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When configured with a context path of "", Undertow 1.1.3 changes the context path to be "/". The change [1] was made to fix UNDERTOW-350 [2]. [1] https://github.com/undertow-io/undertow/commit/3db7707b8b34095d8d2fafecf94a10d101c62320 [2] https://issues.jboss.org/browse/UNDERTOW-350 See gh-2732