diff --git a/docs/content/doc/usage/filters.md b/docs/content/doc/usage/filters.md
index b7885efc9..2a841469a 100644
--- a/docs/content/doc/usage/filters.md
+++ b/docs/content/doc/usage/filters.md
@@ -46,7 +46,7 @@ The available operators for filtering include:
 *   `<`: Less than
 *   `<=`: Less than or equal to
 *   `like`: Matches a pattern (using wildcard `%`)
-*   `in`: Matches any value in a list
+*   `in`: Matches any value in a comma-seperated list of values
 
 To combine multiple conditions, you can use the following logical operators:
 
diff --git a/frontend/src/components/project/partials/FilterInput.vue b/frontend/src/components/project/partials/FilterInput.vue
index cfb8bd92f..e02eb6838 100644
--- a/frontend/src/components/project/partials/FilterInput.vue
+++ b/frontend/src/components/project/partials/FilterInput.vue
@@ -16,7 +16,7 @@ import {
 	AVAILABLE_FILTER_FIELDS,
 	FILTER_JOIN_OPERATOR,
 	FILTER_OPERATORS,
-	FILTER_OPERATORS_REGEX, LABEL_FIELDS,
+	FILTER_OPERATORS_REGEX, LABEL_FIELDS, getFilterFieldRegexPattern,
 } from '@/helpers/filters'
 
 const {
@@ -104,15 +104,25 @@ const highlightedFilterQuery = computed(() => {
 		})
 	LABEL_FIELDS
 		.forEach(f => {
-			const pattern = new RegExp(f + '\\s*' + FILTER_OPERATORS_REGEX + '\\s*([\'"]?)([^\'"\\s]+\\1?)?', 'ig')
-			highlighted = highlighted.replaceAll(pattern, (match, token, start, value) => {
+			const pattern = getFilterFieldRegexPattern(f)
+			highlighted = highlighted.replaceAll(pattern, (match, prefix, operator, space, value) => {
+
 				if (typeof value === 'undefined') {
 					value = ''
 				}
+				
+				let labelTitles = [value]
+				if(operator === 'in' || operator === '?=') {
+					labelTitles = value.split(',').map(v => v.trim())
+				}
 
-				const label = labelStore.getLabelsByExactTitles([value])[0] || undefined
+				const labelsHtml: string[] = []
+				labelTitles.forEach(t => {
+					const label = labelStore.getLabelByExactTitle(t) || undefined
+					labelsHtml.push(`<span class="filter-query__label_value" style="background-color: ${label?.hexColor}; color: ${label?.textColor}">${label?.title ?? t}</span>`)
+				})
 
-				return `${f} ${token} <span class="filter-query__label_value" style="background-color: ${label?.hexColor}; color: ${label?.textColor}">${label?.title ?? value}<span>`
+				return `${f} ${operator} ${labelsHtml.join(', ')}`
 			})
 		})
 	FILTER_OPERATORS
@@ -184,26 +194,31 @@ function handleFieldInput() {
 			// eslint-disable-next-line @typescript-eslint/no-unused-vars
 			const [matched, prefix, operator, space, keyword] = match
 			if (keyword) {
+				let search = keyword
+				if(operator === 'in' || operator === '?=') {
+					const keywords = keyword.split(',')
+					search = keywords[keywords.length - 1].trim()
+				}
 				if (matched.startsWith('label')) {
 					autocompleteResultType.value = 'labels'
-					autocompleteResults.value = labelStore.filterLabelsByQuery([], keyword)
+					autocompleteResults.value = labelStore.filterLabelsByQuery([], search)
 				}
 				if (matched.startsWith('assignee')) {
 					autocompleteResultType.value = 'assignees'
 					if (projectId) {
-						projectUserService.getAll({projectId}, {s: keyword})
+						projectUserService.getAll({projectId}, {s: search})
 							.then(users => autocompleteResults.value = users.length > 1 ? users : [])
 					} else {
-						userService.getAll({}, {s: keyword})
+						userService.getAll({}, {s: search})
 							.then(users => autocompleteResults.value = users.length > 1 ? users : [])
 					}
 				}
 				if (!projectId && matched.startsWith('project')) {
 					autocompleteResultType.value = 'projects'
-					autocompleteResults.value = projectStore.searchProject(keyword)
+					autocompleteResults.value = projectStore.searchProject(search)
 				}
 				autocompleteMatchText.value = keyword
-				autocompleteMatchPosition.value = prefix.length - 1
+				autocompleteMatchPosition.value = prefix.length - 1 + keyword.replace(search, '').length
 			}
 		}
 	})
diff --git a/frontend/src/helpers/filters.ts b/frontend/src/helpers/filters.ts
index 9f720e5d9..de10f57f6 100644
--- a/frontend/src/helpers/filters.ts
+++ b/frontend/src/helpers/filters.ts
@@ -57,7 +57,7 @@ export const FILTER_JOIN_OPERATOR = [
 
