
Chicago Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 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
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic Chicago Hotels

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
For a romantic stay, consider this boutique hotel, featuring a garden, jetted tubs, and in-room fireplaces. Couples will appreciate the romance packages and ...
8.4/10 Very Good! (1,380 reviews)
Couples like: adults only property, spa tub, fireplace, romance packages available
Travelers say...
Only rhinf
Reviewed on Jan 14, 2026

LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive Chicago IL
Indulge in a romantic getaway at this upscale hotel, where you'll find a spa, in-room massages, and onsite dining. Couples will love the Frette Italian sheets ...
9.4/10 Exceptional! (3,573 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travelers say...
The bellman helped get me a taxi and was especially nice.
Reviewed on Jan 19, 2026

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
You and your special someone are sure to love the
8.4/10 Very Good! (2,246 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travelers say...
Clean, attractive classic looking room and bathroom.
Reviewed on Jan 13, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
