Chicago Romantic Holidays
Book a Romantic Hotel + Flight or Car together to unlock savings
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Better together
Save up to ₹43,962 when you book a flight and hotel together*
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With 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 3.5-star 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 ...
8.4/10 Very Good! (1,300 reviews)
Couples like: adults-only property, hot tub, fireplace, romance packages available
Travellers say...
"Loved it here"
Reviewed on 19 Oct 2025
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the bar and the helpful staff in their ...
9.4/10 Exceptional! (3,384 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travellers say...
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Reviewed on 18 Oct 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and ...
8.4/10 Very Good! (2,018 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travellers say...
"Nice and convenient place. Unique atmosphere"
Reviewed on 15 Oct 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.
More Holiday Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