 export const FILTER_OPERATORS_REGEX = '(&lt;|&gt;|&lt;=|&gt;=|=|!=|in)'
 
-function getFieldPattern(field: string): RegExp {
+export function getFilterFieldRegexPattern(field: string): RegExp {
 	return new RegExp('(' + field + '\\s*' + FILTER_OPERATORS_REGEX + '\\s*)([\'"]?)([^\'"&|()]+\\1?)?', 'ig')
 }
 
@@ -73,7 +73,7 @@ export function transformFilterStringForApi(
 
 	// Transform labels to ids
 	LABEL_FIELDS.forEach(field => {
-		const pattern = getFieldPattern(field)
+		const pattern = getFilterFieldRegexPattern(field)
 
 		let match: RegExpExecArray | null
 		while ((match = pattern.exec(filter)) !== null) {
@@ -96,7 +96,7 @@ export function transformFilterStringForApi(
 	})
 	// Transform projects to ids
 	PROJECT_FIELDS.forEach(field => {
-		const pattern = getFieldPattern(field)
+		const pattern = getFilterFieldRegexPattern(field)
 
 		let match: RegExpExecArray | null
 		while ((match = pattern.exec(filter)) !== null) {
@@ -143,7 +143,7 @@ export function transformFilterStringFromApi(
 
 	// Transform labels to their titles
 	LABEL_FIELDS.forEach(field => {
-		const pattern = getFieldPattern(field)
+		const pattern = getFilterFieldRegexPattern(field)
 
 		let match: RegExpExecArray | null
 		while ((match = pattern.exec(filter)) !== null) {
@@ -167,7 +167,7 @@ export function transformFilterStringFromApi(
 
 	// Transform projects to ids
 	PROJECT_FIELDS.forEach(field => {
-		const pattern = getFieldPattern(field)
+		const pattern = getFilterFieldRegexPattern(field)
 
 		let match: RegExpExecArray | null
 		while ((match = pattern.exec(filter)) !== null) {
diff --git a/frontend/src/i18n/lang/en.json b/frontend/src/i18n/lang/en.json
index 8516f6812..158ef586f 100644
--- a/frontend/src/i18n/lang/en.json
+++ b/frontend/src/i18n/lang/en.json
@@ -446,7 +446,7 @@
           "lessThan": "Less than",
           "lessThanOrEqual": "Less than or equal to",
           "like": "Matches a pattern (using wildcard %)",
-          "in": "Matches any value in a list"
+          "in": "Matches any value in a comma-seperated list of values"
         },
         "logicalOperators": {
           "intro": "To combine multiple conditions, you can use the following logical operators:",
diff --git a/frontend/src/stores/labels.ts b/frontend/src/stores/labels.ts
index 5d8c48221..9c3d959b0 100644
--- a/frontend/src/stores/labels.ts
+++ b/frontend/src/stores/labels.ts
@@ -57,6 +57,12 @@ export const useLabelStore = defineStore('label', () => {
 			.values(labels.value)
 			.filter(({title}) => labelTitles.some(l => l.toLowerCase() === title.toLowerCase()))
 	})
+	
+	const getLabelByExactTitle = computed(() => {
+		return (labelTitle: string) => Object
+			.values(labels.value)
+			.find(l => l.title.toLowerCase() === labelTitle.toLowerCase())
+	})
 
 
 	function setIsLoading(newIsLoading: boolean) {
@@ -145,6 +151,7 @@ export const useLabelStore = defineStore('label', () => {
 		getLabelById,
 		filterLabelsByQuery,
 		getLabelsByExactTitles,
+		getLabelByExactTitle,
 
 		setLabels,
 		setLabel,