Luxury hotel offers in Chicago, IL: free nights and upgrades
7 luxury hotels in Chicago, IL offer a free night, stay discount or confirmed upgrade promotion. Book instantly through Rialto with VIP amenities. Offers open as of November 13, 2026.
3rd Night Free
7 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, 2027
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 Feb 28, 2027 · Book by Feb 28
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
IHG Destined · Chicago, IL
Included with the IHG Destined 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 · IHG One Rewards points, elite nights and status benefits, as this is a direct hotel booking
3rd Night Free
Stays until Dec 31, 2026 · Book by Dec 31
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 Dec 31, 2026 · Book by Dec 29