diff --git a/public/app/features/alerting/unified/components/amroutes/AmRoutesExpandedForm.tsx b/public/app/features/alerting/unified/components/amroutes/AmRoutesExpandedForm.tsx
index 9e0c66f91cd..89480432529 100644
--- a/public/app/features/alerting/unified/components/amroutes/AmRoutesExpandedForm.tsx
+++ b/public/app/features/alerting/unified/components/amroutes/AmRoutesExpandedForm.tsx
@@ -3,7 +3,6 @@ import { css, cx } from '@emotion/css';
 import { GrafanaTheme2 } from '@grafana/data';
 import {
   Button,
-  Checkbox,
   Field,
   FieldArray,
   Form,
@@ -27,6 +26,7 @@ import {
 } from '../../utils/amroutes';
 import { timeOptions } from '../../utils/time';
 import { getFormStyles } from './formStyles';
+import { matcherFieldOptions } from '../../utils/alertmanager';
 
 export interface AmRoutesExpandedFormProps {
   onCancel: () => void;
@@ -71,6 +71,22 @@ export const AmRoutesExpandedForm: FC<AmRoutesExpandedFormProps> = ({ onCancel,
                             placeholder="label"
                           />
                         </Field>
+                        <Field label={'Operator'}>
+                          <InputControl
+                            render={({ field: { onChange, ref, ...field } }) => (
+                              <Select
+                                {...field}
+                                className={styles.matchersOperator}
+                                onChange={(value) => onChange(value?.value)}
+                                options={matcherFieldOptions}
+                              />
+                            )}
+                            defaultValue={field.operator}
+                            control={control}
+                            name={`${localPath}.operator` as const}
+                            rules={{ required: { value: true, message: 'Required.' } }}
+                          />
+                        </Field>
                         <Field
                           label="Value"
                           invalid={!!errors.matchers?.[index]?.value}
@@ -82,12 +98,6 @@ export const AmRoutesExpandedForm: FC<AmRoutesExpandedFormProps> = ({ onCancel,
                             placeholder="value"
                           />
                         </Field>
-                        <Field className={styles.matcherRegexField} label="Regex">
-                          <Checkbox {...register(`${localPath}.isRegex`)} defaultChecked={field.isRegex} />
-                        </Field>
-                        <Field className={styles.matcherRegexField} label="Equal">
-                          <Checkbox {...register(`${localPath}.isEqual`)} defaultChecked={field.isEqual} />
-                        </Field>
                         <IconButton
                           className={styles.removeButton}
                           tooltip="Remove matcher"
@@ -299,8 +309,8 @@ const getStyles = (theme: GrafanaTheme2) => {
       padding: ${theme.spacing(1, 4.6, 1, 1.5)};
       width: fit-content;
     `,
-    matcherRegexField: css`
-      margin-left: ${theme.spacing(6)};
+    matchersOperator: css`
+      min-width: 140px;
     `,
     nestedPolicies: css`
       margin-top: ${commonSpacing};
diff --git a/public/app/features/alerting/unified/components/amroutes/AmRoutesTable.tsx b/public/app/features/alerting/unified/components/amroutes/AmRoutesTable.tsx
index cf1aa95df1a..e3785b73e3b 100644
--- a/public/app/features/alerting/unified/components/amroutes/AmRoutesTable.tsx
+++ b/public/app/features/alerting/unified/components/amroutes/AmRoutesTable.tsx
@@ -6,6 +6,7 @@ import { DynamicTable, DynamicTableColumnProps, DynamicTableItemProps } from '..
 import { AmRoutesExpandedForm } from './AmRoutesExpandedForm';
 import { AmRoutesExpandedRead } from './AmRoutesExpandedRead';
 import { Matchers } from '../silences/Matchers';
+import { matcherFieldToMatcher } from '../../utils/alertmanager';
 
