In a large skillet heat 2 tablespoons olive oil on medium heat.
Add sliced chicken breast (seasoned with salt) and ¼ cup of chopped sun-dried tomatoes. Cook everything on medium heat for 5-10 minutes, turning chicken slices over a couple of times until the chicken is completely cooked through.
Remove the chicken and the sun-dried from the skillet, leaving the oil in.
Add asparagus (ends trimmed), seasoned generously with salt, and ¼ cup of sun-dried tomatoes to the same skillet.
Cook on medium heat for 5-10 minutes until the asparagus is cooked through. Remove the asparagus to a plate.
Cook ravioli according to the package instructions, drain.
Add cooked chicken with sun-dried tomatoes back to the skillet.
Add basil pesto.
Stir to coat and cook on low-medium heat until the chicken is reheated, 1 or 2 minutes. Remove from heat.
Add cooked ravioli and halved cherry tomatoes to the skillet with the chicken. Stir to combine. Add more pesto if desired.
Season with more salt if needed.
Serve the chicken, ravioli, and cherry tomatoes together with asparagus.