diff --git a/web/src/__tests__/attribute-filters.spec.ts b/web/src/__tests__/attribute-filters.spec.ts
index b98e055c6..8ae9a95cf 100644
--- a/web/src/__tests__/attribute-filters.spec.ts
+++ b/web/src/__tests__/attribute-filters.spec.ts
@@ -1,7 +1,7 @@
 import {
   filtersFromQuery,
   getContentPipelineStage,
-  getMatcherFromSet,
+  getK8sMatcherFromSet,
   getMatchersFromFilters,
   getNamespaceMatcher,
   getSeverityFilterPipelineStage,
@@ -140,7 +140,7 @@ describe('Attribute filters', () => {
         expected: { label: 'test', operator: '=~', value: '"value-1|value-2"' },
       },
     ].forEach(({ set, label, expected }) => {
-      const selectors = getMatcherFromSet(label, set);
+      const selectors = getK8sMatcherFromSet(label, set);
       expect(selectors).toEqual(expected);
     });
   });
@@ -363,6 +363,60 @@ describe('Attribute filters', () => {
 
   test('query from filters', () => {
     [
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        // If a regex is provided as a value, the operator must be =~
+        filters: {
+          pod: new Set(['.*etcd.*']),
+        },
+        expectedQuery: '{ kubernetes_pod_name=~".*etcd.*" }',
+      },
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        // Single dots are not considered regex as they are valid DNS names:
+        // https://kubernetes.io/docs/concepts/overview/working-with-objects/names/#names
+        filters: {
+          pod: new Set(['openshift.pod']),
+        },
+        expectedQuery: '{ kubernetes_pod_name="openshift.pod" }',
+      },
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        // A regex including a dot must have a quantifier (* or + or ?)
+        // as regex match in LogQL is fully anchored
+        // https://grafana.com/docs/loki/latest/query/log_queries/#log-stream-selector
+        filters: {
+          pod: new Set(['openshift.*pod']),
+        },
+        expectedQuery: '{ kubernetes_pod_name=~"openshift.*pod" }',
+      },
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        // A regex including a dot must have a quantifier (* or + or ?)
+        // as regex match in LogQL is fully anchored
+        // https://grafana.com/docs/loki/latest/query/log_queries/#log-stream-selector
+        filters: {
+          pod: new Set(['openshift.+pod']),
+        },
+        expectedQuery: '{ kubernetes_pod_name=~"openshift.+pod" }',
+      },
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        // A regex including a dot must have a quantifier (* or + or ?)
+        // as regex match in LogQL is fully anchored
+        // https://grafana.com/docs/loki/latest/query/log_queries/#log-stream-selector
+        filters: {
+          pod: new Set(['openshift.?pod']),
+        },
+        expectedQuery: '{ kubernetes_pod_name=~"openshift.?pod" }',
+      },
+      {
+        initialQuery: '{ kubernetes_pod_name=~"a-pod|b-pod" }',
+        filters: {
+          pod: new Set(['ns-1']),
+        },
+        expectedQuery: '{ kubernetes_pod_name="ns-1" }',
+      },
       {
         initialQuery:
           '{ kubernetes_pod_name=~"a-pod|b-pod", kubernetes_namespace_name=~"ns-1|ns-2", label="test", kubernetes_container_name="container-1" } |="some line content" | other="filter" | level="err|eror" or level="unknown" or level=""',
diff --git a/web/src/attribute-filters.tsx b/web/src/attribute-filters.tsx
index 5c1d1536b..e7440c321 100644
--- a/web/src/attribute-filters.tsx
+++ b/web/src/attribute-filters.tsx
@@ -273,6 +273,12 @@ export const getNamespaceMatcher = (namespace?: string): LabelMatcher | undefine
   };
 };
 
+const isK8sValueARegex = (value: string) => {
+  // Regex to test if a string contains a regex matching a k8s name value
+  const testRegex = /[{}()[\]^$*+?|/\\]|\.[*+?]/;
+  return testRegex.test(value);
+};
+
 export const queryWithNamespace = ({ query, namespace }: { query: string; namespace?: string }) => {
   const logQLQuery = new LogQLQuery(query ?? '');
 
@@ -281,17 +287,22 @@ export const queryWithNamespace = ({ query, namespace }: { query: string; namesp
   return logQLQuery.toString();
 };
 
-export const getMatcherFromSet = (label: string, values: Set<string>): LabelMatcher | undefined => {
+export const getK8sMatcherFromSet = (
+  label: string,
+  values: Set<string>,
+): LabelMatcher | undefined => {
   const valuesArray = Array.from(values);
   if (valuesArray.length === 0) {
     return undefined;
   }
 
   if (valuesArray.length === 1) {
+    const value = valuesArray[0];
+
     return {
       label,
-      operator: '=',
-      value: `"${valuesArray[0]}"`,
+      operator: isK8sValueARegex(value) ? '=~' : '=',
+      value: `"${value}"`,
     };
   }
 
@@ -314,13 +325,13 @@ export const getMatchersFromFilters = (filters?: Filters): Array<LabelMatcher> =
     if (value) {
       switch (key) {
         case 'namespace':
-          matchers.push(getMatcherFromSet('kubernetes_namespace_name', value));
+          matchers.push(getK8sMatcherFromSet('kubernetes_namespace_name', value));
           break;
         case 'pod':
-          matchers.push(getMatcherFromSet('kubernetes_pod_name', value));
+          matchers.push(getK8sMatcherFromSet('kubernetes_pod_name', value));
           break;
         case 'container':
-          matchers.push(getMatcherFromSet('kubernetes_container_name', value));
+          matchers.push(getK8sMatcherFromSet('kubernetes_container_name', value));
           break;
       }
     }