hotel offers everything you need and want. Excellent food, amenities and the spa is the best part. We had a mother and daughter weekend with massage's, it was what we hoped for and more.
Reviewed on 29 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.
