Heat oil in large skillet over medium-high heat. Add chicken and cherry tomatoes and cook until chicken is heated through and tomatoes begin to soften, about 2 to 3 minutes. Add garlic, salt and pepper and cook until fragrant, about 1 minute.
Add orzo pasta and chicken broth. Bring mixture to a simmer, then reduce heat to low. Cover and simmer, stirring occasionally, until orzo is cooked through and broth is absorbed, about 10 to 12 minutes.
Stir in pesto and heavy cream. Cook until heated through and sauce is reduced slightly, about 3 to 4 minutes. Remove from heat. Garnish with basil and serve.