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We present DECANTeR, a system to detect anomalous outbound HTTP communication, which passively extracts fingerprints for each application running on a monitored host. The goal of our system is to detect unknown malware and backdoor communication indicated by unknown fingerprints extracted from a host's network traffic. We evaluate a prototype with realistic data from an international organization and datasets composed of malicious traffic. We show that our system achieves a false positive rate of 0.9% for 441 monitored host machines, an average detection rate of 97.7%, and that it cannot be evaded by malware using simple evasion techniques such as using known browser user agent values. We compare our solution with DUMONT [24], the current state-of-the-art IDS which detects HTTP covert communication channels by focusing on benign HTTP traffic. The results show that DECANTeR outperforms …