Southwest Airlines typically offers the cheapest flights on Tuesdays and Wednesdays due to lower demand on these days. Booking during this midweek window can lead to better fares. For optimal savings, try to be flexible with your travel dates and times. Additionally, consider early morning or late evening flights, which often come at a reduced price. Checking Southwest's website regularly for special promotions and fare alerts can also help you secure the best deals available. By combining these strategies, you can maximize your chances of finding affordable flights.