diff --git a/actionpack/lib/action_dispatch/middleware/static.rb b/actionpack/lib/action_dispatch/middleware/static.rb
index 404943d720302..531edb27ba120 100644
--- a/actionpack/lib/action_dispatch/middleware/static.rb
+++ b/actionpack/lib/action_dispatch/middleware/static.rb
@@ -11,14 +11,14 @@ def initialize(root, cache_control)
     def match?(path)
       path = path.dup
 
-      full_path = path.empty? ? @root : File.join(@root, ::Rack::Utils.unescape(path))
+      full_path = path.empty? ? @root : File.join(@root, escape_glob_chars(unescape_path(path)))
       paths = "#{full_path}#{ext}"
 
       matches = Dir[paths]
       match = matches.detect { |m| File.file?(m) }
       if match
         match.sub!(@compiled_root, '')
-        match
+        ::Rack::Utils.escape(match)
       end
     end
 
@@ -32,6 +32,14 @@ def ext
         "{,#{ext},/index#{ext}}"
       end
     end
+
+    def unescape_path(path)
+      URI.parser.unescape(path)
+    end
+
+    def escape_glob_chars(path)
+      path.gsub(/(\*|\?|\[|\]|\{|\})/, "\\\\\\1")
+    end
   end
 
   class Static
diff --git a/actionpack/test/dispatch/static_test.rb b/actionpack/test/dispatch/static_test.rb
index 9f3cbd19efc2e..ec69d50d26d89 100644
--- a/actionpack/test/dispatch/static_test.rb
+++ b/actionpack/test/dispatch/static_test.rb
@@ -30,6 +30,34 @@ def test_serves_static_index_file_in_directory
     assert_html "/foo/index.html", get("/foo")
   end
 
+  def test_serves_static_file_with_encoded_pchar
+    assert_html "/foo/foo!bar.html", get("/foo/foo%21bar.html")
+    assert_html "/foo/foo$bar.html", get("/foo/foo%24bar.html")
+    assert_html "/foo/foo&bar.html", get("/foo/foo%26bar.html")
+    assert_html "/foo/foo'bar.html", get("/foo/foo%27bar.html")
+    assert_html "/foo/foo(bar).html", get("/foo/foo%28bar%29.html")
+    assert_html "/foo/foo*bar.html", get("/foo/foo%2Abar.html")
+    assert_html "/foo/foo+bar.html", get("/foo/foo%2Bbar.html")
+    assert_html "/foo/foo,bar.html", get("/foo/foo%2Cbar.html")
+    assert_html "/foo/foo;bar.html", get("/foo/foo%3Bbar.html")
+    assert_html "/foo/foo:bar.html", get("/foo/foo%3Abar.html")
+    assert_html "/foo/foo@bar.html", get("/foo/foo%40bar.html")
+  end
+
+  def test_serves_static_file_with_unencoded_pchar
+    assert_html "/foo/foo!bar.html", get("/foo/foo!bar.html")
+    assert_html "/foo/foo$bar.html", get("/foo/foo$bar.html")
+    assert_html "/foo/foo&bar.html", get("/foo/foo&bar.html")
+    assert_html "/foo/foo'bar.html", get("/foo/foo'bar.html")
+    assert_html "/foo/foo(bar).html", get("/foo/foo(bar).html")
+    assert_html "/foo/foo*bar.html", get("/foo/foo*bar.html")
+    assert_html "/foo/foo+bar.html", get("/foo/foo+bar.html")
+    assert_html "/foo/foo,bar.html", get("/foo/foo,bar.html")
+    assert_html "/foo/foo;bar.html", get("/foo/foo;bar.html")
+    assert_html "/foo/foo:bar.html", get("/foo/foo:bar.html")
+    assert_html "/foo/foo@bar.html", get("/foo/foo@bar.html")
+  end
+
   private
 
     def assert_html(body, response)
diff --git a/actionpack/test/fixtures/public/foo/foo!bar.html b/actionpack/test/fixtures/public/foo/foo!bar.html
new file mode 100644
index 0000000000000..2928f2717fafe
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo!bar.html
@@ -0,0 +1 @@
+/foo/foo!bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo$bar.html b/actionpack/test/fixtures/public/foo/foo$bar.html
new file mode 100644
index 0000000000000..4f837df01da85
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo$bar.html
@@ -0,0 +1 @@
+/foo/foo$bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo&bar.html b/actionpack/test/fixtures/public/foo/foo&bar.html
new file mode 100644
index 0000000000000..c194e8de87b84
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo&bar.html
@@ -0,0 +1 @@
+/foo/foo&bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo'bar.html b/actionpack/test/fixtures/public/foo/foo'bar.html
new file mode 100644
index 0000000000000..25c3275736bc7
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo'bar.html
@@ -0,0 +1 @@
+/foo/foo'bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo(bar).html b/actionpack/test/fixtures/public/foo/foo(bar).html
new file mode 100644
index 0000000000000..94fa4cb944cf4
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo(bar).html
@@ -0,0 +1 @@
+/foo/foo(bar).html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo*bar.html b/actionpack/test/fixtures/public/foo/foo*bar.html
new file mode 100644
index 0000000000000..79d5194c8d94f
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo*bar.html
@@ -0,0 +1 @@
+/foo/foo*bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo+bar.html b/actionpack/test/fixtures/public/foo/foo+bar.html
new file mode 100644
index 0000000000000..0fdc2ecabcfed
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo+bar.html
@@ -0,0 +1 @@
+/foo/foo+bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo,bar.html b/actionpack/test/fixtures/public/foo/foo,bar.html
new file mode 100644
index 0000000000000..f040fce197f45
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo,bar.html
@@ -0,0 +1 @@
+/foo/foo,bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo:bar.html b/actionpack/test/fixtures/public/foo/foo:bar.html
new file mode 100644
index 0000000000000..7900a2642bc49
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo:bar.html
@@ -0,0 +1 @@
+/foo/foo:bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo;bar.html b/actionpack/test/fixtures/public/foo/foo;bar.html
new file mode 100644
index 0000000000000..224837695476f
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo;bar.html
@@ -0,0 +1 @@
+/foo/foo;bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo=bar.html b/actionpack/test/fixtures/public/foo/foo=bar.html
new file mode 100644
index 0000000000000..206f69e286e26
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo=bar.html
@@ -0,0 +1 @@
+/foo/foo=bar.html
\ No newline at end of file
diff --git a/actionpack/test/fixtures/public/foo/foo@bar.html b/actionpack/test/fixtures/public/foo/foo@bar.html
new file mode 100644
index 0000000000000..4e8e90f9b8e78
--- /dev/null
+++ b/actionpack/test/fixtures/public/foo/foo@bar.html
@@ -0,0 +1 @@
+/foo/foo@bar.html
\ No newline at end of file