diff --git a/packages/core/src/services/loopDetectionService.test.ts b/packages/core/src/services/loopDetectionService.test.ts
index 4d6139f69f..f40e897a84 100644
--- a/packages/core/src/services/loopDetectionService.test.ts
+++ b/packages/core/src/services/loopDetectionService.test.ts
@@ -175,6 +175,93 @@ describe('LoopDetectionService', () => {
       }
       expect(loggers.logLoopDetected).not.toHaveBeenCalled();
     });
+
+    it('should detect an alternating tool call loop (cycle of length 2)', () => {
+      const eventA = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_a.txt',
+      });
+      const eventB = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_b.txt',
+      });
+
+      let loopCount = 0;
+      for (let i = 0; i < 15; i++) {
+        const currentEvent = i % 2 === 0 ? eventA : eventB;
+        const result = service.addAndCheck(currentEvent);
+        if (result.count > 0) {
+          loopCount = result.count;
+        }
+      }
+
+      expect(loopCount).toBeGreaterThan(0);
+    });
+
+    it('should detect a cyclic tool call loop of length 3', () => {
+      const eventA = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_a.txt',
+      });
+      const eventB = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_b.txt',
+      });
+      const eventC = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_c.txt',
+      });
+
+      let loopCount = 0;
+      const sequence = [eventA, eventB, eventC];
+      for (let i = 0; i < 20; i++) {
+        const result = service.addAndCheck(sequence[i % 3]);
+        if (result.count > 0) {
+          loopCount = result.count;
+        }
+      }
+
+      expect(loopCount).toBeGreaterThan(0);
+    });
+
+    it('should detect a cyclic tool call loop of length 5', () => {
+      const e1 = createToolCallRequestEvent('t', { id: 1 });
+      const e2 = createToolCallRequestEvent('t', { id: 2 });
+      const e3 = createToolCallRequestEvent('t', { id: 3 });
+      const e4 = createToolCallRequestEvent('t', { id: 4 });
+      const e5 = createToolCallRequestEvent('t', { id: 5 });
+
+      let loopCount = 0;
+      const sequence = [e1, e2, e3, e4, e5];
+      for (let i = 0; i < 30; i++) {
+        const result = service.addAndCheck(sequence[i % 5]);
+        if (result.count > 0) {
+          loopCount = result.count;
+        }
+      }
+
+      expect(loopCount).toBeGreaterThan(0);
+    });
+
+    it('should not detect loops for non-looping alternating sequences that vary', () => {
+      const eventA = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_a.txt',
+      });
+      const eventB = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_b.txt',
+      });
+      const eventC = createToolCallRequestEvent('read_file', {
+        file_path: 'loop_c.txt',
+      });
+
+      // Run some alternating calls, then break the pattern with eventC
+      for (let i = 0; i < 4; i++) {
+        expect(service.addAndCheck(i % 2 === 0 ? eventA : eventB).count).toBe(
+          0,
+        );
+      }
+      expect(service.addAndCheck(eventC).count).toBe(0);
+      for (let i = 0; i < 4; i++) {
+        expect(service.addAndCheck(i % 2 === 0 ? eventA : eventB).count).toBe(
+          0,
+        );
+      }
+    });
   });
 
   describe('Content Loop Detection', () => {
diff --git a/packages/core/src/services/loopDetectionService.ts b/packages/core/src/services/loopDetectionService.ts
index 53030911b0..62c693aef1 100644
--- a/packages/core/src/services/loopDetectionService.ts
+++ b/packages/core/src/services/loopDetectionService.ts
@@ -136,8 +136,7 @@ export class LoopDetectionService {
   private userPrompt = '';
 
   // Tool call tracking
-  private lastToolCallKey: string | null = null;
-  private toolCallRepetitionCount: number = 0;
+  private toolCallHistory: string[] = [];
 
   // Content streaming tracking
   private streamContentHistory = '';
@@ -313,15 +312,39 @@ export class LoopDetectionService {
 
   private checkToolCallLoop(toolCall: { name: string; args: object }): boolean {
     const key = this.getToolCallKey(toolCall);
-    if (this.lastToolCallKey === key) {
-      this.toolCallRepetitionCount++;
-    } else {
-      this.lastToolCallKey = key;
-      this.toolCallRepetitionCount = 1;
+    this.toolCallHistory.push(key);
+
+    const maxRequiredLength = 5 * TOOL_CALL_LOOP_THRESHOLD;
+    if (this.toolCallHistory.length > maxRequiredLength) {
+      this.toolCallHistory = this.toolCallHistory.slice(-maxRequiredLength);
     }
-    if (this.toolCallRepetitionCount >= TOOL_CALL_LOOP_THRESHOLD) {
-      return true;
+
+    const n = this.toolCallHistory.length;
+    const R = TOOL_CALL_LOOP_THRESHOLD; // 5
+
+    // Check for repeating patterns of cycle length k from 1 to 5
+    for (let k = 1; k <= 5; k++) {
+      const requiredLength = k * R;
+      if (n >= requiredLength) {
+        const cycle = this.toolCallHistory.slice(-k);
+        let isPatternMatch = true;
+
+        for (let i = 0; i < requiredLength; i++) {
+          const indexFromEnd = requiredLength - i;
+          const actualKey = this.toolCallHistory[n - indexFromEnd];
+          const expectedKey = cycle[i % k];
+          if (actualKey !== expectedKey) {
+            isPatternMatch = false;
+            break;
+          }
+        }
+
+        if (isPatternMatch) {
+          return true;
+        }
+      }
     }
+
     return false;
   }
 
@@ -739,8 +762,7 @@ export class LoopDetectionService {
   }
 
   private resetToolCallCount(): void {
-    this.lastToolCallKey = null;
-    this.toolCallRepetitionCount = 0;
+    this.toolCallHistory = [];
   }
 
   private resetContentTracking(resetHistory = true): void {