COOK TORTELLINI: Bring a large pot of water to a boil. Add 8 ounces tortellini and cook according to package directions until tender, about 5 to 7 minutes. Drain and let cool.
PREP VEGETABLES: While the pasta cooks, cut the orange bell pepper, yellow bell pepper, red onion, cucumber, and halve the cherry tomatoes. Slice ½ cup Kalamata olives, reserving 1 tablespoon for the dressing.
MAKE DRESSING: Add ¼ cup extra virgin olive oil, ¼ cup red wine vinegar, ½ teaspoon dried oregano (crush between your fingers as you add), ½ teaspoon black pepper, 1 teaspoon sugar, and 1 tablespoon minced Kalamata olives to a mason jar. Seal and shake until well combined.
COMBINE SALAD: In a large bowl add the cooled tortellini, bell peppers, red onion, cucumber, cherry tomatoes, remaining sliced olives, and feta cheese.
TOSS SALAD: Pour the dressing over the salad and gently toss until evenly coated.
SERVE: Serve immediately or refrigerate until ready to serve.
Video
Notes
Make-Ahead: Prepare all ingredients and store separately for up to 1 day. Toss with dressing just before serving to keep the vegetables crisp.Storage: Store leftovers in an airtight container in the refrigerator for up to 3 days.Reheating: Not applicable. Serve chilled.Freezing: Freezing is not recommended.Travel Tip: Layer ingredients in the bowl in the order listed and keep dressing separate until ready to serve for best texture.