Open the window and examine the inside where the window meets the surrounding frame. Look for any paint or caulk that might stick to the window. Any type of debris could block the window from closing properly. Gently run a utility knife around the window, scraping off the debris.
Examine the window for any other debris that blocks it from closing, including hairballs or paint chips. Aim a hose attachment connected to your vacuum cleaner. Rub the attachment over the inside of the window, sucking up any debris that blocks the window.
Aim a hairdryer at the awning window and turn the device on its highest setting. This step only works if you have awning windows are made from wood. The wood swells when exposed to high levels of humidity, which keeps it from working properly. The hairdryer dries the wood, making the window open and close properly.
Rub paraffin wax or white votive candle along the sides of the window. The wax acts as a lubricant that keeps the window from sticking. Rub the candle along the sides and bottom of the window and frame.
Hold a can of spray lubricant near the window when it is the open position. Lightly coat the window and frame with a thin layer of the lubricant. The liquid lubricates the window and moves or dissolves debris blocking the window from staying closed.