diff --git a/pkg/agent/loop_iteration.go b/pkg/agent/loop_iteration.go
index c00541d..49bb201 100644
--- a/pkg/agent/loop_iteration.go
+++ b/pkg/agent/loop_iteration.go
@@ -2,6 +2,7 @@ package agent
 
 import (
 	"context"
+	"errors"
 	"fmt"
 	"sync"
 
@@ -54,6 +55,17 @@ func (al *AgentLoop) runIteration(ctx context.Context, sessionKey string, stream
 	finalContent, result, err := al.callLLMWithRetry(ctx, st, msgsForLLM)
 	if err != nil {
 		al.saveSession(ctx, sessionKey, *msgs)
+		// A cancel that lands while the provider stream is in flight surfaces
+		// as a provider error. Classify it as cancellation (not an LLM
+		// failure) so adopters' errors.Is(err, ErrContextCancelled) checks
+		// fire — mirroring the pre-call cancel path above.
+		if cause := ctx.Err(); cause != nil || errors.Is(err, context.Canceled) {
+			if cause == nil {
+				cause = err
+			}
+			al.emit(ctx, sessionKey, streamChan, errEvent(fmt.Errorf("%w: %w", ErrContextCancelled, cause)))
+			return 0, true
+		}
 		al.emit(ctx, sessionKey, streamChan, errEvent(&LLMFailureError{Cause: err}))
 		return 0, true
 	}
diff --git a/pkg/agent/loop_stream_test.go b/pkg/agent/loop_stream_test.go
index 5211075..30cc527 100644
--- a/pkg/agent/loop_stream_test.go
+++ b/pkg/agent/loop_stream_test.go
@@ -195,6 +195,35 @@ func TestRunIterationStream_ForwardsErrorOnCancelledCtx(t *testing.T) {
 	}
 }
 
+func TestRunIteration_MidStreamCancelClassifiedAsContextCancelled(t *testing.T) {
+	// A cancel landing while the provider stream is in flight surfaces as a
+	// provider error wrapping context.Canceled. It must be classified as
+	// ErrContextCancelled (not LLMFailureError) so adopters' documented
+	// errors.Is(err, ErrContextCancelled) terminal check fires. The ctx itself
+	// is not cancelled here, exercising the errors.Is(err, context.Canceled)
+	// race branch specifically.
+	provider := &errorProvider{err: fmt.Errorf("provider stream error: %w", context.Canceled)}
+	loop, _ := setup(provider)
+
+	var sawErr bool
+	for ev := range loop.RunText(context.Background(), "s1", "hello") {
+		p, ok := ev.Payload.(ErrorEvent)
+		if !ok {
+			continue
+		}
+		sawErr = true
+		if !errors.Is(p.Err, ErrContextCancelled) {
+			t.Fatalf("expected ErrContextCancelled, got %v", p.Err)
+		}
+		if errors.Is(p.Err, ErrLLMFailure) {
+			t.Fatalf("must not classify cancellation as LLM failure: %v", p.Err)
+		}
+	}
+	if !sawErr {
+		t.Fatal("expected an error event")
+	}
+}
+
 func TestRunIteration_ParallelToolCalls(t *testing.T) {
 	provider := &scriptProvider{turns: []LLMResult{
 		{ToolCalls: []PendingToolCall{