diff --git a/pkg/downloader/chart_downloader.go b/pkg/downloader/chart_downloader.go
index 3feb5b702..c532759b5 100644
--- a/pkg/downloader/chart_downloader.go
+++ b/pkg/downloader/chart_downloader.go
@@ -307,6 +307,7 @@ func (c *ChartDownloader) ResolveChartVersion(ref, version string) (*url.URL, er
 		}
 		q := repoURL.Query()
 		// We need a trailing slash for ResolveReference to work, but make sure there isn't already one
+		repoURL.RawPath = strings.TrimSuffix(repoURL.RawPath, "/") + "/"
 		repoURL.Path = strings.TrimSuffix(repoURL.Path, "/") + "/"
 		u = repoURL.ResolveReference(u)
 		u.RawQuery = q.Encode()
diff --git a/pkg/downloader/chart_downloader_test.go b/pkg/downloader/chart_downloader_test.go
index f70a56422..8ff780daf 100644
--- a/pkg/downloader/chart_downloader_test.go
+++ b/pkg/downloader/chart_downloader_test.go
@@ -48,6 +48,7 @@ func TestResolveChartRef(t *testing.T) {
 		{name: "reference, testing-relative repo", ref: "testing-relative/bar", expect: "http://example.com/helm/bar-1.2.3.tgz"},
 		{name: "reference, testing-relative-trailing-slash repo", ref: "testing-relative-trailing-slash/foo", expect: "http://example.com/helm/charts/foo-1.2.3.tgz"},
 		{name: "reference, testing-relative-trailing-slash repo", ref: "testing-relative-trailing-slash/bar", expect: "http://example.com/helm/bar-1.2.3.tgz"},
+		{name: "encoded URL", ref: "encoded-url/foobar", expect: "http://example.com/with%2Fslash/charts/foobar-4.2.1.tgz"},
 		{name: "full URL, HTTPS, irrelevant version", ref: "https://example.com/foo-1.2.3.tgz", version: "0.1.0", expect: "https://example.com/foo-1.2.3.tgz", fail: true},
 		{name: "full URL, file", ref: "file:///foo-1.2.3.tgz", fail: true},
 		{name: "invalid", ref: "invalid-1.2.3", fail: true},
diff --git a/pkg/downloader/testdata/repositories.yaml b/pkg/downloader/testdata/repositories.yaml
index cfd618745..db7a57687 100644
--- a/pkg/downloader/testdata/repositories.yaml
+++ b/pkg/downloader/testdata/repositories.yaml
@@ -24,3 +24,5 @@ repositories:
   - name: testing-https-insecureskip-tls-verify
     url: "https://example-https-insecureskiptlsverify.com"
     insecure_skip_tls_verify: true
+  - name: encoded-url
+    url: "http://example.com/with%2Fslash"
diff --git a/pkg/downloader/testdata/repository/encoded-url-index.yaml b/pkg/downloader/testdata/repository/encoded-url-index.yaml
new file mode 100644
index 000000000..f9ec867a5
--- /dev/null
+++ b/pkg/downloader/testdata/repository/encoded-url-index.yaml
@@ -0,0 +1,15 @@
+apiVersion: v1
+entries:
+  foobar:
+    - name: foobar
+      description: Foo Chart With Encoded URL
+      home: https://helm.sh/helm
+      keywords: []
+      maintainers: []
+      sources:
+        - https://github.com/helm/charts
+      urls:
+        - charts/foobar-4.2.1.tgz
+      version: 4.2.1
+      checksum: 0e6661f193211d7a5206918d42f5c2a9470b737d
+      apiVersion: v2