Abstract: An Artificial Intelligence (AI) based delivery time estimation system employs a plurality of delivery time estimation models or actual time of arrival (ATA) estimation models to provide ATA estimates for shipments. Each of the ATA estimation models is trained on historical data from a plurality of external data sources to generate an ATA estimate for a given delivery route via a specific delivery mode. The ATA estimates are generated based on current data retrieved for a shipment from the external data sources. The time series data sets retrieved from the external data sources for the historical data and the current data are transformed into corresponding categorical data. The categorical data is converted into binary data to be provided to the plurality of ATA estimation models for training purposes or to a trained, selected ATA estimation model for generating an ATA estimate.