 export interface AmRoutesTableProps {
   isAddMode: boolean;
@@ -32,7 +33,7 @@ export const AmRoutesTable: FC<AmRoutesTableProps> = ({ isAddMode, onCancelAdd,
       id: 'matchingCriteria',
       label: 'Matching labels',
       // eslint-disable-next-line react/display-name
-      renderCell: (item) => <Matchers matchers={item.data.matchers} />,
+      renderCell: (item) => <Matchers matchers={item.data.matchers.map(matcherFieldToMatcher)} />,
       size: 10,
     },
     {
diff --git a/public/app/features/alerting/unified/components/silences/MatchersField.tsx b/public/app/features/alerting/unified/components/silences/MatchersField.tsx
index e49d4fab774..43d275acf53 100644
--- a/public/app/features/alerting/unified/components/silences/MatchersField.tsx
+++ b/public/app/features/alerting/unified/components/silences/MatchersField.tsx
@@ -1,10 +1,11 @@
 import React, { FC } from 'react';
-import { Button, Field, Input, Checkbox, IconButton, useStyles2 } from '@grafana/ui';
+import { Button, Field, Input, IconButton, InputControl, useStyles2, Select } from '@grafana/ui';
 import { GrafanaTheme2 } from '@grafana/data';
 import { css, cx } from '@emotion/css';
 import { useFormContext, useFieldArray } from 'react-hook-form';
 import { SilenceFormFields } from '../../types/silence-form';
-import { Matcher } from 'app/plugins/datasource/alertmanager/types';
+import { MatcherOperator } from 'app/plugins/datasource/alertmanager/types';
+import { matcherToOperator, matcherFieldToMatcher, matcherFieldOptions } from '../../utils/alertmanager';
 
 interface Props {
   className?: string;
@@ -14,9 +15,11 @@ const MatchersField: FC<Props> = ({ className }) => {
   const styles = useStyles2(getStyles);
   const formApi = useFormContext<SilenceFormFields>();
   const {
+    control,
     register,
     formState: { errors },
   } = formApi;
+
   const { fields: matchers = [], append, remove } = useFieldArray<SilenceFormFields>({ name: 'matchers' });
 
   return (
@@ -40,6 +43,26 @@ const MatchersField: FC<Props> = ({ className }) => {
                       placeholder="label"
                     />
                   </Field>
+                  <Field label={'Operator'}>
+                    <InputControl
+                      control={control}
+                      render={({ field: { onChange, ref, ...field } }) => (
+                        <Select
+                          {...field}
+                          className={styles.matcherOptions}
+                          onChange={(value) => onChange(value?.value)}
+                          options={matcherFieldOptions}
+                        />
+                      )}
+                      defaultValue={
+                        matcherFieldOptions.find(
+                          (field) => field.label === matcherToOperator(matcherFieldToMatcher(matcher))
+                        ) || matcherFieldOptions[0]
+                      }
+                      name={`matchers.${index}.operator` as const}
+                      rules={{ required: { value: true, message: 'Required.' } }}
+                    />
+                  </Field>
                   <Field
                     label="Value"
                     invalid={!!errors?.matchers?.[index]?.value}
@@ -53,12 +76,6 @@ const MatchersField: FC<Props> = ({ className }) => {
                       placeholder="value"
                     />
                   </Field>
-                  <Field label="Regex">
-                    <Checkbox {...register(`matchers.${index}.isRegex` as const)} defaultChecked={matcher.isRegex} />
-                  </Field>
-                  <Field label="Equal">
-                    <Checkbox {...register(`matchers.${index}.isEqual` as const)} defaultChecked={matcher.isEqual} />
-                  </Field>
                   {matchers.length > 1 && (
                     <IconButton
                       className={styles.removeButton}
@@ -78,7 +95,7 @@ const MatchersField: FC<Props> = ({ className }) => {
             icon="plus"
             variant="secondary"
             onClick={() => {
-              const newMatcher: Matcher = { name: '', value: '', isRegex: false, isEqual: true };
+              const newMatcher = { name: '', value: '', operator: MatcherOperator.equal };
               append(newMatcher);
             }}
           >
@@ -109,6 +126,9 @@ const getStyles = (theme: GrafanaTheme2) => {
       margin-left: ${theme.spacing(1)};
       margin-top: ${theme.spacing(2.5)};
     `,
+    matcherOptions: css`
+      min-width: 140px;
+    `,
     matchers: css`
       max-width: 585px;
       margin: ${theme.spacing(1)} 0;
diff --git a/public/app/features/alerting/unified/components/silences/SilencesEditor.tsx b/public/app/features/alerting/unified/components/silences/SilencesEditor.tsx
index ea1b1f51a83..e5a46123ca1 100644
--- a/public/app/features/alerting/unified/components/silences/SilencesEditor.tsx
+++ b/public/app/features/alerting/unified/components/silences/SilencesEditor.tsx
@@ -1,4 +1,4 @@
-import { Silence, SilenceCreatePayload } from 'app/plugins/datasource/alertmanager/types';
+import { MatcherOperator, Silence, SilenceCreatePayload } from 'app/plugins/datasource/alertmanager/types';
 import React, { FC, useMemo, useState } from 'react';
 import { Button, Field, FieldSet, Input, LinkButton, TextArea, useStyles } from '@grafana/ui';
 import {
@@ -26,6 +26,7 @@ import { makeAMLink } from '../../utils/misc';
 import { useCleanup } from 'app/core/hooks/useCleanup';
 import { useQueryParams } from 'app/core/hooks/useQueryParams';
 import { parseQueryParamMatchers } from '../../utils/matchers';
+import { matcherToMatcherField, matcherFieldToMatcher } from '../../utils/alertmanager';
 
