South Side Romantic Holidays
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Price found within the past 48 hours. Click for updated prices.
Hyatt Regency McCormick Place Chicago
Near South Side
per person
30 Oct - 3 Nov
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,012 reviews)
Nicely maintained but not quite in the heart of downtown, some walking needed to get to the rest of the city.
Reviewed on 3 Aug 2025
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency McCormick Place Chicago
Near South Side
per person
30 Oct - 3 Nov
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,012 reviews)
Nicely maintained but not quite in the heart of downtown, some walking needed to get to the rest of the city.
Reviewed on 3 Aug 2025
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,004 reviews)
Couples like: on-site spa services, al fresco dining
Travellers say...
"Great staff. Would stay here again."
Reviewed on 2 Aug 2025
The Wheeler Mansion
2020 South Calumet Avenue, Chicago, IL
Stay at this 4-star luxury hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Soldier Field and Grant Park are located ...
10/10 Exceptional! (1 review)
"A unique place to stay near the convention centre."
Reviewed on 23 Jun 2025
Chinatown Hotel Chicago
214 West 22nd Place, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the property condition in our reviews. Popular ...
5.4/10 (1,003 reviews)
"No frills hotel room with a reasonable price for Chicago and a great location to walk downtown. Also has parking very near for Chinatown at 18.99 for 24 hrs."
Reviewed on 31 Jul 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.