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Southwest Low Fare Calendar Early planners are generally rewarded at Southwest. You are more likely to obtain the best deals if you book your flight long in advance. When it comes to securing the best rates well in advance of your vacation date, the Low Fare Calendar is particularly useful as it lets you compare costs up to six months in advance. Although travel costs tend to rise around holidays, you can find the cheapest days to travel during significant holidays with the help of the Low Fare Calendar. You can locate more economical options even during busy seasons like Thanksgiving, Christmas, and New Year's by changing your travel dates to a few days before or after peak times.