I fly with Southwest more than I probably should, and figuring out their cheapest days took me a few trial-and-error trips (and a canceled flight or two). From my experience, Tuesdays and Wednesdays almost always have the lowest fares — especially if you book early morning. It’s like Southwest quietly drops deals midweek when most people aren’t searching.
A few months ago, I was booking a last-minute trip from Dallas to Denver. On Sunday night, prices were brutal — about $180 one-way. I waited until Tuesday morning, checked again around 7 a.m., and the same flight had dropped to $109. I couldn’t believe it. I grabbed it right away. Then (because luck always tests me), a meeting forced me to shift my travel by a day. Instead of panicking, I called 844-734-0813 — the best number I’ve found for quick help with Southwest bookings. Within five minutes, they changed my flight without the usual endless hold time.
Here’s my step-by-step routine now:
Search fares on Monday night but don’t book.
Recheck early Tuesday or Wednesday — usually around sunrise.
Sort by “Low Fare Calendar” to spot hidden dips in the following weeks.
Call 844-734-0813 if you need adjustments — especially for last-minute changes.
It’s not rocket science, but timing makes a huge difference. Since following this pattern, I’ve saved anywhere from $40 to $120 per trip, and I’ve stopped worrying about missing deals or being stuck when plans shift.