diff --git a/.changeset/eight-ears-flash.md b/.changeset/eight-ears-flash.md
new file mode 100644
index 0000000000..efea297d67
--- /dev/null
+++ b/.changeset/eight-ears-flash.md
@@ -0,0 +1,5 @@
+---
+"claude-dev": minor
+---
+
+Add a delete button to the Cline Rules modal to delete rule files
diff --git a/src/core/context/instructions/user-instructions/cline-rules.ts b/src/core/context/instructions/user-instructions/cline-rules.ts
index 9e258157cd..3f19c54b7a 100644
--- a/src/core/context/instructions/user-instructions/cline-rules.ts
+++ b/src/core/context/instructions/user-instructions/cline-rules.ts
@@ -173,3 +173,49 @@ export async function refreshClineRulesToggles(
 		localToggles: updatedLocalToggles,
 	}
 }
+
+export async function deleteRuleFile(
+	context: vscode.ExtensionContext,
+	rulePath: string,
+	isGlobal: boolean,
+): Promise<{ success: boolean; message: string }> {
+	try {
+		// Check if file exists
+		const fileExists = await fileExistsAtPath(rulePath)
+		if (!fileExists) {
+			return {
+				success: false,
+				message: `Rule file does not exist: ${rulePath}`,
+			}
+		}
+
+		// Delete the file from disk
+		await fs.unlink(rulePath)
+
+		// Get the filename for messages
+		const fileName = path.basename(rulePath)
+
+		// Update the appropriate toggles
+		if (isGlobal) {
+			const toggles = ((await getGlobalState(context, "globalClineRulesToggles")) as ClineRulesToggles) || {}
+			delete toggles[rulePath]
+			await updateGlobalState(context, "globalClineRulesToggles", toggles)
+		} else {
+			const toggles = ((await getWorkspaceState(context, "localClineRulesToggles")) as ClineRulesToggles) || {}
+			delete toggles[rulePath]
+			await updateWorkspaceState(context, "localClineRulesToggles", toggles)
+		}
+
+		return {
+			success: true,
+			message: `Rule file "${fileName}" deleted successfully`,
+		}
+	} catch (error) {
+		const errorMessage = error instanceof Error ? error.message : String(error)
+		console.error(`Error deleting rule file: ${errorMessage}`, error)
+		return {
+			success: false,
+			message: `Failed to delete rule file.`,
+		}
+	}
+}
diff --git a/src/core/controller/index.ts b/src/core/controller/index.ts
index 84226d20b0..93d2eccc5f 100644
--- a/src/core/controller/index.ts
+++ b/src/core/controller/index.ts
@@ -49,7 +49,7 @@ import {
 } from "../storage/state"
 import { Task, cwd } from "../task"
 import { ClineRulesToggles } from "../../shared/cline-rules"
-import { refreshClineRulesToggles } from "../context/instructions/user-instructions/cline-rules"
+import { deleteRuleFile, refreshClineRulesToggles } from "../context/instructions/user-instructions/cline-rules"
 
 /*
 https://github.com/microsoft/vscode-webview-ui-toolkit-samples/blob/main/default/weather-webview/src/providers/WeatherViewProvider.ts
@@ -634,6 +634,24 @@ export class Controller {
 				}
 				break
 			}
+			case "deleteClineRule": {
+				const { isGlobal, rulePath } = message
+				if (rulePath && typeof isGlobal === "boolean") {
+					const result = await deleteRuleFile(this.context, rulePath, isGlobal)
+					if (result.success) {
+						await refreshClineRulesToggles(this.context, cwd)
+						await this.postStateToWebview()
+					} else {
+						console.error("Failed to delete rule file:", result.message)
+					}
+				} else {
+					console.error("deleteClineRule: Missing or invalid parameters", {
+						rulePath,
+						isGlobal: typeof isGlobal === "boolean" ? isGlobal : `Invalid: ${typeof isGlobal}`,
+					})
+				}
+				break
+			}
 			case "requestTotalTasksSize": {
 				this.refreshTotalTasksSize()
 				break
diff --git a/src/shared/WebviewMessage.ts b/src/shared/WebviewMessage.ts
index 6fae550431..8c14847a89 100644
--- a/src/shared/WebviewMessage.ts
+++ b/src/shared/WebviewMessage.ts
@@ -82,6 +82,7 @@ export interface WebviewMessage {
 		| "toggleFavoriteModel"
 		| "grpc_request"
 		| "toggleClineRule"
+		| "deleteClineRule"
 
