If you're making coffee from scratch, start by brewing your one cup of coffee or preparing your one cup of cold brew.
To prepare your chai tea, pour one cup of boiling water over two chai tea bags and let seep for 3-4 minutes.
Once the coffee and chai tea are prepared, immediately put into the fridge or freezer to cool. Prepare the rest of the ingredients while they cool.
Take out four whiskey glasses and add in some ice cubes. Pour 1.5 ounces of bourbon in each glass over the ice.
Once the coffee and chai have cooled, remove from the fridge and add in 1/4 cup of coffee and 1/4 cup chai tea in each whiskey glass.
Add in 1-2 tablespoons of maple syrup to each whiskey glass (depending on your desired level of sweetness).
Gently stir each whiskey glass to mix the bourbon, chai, coffee, and maple syrup together.
Top each glass with some of the dairy-free milk and creamer. Sprinkle with cinnamon and top with star anise and cinnamon sticks.
Serve and enjoy!