
Chicago Romantic Holidays
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- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Romantic Chicago Hotels

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
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! (1,348 reviews)
The room was very cozy and delightful. Would definitely stay again!
Reviewed on 5 Dec 2025

LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive Chicago IL
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! (3,436 reviews)
The hotel was beautiful and staff was friendly. It was close and walking distance to a lot of things. Thank you LondonHouse we enjoyed our stay and hope to return in the near future!
Reviewed on 9 Dec 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
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! (2,123 reviews)
Always great service.
Reviewed on 8 Dec 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.
