diff --git a/spring-cloud-netflix-core/src/main/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilter.java b/spring-cloud-netflix-core/src/main/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilter.java
index 2c9d301e..6db078a9 100644
--- a/spring-cloud-netflix-core/src/main/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilter.java
+++ b/spring-cloud-netflix-core/src/main/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilter.java
@@ -124,23 +124,29 @@ public class PreDecorationFilter extends ZuulFilter {
 							String.valueOf(ctx.getRequest().getServerPort()));
 					ctx.addZuulRequestHeader(ZuulHeaders.X_FORWARDED_PROTO,
 							ctx.getRequest().getScheme());
+					String forwardedPrefix =
+							ctx.getRequest().getHeader("X-Forwarded-Prefix");
+					String contextPath = ctx.getRequest().getContextPath();
+					String prefix = StringUtils.hasLength(forwardedPrefix)
+							? forwardedPrefix
+							: (StringUtils.hasLength(contextPath) ? contextPath : null);
 					if (StringUtils.hasText(route.getPrefix())) {
-						String existingPrefix = ctx.getRequest()
-								.getHeader("X-Forwarded-Prefix");
 						StringBuilder newPrefixBuilder = new StringBuilder();
-						if (StringUtils.hasLength(existingPrefix)) {
-							if (existingPrefix.endsWith("/")
+						if (prefix != null) {
+							if (prefix.endsWith("/")
 									&& route.getPrefix().startsWith("/")) {
-								newPrefixBuilder.append(existingPrefix, 0,
-										existingPrefix.length() - 1);
+								newPrefixBuilder.append(prefix, 0,
+										prefix.length() - 1);
 							}
 							else {
-								newPrefixBuilder.append(existingPrefix);
+								newPrefixBuilder.append(prefix);
 							}
 						}
 						newPrefixBuilder.append(route.getPrefix());
-						ctx.addZuulRequestHeader("X-Forwarded-Prefix",
-								newPrefixBuilder.toString());
+						prefix = newPrefixBuilder.toString();
+					}
+					if (prefix != null) {
+						ctx.addZuulRequestHeader("X-Forwarded-Prefix", prefix);
 					}
 					String xforwardedfor = ctx.getRequest().getHeader("X-Forwarded-For");
 					String remoteAddr = ctx.getRequest().getRemoteAddr();
diff --git a/spring-cloud-netflix-core/src/test/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilterTests.java b/spring-cloud-netflix-core/src/test/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilterTests.java
index 71a3a539..940634ff 100644
--- a/spring-cloud-netflix-core/src/test/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilterTests.java
+++ b/spring-cloud-netflix-core/src/test/java/org/springframework/cloud/netflix/zuul/filters/pre/PreDecorationFilterTests.java
@@ -164,6 +164,86 @@ public class PreDecorationFilterTests {
 				getHeader(ctx.getOriginResponseHeaders(), "x-zuul-serviceid"));
 	}
 
+	@Test
+	public void routeWithContextPath() {
+		this.properties.setStripPrefix(false);
+		this.request.setRequestURI("/api/foo/1");
+		this.request.setContextPath("/context-path");
+		this.routeLocator.addRoute(
+				new ZuulRoute("foo", "/api/foo/**", "foo", null, false, null, null));
+		this.filter.run();
+		RequestContext ctx = RequestContext.getCurrentContext();
+		assertEquals("/api/foo/1", ctx.get("requestURI"));
+		assertEquals("localhost", ctx.getZuulRequestHeaders().get("x-forwarded-host"));
+		assertEquals("80", ctx.getZuulRequestHeaders().get("x-forwarded-port"));
+		assertEquals("http", ctx.getZuulRequestHeaders().get("x-forwarded-proto"));