 	// | "relaunchChromeDebugMode"
 	text?: string
diff --git a/webview-ui/src/components/cline-rules/ClineRulesToggleModal.tsx b/webview-ui/src/components/cline-rules/ClineRulesToggleModal.tsx
index ea3c66a80e..fb07f6c737 100644
--- a/webview-ui/src/components/cline-rules/ClineRulesToggleModal.tsx
+++ b/webview-ui/src/components/cline-rules/ClineRulesToggleModal.tsx
@@ -111,6 +111,7 @@ const ClineRulesToggleModal: React.FC = () => {
 						<RulesToggleList
 							rules={globalRules}
 							toggleRule={(rulePath, enabled) => toggleRule(true, rulePath, enabled)}
+							isGlobal={true}
 							listGap="small"
 						/>
 					</div>
@@ -121,6 +122,7 @@ const ClineRulesToggleModal: React.FC = () => {
 						<RulesToggleList
 							rules={localRules}
 							toggleRule={(rulePath, enabled) => toggleRule(false, rulePath, enabled)}
+							isGlobal={false}
 							listGap="small"
 						/>
 					</div>
diff --git a/webview-ui/src/components/cline-rules/RuleRow.tsx b/webview-ui/src/components/cline-rules/RuleRow.tsx
index 0db8b73042..3f43fd2d86 100644
--- a/webview-ui/src/components/cline-rules/RuleRow.tsx
+++ b/webview-ui/src/components/cline-rules/RuleRow.tsx
@@ -4,8 +4,9 @@ import { VSCodeButton } from "@vscode/webview-ui-toolkit/react"
 const RuleRow: React.FC<{
 	rulePath: string
 	enabled: boolean
+	isGlobal: boolean
 	toggleRule: (rulePath: string, enabled: boolean) => void
-}> = ({ rulePath, enabled, toggleRule }) => {
+}> = ({ rulePath, enabled, isGlobal, toggleRule }) => {
 	// Get the filename from the path for display
 	const displayName = rulePath.split("/").pop() || rulePath
 
@@ -16,6 +17,14 @@ const RuleRow: React.FC<{
 		})
 	}
 
+	const handleDeleteClick = () => {
+		vscode.postMessage({
+			type: "deleteClineRule",
+			rulePath: rulePath,
+			isGlobal: isGlobal,
+		})
+	}
+
 	return (
 		<div className="mb-2.5">
 			<div
@@ -58,6 +67,14 @@ const RuleRow: React.FC<{
 						style={{ height: "20px" }}>
 						<span className="codicon codicon-edit" style={{ fontSize: "14px" }} />
 					</VSCodeButton>
+					<VSCodeButton
+						appearance="icon"
+						aria-label="Delete rule file"
+						title="Delete rule file"
+						onClick={handleDeleteClick}
+						style={{ height: "20px" }}>
+						<span className="codicon codicon-trash" style={{ fontSize: "14px" }} />
+					</VSCodeButton>
 				</div>
 			</div>
 		</div>
diff --git a/webview-ui/src/components/cline-rules/RulesToggleList.tsx b/webview-ui/src/components/cline-rules/RulesToggleList.tsx
index 5e244bed73..930ceb2458 100644
--- a/webview-ui/src/components/cline-rules/RulesToggleList.tsx
+++ b/webview-ui/src/components/cline-rules/RulesToggleList.tsx
@@ -3,10 +3,12 @@ import RuleRow from "./RuleRow"
 const RulesToggleList = ({
 	rules,
 	toggleRule,
+	isGlobal,
 	listGap = "medium",
 }: {
 	rules: [string, boolean][]
 	toggleRule: (rulePath: string, enabled: boolean) => void
+	isGlobal: boolean
 	listGap?: "small" | "medium" | "large"
 }) => {
 	const gapClasses = {
@@ -20,7 +22,7 @@ const RulesToggleList = ({
 	return rules.length > 0 ? (
 		<div className={`flex flex-col ${gapClass}`}>
 			{rules.map(([rulePath, enabled]) => (
-				<RuleRow key={rulePath} rulePath={rulePath} enabled={enabled} toggleRule={toggleRule} />
+				<RuleRow key={rulePath} rulePath={rulePath} enabled={enabled} isGlobal={isGlobal} toggleRule={toggleRule} />
 			))}
 		</div>
 	) : (