 interface Props {
   silence?: Silence;
@@ -40,7 +41,7 @@ const defaultsFromQuery = (queryParams: UrlQueryMap): Partial<SilenceFormFields>
   if (typeof matchers === 'string') {
     const formMatchers = parseQueryParamMatchers(matchers);
     if (formMatchers.length) {
-      defaults.matchers = formMatchers;
+      defaults.matchers = formMatchers.map(matcherToMatcherField);
     }
   }
 
@@ -69,7 +70,7 @@ const getDefaultFormValues = (queryParams: UrlQueryMap, silence?: Silence): Sile
       createdBy: silence.createdBy,
       duration: intervalToAbbreviatedDurationString(interval),
       isRegex: false,
-      matchers: silence.matchers || [],
+      matchers: silence.matchers?.map(matcherToMatcherField) || [],
       matcherName: '',
       matcherValue: '',
       timeZone: DefaultTimeZone,
@@ -84,7 +85,7 @@ const getDefaultFormValues = (queryParams: UrlQueryMap, silence?: Silence): Sile
       createdBy: config.bootData.user.name,
       duration: '2h',
       isRegex: false,
-      matchers: [{ name: '', value: '', isRegex: false, isEqual: true }],
+      matchers: [{ name: '', value: '', operator: MatcherOperator.equal }],
       matcherName: '',
       matcherValue: '',
       timeZone: DefaultTimeZone,
@@ -107,7 +108,8 @@ export const SilencesEditor: FC<Props> = ({ silence, alertManagerSourceName }) =
   const { register, handleSubmit, formState, watch, setValue, clearErrors } = formAPI;
 
   const onSubmit = (data: SilenceFormFields) => {
-    const { id, startsAt, endsAt, comment, createdBy, matchers } = data;
+    const { id, startsAt, endsAt, comment, createdBy, matchers: matchersFields } = data;
+    const matchers = matchersFields.map(matcherFieldToMatcher);
     const payload = pickBy(
       {
         id,
diff --git a/public/app/features/alerting/unified/types/amroutes.ts b/public/app/features/alerting/unified/types/amroutes.ts
index d999e979848..5da7ac59f4c 100644
--- a/public/app/features/alerting/unified/types/amroutes.ts
+++ b/public/app/features/alerting/unified/types/amroutes.ts
@@ -1,8 +1,8 @@
-import { Matcher } from 'app/plugins/datasource/alertmanager/types';
+import { MatcherFieldValue } from './silence-form';
 
