The cheapest day to book Southwest flights is typically Tuesday. Airlines, including Southwest, often release fare sales early in the week, making Tuesday and Wednesday the best days to find lower prices. Additionally, flying on Tuesdays, Wednesdays, and Saturdays tends to be more affordable compared to peak travel days like Fridays and Sundays. To secure the best deals, check Southwest’s Low Fare Calendar, book in advance, and set up fare alerts for price drops. What day is cheapest to book Southwest flights? By following these strategies, travelers can maximize their savings on Southwest Airlines bookings. For any query, personalized assistance related to booking of cheap Southwest flight, and finding the best/exclusive deals, feel free to contact us on a Toll-free number: 1-888-843-8860 and let our experts find you the best possible fare.