Southwest Airlines usually offers the cheapest flights on Tuesdays and Wednesdays, when demand is lower, resulting in better fares. To maximize your savings, try booking flights during these midweek days and remain flexible with your travel dates.

Additionally, early morning and late evening flights can often be more affordable. Keep an eye on Southwest's website for special promotions and fare alerts, which can provide significant discounts. Checking for price drops regularly and considering off-peak seasons for travel can also lead to better deals. By using these strategies, you can enhance your chances of securing low-cost flights with Southwest.