+		assertEquals("/context-path",
+				ctx.getZuulRequestHeaders().get("x-forwarded-prefix"));
+		assertEquals("foo",
+				getHeader(ctx.getOriginResponseHeaders(), "x-zuul-serviceid"));
+	}
+
+	@Test
+	public void prefixRouteWithContextPath() {
+		this.properties.setPrefix("/api");
+		this.properties.setStripPrefix(true);
+		this.request.setRequestURI("/api/foo/1");
+		this.request.setContextPath("/context-path");
+		this.routeLocator.addRoute(
+				new ZuulRoute("foo", "/foo/**", "foo", null, false, null, null));
+		this.filter.run();
+		RequestContext ctx = RequestContext.getCurrentContext();
+		assertEquals("/foo/1", ctx.get("requestURI"));
+		assertEquals("localhost", ctx.getZuulRequestHeaders().get("x-forwarded-host"));
+		assertEquals("80", ctx.getZuulRequestHeaders().get("x-forwarded-port"));
+		assertEquals("http", ctx.getZuulRequestHeaders().get("x-forwarded-proto"));
+		assertEquals("/context-path/api",
+				ctx.getZuulRequestHeaders().get("x-forwarded-prefix"));
+		assertEquals("foo",
+				getHeader(ctx.getOriginResponseHeaders(), "x-zuul-serviceid"));
+	}
+
+	@Test
+	public void routeIgnoreContextPathIfPrefixHeader() {
+		this.properties.setStripPrefix(false);
+		this.request.setRequestURI("/api/foo/1");
+		this.request.setContextPath("/context-path");
+		this.request.addHeader("X-Forwarded-Prefix", "/prefix");
+		this.routeLocator.addRoute(
+				new ZuulRoute("foo", "/api/foo/**", "foo", null, false, null, null));
+		this.filter.run();
+		RequestContext ctx = RequestContext.getCurrentContext();
+		assertEquals("/api/foo/1", ctx.get("requestURI"));
+		assertEquals("localhost", ctx.getZuulRequestHeaders().get("x-forwarded-host"));
+		assertEquals("80", ctx.getZuulRequestHeaders().get("x-forwarded-port"));
+		assertEquals("http", ctx.getZuulRequestHeaders().get("x-forwarded-proto"));
+		assertEquals("/prefix",
+				ctx.getZuulRequestHeaders().get("x-forwarded-prefix"));
+		assertEquals("foo",
+				getHeader(ctx.getOriginResponseHeaders(), "x-zuul-serviceid"));
+	}
+
+	@Test
+	public void prefixRouteIgnoreContextPathIfPrefixHeader() {
+		this.properties.setPrefix("/api");
+		this.properties.setStripPrefix(true);
+		this.request.setRequestURI("/api/foo/1");
+		this.request.setContextPath("/context-path");
+		this.request.addHeader("X-Forwarded-Prefix", "/prefix");
+		this.routeLocator.addRoute(
+				new ZuulRoute("foo", "/foo/**", "foo", null, false, null, null));
+		this.filter.run();
+		RequestContext ctx = RequestContext.getCurrentContext();
+		assertEquals("/foo/1", ctx.get("requestURI"));
+		assertEquals("localhost", ctx.getZuulRequestHeaders().get("x-forwarded-host"));
+		assertEquals("80", ctx.getZuulRequestHeaders().get("x-forwarded-port"));
+		assertEquals("http", ctx.getZuulRequestHeaders().get("x-forwarded-proto"));
+		assertEquals("/prefix/api",
+				ctx.getZuulRequestHeaders().get("x-forwarded-prefix"));
+		assertEquals("foo",
+				getHeader(ctx.getOriginResponseHeaders(), "x-zuul-serviceid"));
+	}
+
 	@Test
 	public void forwardRouteAddsLocation() throws Exception {
 		this.properties.setPrefix("/api");
@@ -405,7 +485,7 @@ public class PreDecorationFilterTests {
 		assertTrue("sensitiveHeaders is wrong: " + sensitiveHeaders,
 				sensitiveHeaders.containsAll(Arrays.asList("x-bar", "x-foo")));
 	}
-	
+
 	@Test
 	public void urlProperlyDecodedWhenCharacterEncodingIsSet() throws Exception {
 		this.request.setCharacterEncoding("UTF-8");