Abstract: An artificial intelligence system is configured to receive over a network a search request for a transportation instrument associated with a first date. Matching scheduled transportation events are identified. Matching scheduled transportation events categorized by a first trained learning engine are presented by a user device. A selection of a first of the matching scheduled transportation events is received from the user device. A second trained learning engine is used to predict a time frame when the first matching scheduled transportation event will be associated with a minimum attribute value. A reservation instruction is transmitted to a remote system to reserve utilization of the first matching scheduled transportation event during the time frame predicted by the second trained learning engine. A user is enabled to utilize the first matching scheduled transportation event for transport.