Preheat the oven to 375°F (190°C).
In a large mixing bowl, beat the room-temperature cream cheese until smooth.
Add the grated smoked cheddar and minced garlic to the cream cheese and stir until well combined.
Fold in the chopped cherry tomatoes, shredded chicken, 1/4 to 1/2 cup pesto (to taste), kosher salt, black pepper, and liquid smoke until evenly distributed.
Spoon the mixture into an 8-inch pie plate or similar oven-safe baking dish, smoothing the top.
Bake for 25 to 30 minutes, until the dip is bubbly and golden on top.
Remove from the oven and serve immediately with baguette slices, chips, or crackers.