Preheat the oven to 400°F (200°C) and lightly grease a large rimmed baking sheet with olive oil.
In a small mixing bowl, whisk together the balsamic vinegar, olive oil, honey, minced garlic, oregano, salt, and pepper to create the marinade.
Place the chicken breasts in the center of the baking sheet and arrange the asparagus and cherry tomatoes around the protein.
Drizzle the balsamic marinade over the chicken and vegetables, ensuring even coverage. Use tongs to toss the vegetables until well-coated.
Transfer the baking sheet to the oven and roast for 20 to 25 minutes, or until the chicken reaches an internal temperature of 165°F (74°C).
Remove from the oven and allow the chicken to rest for 5 minutes to retain juices before slicing.
Serve immediately, drizzling any remaining pan glaze over the dish.