Begin by boiling water in a large pot. Add the tortellini according to the package instructions, usually about 3-5 minutes. Once cooked, drain the tortellini and let it cool.

In a large mixing bowl, combine the cooled tortellini with the cherry tomatoes, cucumber, bell pepper, red onion, and olives.

In a small bowl, whisk together the olive oil, red wine vinegar, Italian seasoning, salt, and pepper.

Pour the dressing over the tortellini mixture. Toss gently to ensure the pasta and vegetables are well-coated.

Let the pasta salad chill in the refrigerator for at least 30 minutes before serving.