diff --git a/src/core/auto-approval/__tests__/checkAutoApproval.test.ts b/src/core/auto-approval/__tests__/checkAutoApproval.test.ts
new file mode 100644
index 00000000000..ca2c8afcad2
--- /dev/null
+++ b/src/core/auto-approval/__tests__/checkAutoApproval.test.ts
@@ -0,0 +1,65 @@
+import { checkAutoApproval } from "../index"
+import { ExtensionState } from "../../../shared/ExtensionMessage"
+
+describe("checkAutoApproval", () => {
+	const mockAsk = "tool"
+
+	it("should approve deleteFile when alwaysAllowDelete is true", async () => {
+		const state = {
+			alwaysAllowDelete: true,
+			autoApprovalEnabled: true,
+		} as ExtensionState
+
+		const text = JSON.stringify({
+			tool: "deleteFile",
+			path: "/path/to/file",
+		})
+
+		const result = await checkAutoApproval({ state, ask: mockAsk, text })
+		expect(result).toEqual({ decision: "approve" })
+	})
+
+	it("should ask for deleteFile when alwaysAllowDelete is false", async () => {
+		const state = {
+			alwaysAllowDelete: false,
+			autoApprovalEnabled: true,
+		} as ExtensionState
+
+		const text = JSON.stringify({
+			tool: "deleteFile",
+			path: "/path/to/file",
+		})
+
+		const result = await checkAutoApproval({ state, ask: mockAsk, text })
+		expect(result).toEqual({ decision: "ask" })
+	})
+
+	it("should ask for deleteFile when alwaysAllowDelete is undefined", async () => {
+		const state = {
+			autoApprovalEnabled: true,
+		} as ExtensionState
+
+		const text = JSON.stringify({
+			tool: "deleteFile",
+			path: "/path/to/file",
+		})
+
+		const result = await checkAutoApproval({ state, ask: mockAsk, text })
+		expect(result).toEqual({ decision: "ask" })
+	})
+
+	it("should ask when autoApprovalEnabled is false even if alwaysAllowDelete is true", async () => {
+		const state = {
+			alwaysAllowDelete: true,
+			autoApprovalEnabled: false,
+		} as ExtensionState
+
+		const text = JSON.stringify({
+			tool: "deleteFile",
+			path: "/path/to/file",
+		})
+
+		const result = await checkAutoApproval({ state, ask: mockAsk, text })
+		expect(result).toEqual({ decision: "ask" })
+	})
+})
diff --git a/webview-ui/src/components/settings/AutoApproveSettings.tsx b/webview-ui/src/components/settings/AutoApproveSettings.tsx
index b0565dbc7fa..d186164bfd6 100644
--- a/webview-ui/src/components/settings/AutoApproveSettings.tsx
+++ b/webview-ui/src/components/settings/AutoApproveSettings.tsx
@@ -23,6 +23,7 @@ type AutoApproveSettingsProps = HTMLAttributes<HTMLDivElement> & {
 	alwaysAllowWrite?: boolean
 	alwaysAllowWriteOutsideWorkspace?: boolean
 	alwaysAllowWriteProtected?: boolean
+	alwaysAllowDelete?: boolean
 	alwaysAllowBrowser?: boolean
 	alwaysApproveResubmit?: boolean
 	requestDelaySeconds: number
@@ -73,6 +74,7 @@ export const AutoApproveSettings = ({
 	alwaysAllowWrite,
 	alwaysAllowWriteOutsideWorkspace,
 	alwaysAllowWriteProtected,
+	alwaysAllowDelete,
 	alwaysAllowBrowser,
 	alwaysApproveResubmit,
 	requestDelaySeconds,
@@ -200,6 +202,7 @@ export const AutoApproveSettings = ({
 					<AutoApproveToggle
 						alwaysAllowReadOnly={alwaysAllowReadOnly}
 						alwaysAllowWrite={alwaysAllowWrite}
+						alwaysAllowDelete={alwaysAllowDelete}
 						alwaysAllowBrowser={alwaysAllowBrowser}
 						alwaysApproveResubmit={alwaysApproveResubmit}
 						alwaysAllowMcp={alwaysAllowMcp}
diff --git a/webview-ui/src/components/settings/SettingsView.tsx b/webview-ui/src/components/settings/SettingsView.tsx
index 076f5ca52a6..f159111bbd7 100644
--- a/webview-ui/src/components/settings/SettingsView.tsx
+++ b/webview-ui/src/components/settings/SettingsView.tsx
@@ -181,6 +181,7 @@ const SettingsView = forwardRef<SettingsViewRef, SettingsViewProps>((props, ref)
 		alwaysAllowWrite,
 		alwaysAllowWriteOutsideWorkspace,
 		alwaysAllowWriteProtected,
+		alwaysAllowDelete, // kilocode_change
 		alwaysApproveResubmit,
 		autoCondenseContext,
 		autoCondenseContextPercent,
@@ -519,6 +520,7 @@ const SettingsView = forwardRef<SettingsViewRef, SettingsViewProps>((props, ref)
 					alwaysAllowWrite: alwaysAllowWrite ?? undefined,
 					alwaysAllowWriteOutsideWorkspace: alwaysAllowWriteOutsideWorkspace ?? undefined,
 					alwaysAllowWriteProtected: alwaysAllowWriteProtected ?? undefined,
+					alwaysAllowDelete: alwaysAllowDelete ?? undefined, // kilocode_change
 					alwaysAllowExecute: alwaysAllowExecute ?? undefined,
 					alwaysAllowBrowser: alwaysAllowBrowser ?? undefined,
 					alwaysAllowMcp,
@@ -1027,6 +1029,7 @@ const SettingsView = forwardRef<SettingsViewRef, SettingsViewProps>((props, ref)
 							alwaysAllowWrite={alwaysAllowWrite}
 							alwaysAllowWriteOutsideWorkspace={alwaysAllowWriteOutsideWorkspace}
 							alwaysAllowWriteProtected={alwaysAllowWriteProtected}
+							alwaysAllowDelete={alwaysAllowDelete} // kilocode_change
 							alwaysAllowBrowser={alwaysAllowBrowser}
 							alwaysApproveResubmit={alwaysApproveResubmit}
 							requestDelaySeconds={requestDelaySeconds}
diff --git a/webview-ui/src/context/ExtensionStateContext.tsx b/webview-ui/src/context/ExtensionStateContext.tsx
index e57ea004b43..c2d852f0288 100644
--- a/webview-ui/src/context/ExtensionStateContext.tsx
+++ b/webview-ui/src/context/ExtensionStateContext.tsx
@@ -276,6 +276,7 @@ export const ExtensionStateContextProvider: React.FC<{ children: React.ReactNode
 		alwaysApproveResubmit: false,
 		alwaysAllowWrite: true, // kilocode_change
 		alwaysAllowReadOnly: true, // kilocode_change
+		alwaysAllowDelete: false, // kilocode_change
 		requestDelaySeconds: 5,
 		currentApiConfigName: "default",
 		listApiConfigMeta: [],