 export interface FormAmRoute {
   id: string;
-  matchers: Matcher[];
+  matchers: MatcherFieldValue[];
   continue: boolean;
   receiver: string;
   groupBy: string[];
diff --git a/public/app/features/alerting/unified/types/silence-form.ts b/public/app/features/alerting/unified/types/silence-form.ts
index 0fcc8e22b67..7f99446efc0 100644
--- a/public/app/features/alerting/unified/types/silence-form.ts
+++ b/public/app/features/alerting/unified/types/silence-form.ts
@@ -1,5 +1,11 @@
-import { Matcher } from 'app/plugins/datasource/alertmanager/types';
 import { TimeZone } from '@grafana/data';
+import { MatcherOperator } from 'app/plugins/datasource/alertmanager/types';
+
+export type MatcherFieldValue = {
+  name: string;
+  value: string;
+  operator: MatcherOperator;
+};
 
 export type SilenceFormFields = {
   id: string;
@@ -8,7 +14,7 @@ export type SilenceFormFields = {
   timeZone: TimeZone;
   duration: string;
   comment: string;
-  matchers: Matcher[];
+  matchers: MatcherFieldValue[];
   createdBy: string;
   matcherName: string;
   matcherValue: string;
diff --git a/public/app/features/alerting/unified/utils/alertmanager.ts b/public/app/features/alerting/unified/utils/alertmanager.ts
index d67db6b130c..1ded7b86c94 100644
--- a/public/app/features/alerting/unified/utils/alertmanager.ts
+++ b/public/app/features/alerting/unified/utils/alertmanager.ts
@@ -1,5 +1,7 @@
 import { AlertManagerCortexConfig, MatcherOperator, Route, Matcher } from 'app/plugins/datasource/alertmanager/types';
 import { Labels } from 'app/types/unified-alerting-dto';
+import { MatcherFieldValue } from '../types/silence-form';
+import { SelectableValue } from '@grafana/data';
 
 export function addDefaultsToAlertmanagerConfig(config: AlertManagerCortexConfig): AlertManagerCortexConfig {
   // add default receiver if it does not exist
@@ -44,6 +46,42 @@ export function matcherToOperator(matcher: Matcher): MatcherOperator {
   }
 }
 
+export function matcherOperatorToValue(operator: MatcherOperator) {
+  switch (operator) {
+    case MatcherOperator.equal:
+      return { isEqual: true, isRegex: false };
+    case MatcherOperator.notEqual:
+      return { isEqual: false, isRegex: false };
+    case MatcherOperator.regex:
+      return { isEqual: true, isRegex: true };
+    case MatcherOperator.notRegex:
+      return { isEqual: false, isRegex: true };
+  }
+}
+
+export function matcherToMatcherField(matcher: Matcher): MatcherFieldValue {
+  return {
+    name: matcher.name,
+    value: matcher.value,
+    operator: matcherToOperator(matcher),
+  };
+}
+
+export function matcherFieldToMatcher(field: MatcherFieldValue): Matcher {
+  return {
+    name: field.name,
+    value: field.value,
+    ...matcherOperatorToValue(field.operator),
+  };
+}
+
+export const matcherFieldOptions: SelectableValue[] = [
+  { label: MatcherOperator.equal, description: 'Equals', value: MatcherOperator.equal },
+  { label: MatcherOperator.notEqual, description: 'Does not equal', value: MatcherOperator.notEqual },
+  { label: MatcherOperator.regex, description: 'Matches regex', value: MatcherOperator.regex },
+  { label: MatcherOperator.notRegex, description: 'Does not match regex', value: MatcherOperator.notRegex },
+];
+
 const matcherOperators = [
   MatcherOperator.regex,
   MatcherOperator.notRegex,
diff --git a/public/app/features/alerting/unified/utils/amroutes.ts b/public/app/features/alerting/unified/utils/amroutes.ts
index f2fd0c0b922..9ab34b9e28d 100644
--- a/public/app/features/alerting/unified/utils/amroutes.ts
+++ b/public/app/features/alerting/unified/utils/amroutes.ts
@@ -1,25 +1,28 @@
 import { SelectableValue } from '@grafana/data';
 import { Validate } from 'react-hook-form';
-import { Matcher, Route } from 'app/plugins/datasource/alertmanager/types';
+import { MatcherOperator, Route } from 'app/plugins/datasource/alertmanager/types';
 import { FormAmRoute } from '../types/amroutes';
 import { parseInterval, timeOptions } from './time';
-import { parseMatcher, stringifyMatcher } from './alertmanager';
+import { matcherToMatcherField, matcherFieldToMatcher, parseMatcher, stringifyMatcher } from './alertmanager';
 import { isUndefined, omitBy } from 'lodash';
+import { MatcherFieldValue } from '../types/silence-form';
 
