diff --git a/src/test/moves/whirlwind.test.ts b/src/test/moves/whirlwind.test.ts
new file mode 100644
index 00000000000..a591a3cd6c5
--- /dev/null
+++ b/src/test/moves/whirlwind.test.ts
@@ -0,0 +1,53 @@
+import { BattlerIndex } from "#app/battle";
+import { allMoves } from "#app/data/move";
+import { BattlerTagType } from "#app/enums/battler-tag-type";
+import { Abilities } from "#enums/abilities";
+import { Moves } from "#enums/moves";
+import { Species } from "#enums/species";
+import GameManager from "#test/utils/gameManager";
+import Phaser from "phaser";
+import { afterEach, beforeAll, beforeEach, describe, it, expect, vi } from "vitest";
+
+describe("Moves - Whirlwind", () => {
+  let phaserGame: Phaser.Game;
+  let game: GameManager;
+
+  beforeAll(() => {
+    phaserGame = new Phaser.Game({
+      type: Phaser.HEADLESS,
+    });
+  });
+
+  afterEach(() => {
+    game.phaseInterceptor.restoreOg();
+  });
+
+  beforeEach(() => {
+    game = new GameManager(phaserGame);
+    game.override
+      .battleType("single")
+      .enemyAbility(Abilities.BALL_FETCH)
+      .enemyMoveset(Moves.WHIRLWIND)
+      .enemySpecies(Species.PIDGEY);
+  });
+
+  it.each([
+    { move: Moves.FLY, name: "Fly" },
+    { move: Moves.BOUNCE, name: "Bounce" },
+    { move: Moves.SKY_DROP, name: "Sky Drop" },
+  ])("should not hit a flying target: $name (=$move)", async ({ move }) => {
+    game.override.moveset([move]);
+    await game.classicMode.startBattle([Species.STARAPTOR]);
+
+    const staraptor = game.scene.getPlayerPokemon()!;
+    const whirlwind = allMoves[Moves.WHIRLWIND];
+    vi.spyOn(whirlwind, "getFailedText");
+
+    game.move.select(move);
+    await game.setTurnOrder([BattlerIndex.PLAYER, BattlerIndex.ENEMY]);
+    await game.toNextTurn();
+
+    expect(staraptor.findTag((t) => t.tagType === BattlerTagType.FLYING)).toBeDefined();
+    expect(whirlwind.getFailedText).toHaveBeenCalledOnce();
+  });
+});