Malware abuses TLS to encrypt its malicious traffic, preventing examination by content signatures and deep packet inspection. Network detection of malicious TLS flows is an important, but challenging, problem. Prior works have proposed supervised machine learning detectors using TLS features. However, by trying to represent all malicious traffic, supervised binary detectors produce models that are too loose, thus introducing errors. Furthermore, they do not distinguish flows generated by different malware. On the other hand, supervised multi-class detectors produce tighter models and can classify flows by malware family, but require family labels, which are not available for many samples. To address these limitations, this work proposes a novel unsupervised approach to detect and cluster malicious TLS flows. Our approach takes as input network traces from sandboxes. It clusters similar TLS flows using 90 features that capture properties of the TLS client, TLS server, certificate, and encrypted payload; and uses the clusters to build an unsupervised detector that can assign a malicious flow to the cluster it belongs to, or determine it is benign. We evaluate our approach using 972K traces from a commercial sandbox and 35M TLS flows from a research network. Our unsupervised detector achieves a F1 score of 0.91, compared to 0.82 for the state-of-the-art supervised detector. The false detection rate of our detector is 0.032% measured over four months of traffic.
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