 const defaultValueAndType: [string, string] = ['', timeOptions[0].value];
 
-const matchersToArrayFieldMatchers = (matchers: Record<string, string> | undefined, isRegex: boolean): Matcher[] =>
-  Object.entries(matchers ?? {}).reduce<Matcher[]>(
+const matchersToArrayFieldMatchers = (
+  matchers: Record<string, string> | undefined,
+  isRegex: boolean
+): MatcherFieldValue[] =>
+  Object.entries(matchers ?? {}).reduce<MatcherFieldValue[]>(
     (acc, [name, value]) => [
       ...acc,
       {
         name,
         value,
-        isRegex: isRegex,
-        isEqual: true,
+        operator: isRegex ? MatcherOperator.regex : MatcherOperator.equal,
       },
     ],
-    [] as Matcher[]
+    [] as MatcherFieldValue[]
   );
 
 const intervalToValueAndType = (strValue: string | undefined): [string, string] => {
@@ -43,11 +46,10 @@ const selectableValueToString = (selectableValue: SelectableValue<string>): stri
 const selectableValuesToStrings = (arr: Array<SelectableValue<string>> | undefined): string[] =>
   (arr ?? []).map(selectableValueToString);
 
-export const emptyArrayFieldMatcher: Matcher = {
+export const emptyArrayFieldMatcher: MatcherFieldValue = {
   name: '',
   value: '',
-  isRegex: false,
-  isEqual: true,
+  operator: MatcherOperator.equal,
 };
 
 export const emptyRoute: FormAmRoute = {
@@ -90,7 +92,7 @@ export const amRouteToFormAmRoute = (route: Route | undefined): [FormAmRoute, Re
     {
       id,
       matchers: [
-        ...(route.matchers?.map(parseMatcher) ?? []),
+        ...(route.matchers?.map((matcher) => matcherToMatcherField(parseMatcher(matcher))) ?? []),
         ...matchersToArrayFieldMatchers(route.match, false),
         ...matchersToArrayFieldMatchers(route.match_re, true),
       ],
@@ -115,7 +117,9 @@ export const formAmRouteToAmRoute = (formAmRoute: FormAmRoute, id2ExistingRoute:
     ...(existing ?? {}),
     continue: formAmRoute.continue,
     group_by: formAmRoute.groupBy,
-    matchers: formAmRoute.matchers.length ? formAmRoute.matchers.map(stringifyMatcher) : undefined,
+    matchers: formAmRoute.matchers.length
+      ? formAmRoute.matchers.map((matcher) => stringifyMatcher(matcherFieldToMatcher(matcher)))
+      : undefined,
     match: undefined,
     match_re: undefined,
     group_wait: formAmRoute.groupWaitValue