Heat a large skillet over medium-high heat. Cook pork chops until browned, 3 to 4 minutes per side.
Combine sauerkraut, potatoes, apples, carrots, onion, red wine, cinnamon, bay leaf, and black pepper in a slow cooker. Add the browned pork chop. Pour 1 tablespoon water into the skillet, scrape up the glaze, and transfer to the slow cooker.
Cook on High until pork and vegetables are fork-tender, 6 to 8 hours.