diff --git a/ui/src/Components/SilenceModal/SilenceForm.js b/ui/src/Components/SilenceModal/SilenceForm.js
index ff563144a..c05e9258e 100644
--- a/ui/src/Components/SilenceModal/SilenceForm.js
+++ b/ui/src/Components/SilenceModal/SilenceForm.js
@@ -48,16 +48,28 @@ const SilenceForm = ({
       silenceFormStore.data.verifyStarEnd();
     }
 
-    if (silenceFormStore.data.matchers.length === 0) {
+    if (
+      silenceFormStore.data.matchers.filter(
+        (m) => m.name !== "" || m.values.length
+      ).length === 0
+    ) {
       if (alertStore.filters.values.length > 0) {
         alertStore.filters.values
           .filter(
-            (f) => f.name[0] !== "@" && f.matcher === QueryOperators.Equal
+            (f) =>
+              f.name[0] !== "@" &&
+              (f.matcher === QueryOperators.Equal ||
+                f.matcher === QueryOperators.Regex)
           )
           .forEach((f) => {
             const matcher = NewEmptyMatcher();
             matcher.name = f.name;
-            matcher.values = [MatcherValueToObject(f.value)];
+            if (f.matcher === QueryOperators.Regex) {
+              matcher.values = [MatcherValueToObject(`.*${f.value}.*`)];
+              matcher.isRegex = f.matcher === QueryOperators.Regex;
+            } else {
+              matcher.values = [MatcherValueToObject(f.value)];
+            }
             silenceFormStore.data.matchers.push(matcher);
           });
       }
diff --git a/ui/src/Components/SilenceModal/SilenceForm.test.js b/ui/src/Components/SilenceModal/SilenceForm.test.js
index 112478a7a..f9f89297c 100644
--- a/ui/src/Components/SilenceModal/SilenceForm.test.js
+++ b/ui/src/Components/SilenceModal/SilenceForm.test.js
@@ -87,8 +87,8 @@ describe("<SilenceForm /> matchers", () => {
     ];
     const tree = MountedSilenceForm();
     const matchers = tree.find("SilenceMatch");
-    expect(matchers).toHaveLength(3);
-    expect(silenceFormStore.data.matchers).toHaveLength(3);
+    expect(matchers).toHaveLength(6);
+    expect(silenceFormStore.data.matchers).toHaveLength(6);
     expect(silenceFormStore.data.matchers[0]).toMatchObject({
       isRegex: false,
       name: "alertname",
@@ -100,6 +100,16 @@ describe("<SilenceForm /> matchers", () => {
       ],
     });
     expect(silenceFormStore.data.matchers[1]).toMatchObject({
+      isRegex: true,
+      name: "alertname",
+      values: [
+        {
+          label: ".*alertnameRegex.*",
+          value: ".*alertnameRegex.*",
+        },
+      ],
+    });
+    expect(silenceFormStore.data.matchers[2]).toMatchObject({
       isRegex: false,
       name: "cluster",
       values: [
@@ -109,7 +119,17 @@ describe("<SilenceForm /> matchers", () => {
         },
       ],
     });
-    expect(silenceFormStore.data.matchers[2]).toMatchObject({
+    expect(silenceFormStore.data.matchers[3]).toMatchObject({
+      isRegex: true,
+      name: "cluster",
+      values: [
+        {
+          label: ".*clusterRegex.*",
+          value: ".*clusterRegex.*",
+        },
+      ],
+    });
+    expect(silenceFormStore.data.matchers[4]).toMatchObject({
       isRegex: false,
       name: "foo",
       values: [
@@ -119,6 +139,16 @@ describe("<SilenceForm /> matchers", () => {
         },
       ],
     });
+    expect(silenceFormStore.data.matchers[5]).toMatchObject({
+      isRegex: true,
+      name: "foo",
+      values: [
+        {
+          label: ".*fooRegex.*",
+          value: ".*fooRegex.*",
+        },
+      ],
+    });
   });
 
   it("clicking 'Add more' button adds another matcher", () => {