Current hotel offers
Luxury hotel offers in Chicago, IL: free nights and upgrades
5 luxury hotels in Chicago, IL have a free night, a stay discount or an upgrade confirmed at booking open now, each on top of the hotel's VIP program benefits when you book direct through Rialto. Each hotel lists what its VIP rate includes in addition to the offer. Offers open as of September 21, 2026.
3rd Night Free
5 hotels
Stay three nights and the third is complimentary.
Hotel
Offer
Marriott STARS · Chicago, IL
Included with the Marriott STARS VIP rate: Daily breakfast for two · $100 hotel credit per stay · Room upgrade on arrival, based on availability · Early check-in and late check-out, based on availability · Welcome amenity · Marriott Bonvoy points, elite nights and status benefits, as this is a direct hotel booking · Nightly Upgrade Awards can be applied to these rates
3rd Night Free
Stays until Feb 28, 2027 · Book by Feb 28
Four Seasons Preferred Partner · Chicago, IL
Included with the Four Seasons Preferred Partner VIP rate: Daily breakfast for two per bedroom · $100-200 hotel credit per stay · Room upgrade on arrival, based on availability · Early check-in and late check-out, based on availability
3rd Night Free
Stays until Dec 31, 2026
Montage - Preferred Partner · Chicago, IL
Included with the Montage - Preferred Partner VIP rate: Daily breakfast for two · $100 hotel credit per stay · Room upgrade on arrival, based on availability · Early check-in and late check-out, based on availability · Welcome amenity · I Prefer points, elite nights and status benefits, as this is a direct hotel booking
3rd Night Free
Stays until May 31, 2027
Marriott Luminous · Chicago, IL
Included with the Marriott Luminous VIP rate: Daily breakfast for two · Hotel credit per stay at select hotels · Room upgrade on arrival, based on availability · Early check-in and late check-out, based on availability · Welcome amenity · Marriott Bonvoy points, elite nights and status benefits, as this is a direct hotel booking · Nightly Upgrade Awards can be applied to these rates
3rd Night Free
Stays until Mar 31, 2027 · Book by Dec 31, 2026
Accor Preferred · Chicago, IL
Included with the Accor Preferred VIP rate: Daily breakfast for two · $100 hotel credit per stay · Room upgrade on arrival, based on availability · Early check-in and late check-out, based on availability · Welcome amenity · Accor Live Limitless (ALL) points, elite nights and status benefits, as this is a direct hotel booking
3rd Night Free
Stays until Oct 31, 2026 · Book by Sep 30