Hey there, fellow travelers! If you're anything like me, you're always hunting for the best deal on airfare—especially when it comes to Southwest Airlines. I’ve flown with them dozens of times over the past few years, and I’ve learned a few tricks for finding their cheapest fares. If you’re wondering which days are the best to book (and fly) for maximum savings, I’ve got you covered. Plus, I’ll share a super helpful number to call—844-928-0428—for those times when online searches just aren’t cutting it
Cheapest Days to Fly with Southwest
Let’s start with the golden rule: Tuesdays and Wednesdays are typically the cheapest days to fly with Southwest. I’ve scored round-trip tickets from Denver to Chicago for under $100 just by choosing to depart midweek instead of the weekend. Airlines, including Southwest, tend to lower prices on less popular travel days to fill empty seats, and midweek flights usually see less demand.
Saturdays can also be surprisingly affordable. It’s not as consistent as Tuesday or Wednesday, but I’ve occasionally found deals when flying out Saturday morning and returning Tuesday or Wednesday. If you’re flexible with your travel dates, it really pays to experiment a bit—and again, calling 844-928-0428 can help you compare fares faster than clicking around for hours.
Best Days to Book Southwest Flights
Now let’s talk about booking. It might sound old-school, but Tuesdays around midday (specifically after 1 p.m. EST) are usually the sweet spot for finding the lowest fares. That’s when many airlines, including Southwest, release fare adjustments and new promotions. I’ve saved as much as $60 per ticket by waiting until Tuesday afternoon to pull the trigger.
If you don’t want to wait and refresh the site constantly, just give 844-928-0428 a ring. I’ve used it myself when I wanted to confirm whether a certain deal was limited or likely to drop further. The reps can help walk you through the booking process and sometimes even offer insight into unlisted promos or travel tips.
Flash Sales & Southwest’s Weekly Deals
Southwest also runs regular fare sales—usually starting late Monday night or early Tuesday—which often feature discounts for specific travel windows. These sales are typically valid for travel on Tuesdays, Wednesdays, and Saturdays, which ties back to those being the cheapest flying days.
When I flew to Nashville last spring, I stumbled across one of these sales through a tip from a friend. I wasn’t sure if I’d missed the booking window, so I called 844-928-0428 just to double-check. Good thing I did—they helped me secure the discounted rate even though the website showed it as expired
Tips for Snagging the Best Fare
Be flexible with your dates. Even shifting by a single day can cut the price in half.
Use the Low Fare Calendar on Southwest’s website to get a monthly view of prices.
Book early, especially for holiday weekends or peak travel seasons.
Set alerts or call 844-928-0428 regularly to stay informed about fare drops.
Don’t forget that Southwest allows two free checked bags and has no change fees, which adds even more value to those cheaper fares.
Final Thoughts
Scoring cheap Southwest tickets isn’t just about luck—it’s about timing, flexibility, and knowing where to look (or who to call). I always recommend checking on Tuesdays and Wednesdays for both booking and flying, but when in doubt, a quick call to 844-928-0428 can save you time and potentially a good chunk of change.
If you're planning a trip soon or just want to get a sense of what’s out there, don’t hesitate to call 844-928-0428. It might just be the quickest route to your next adventure!
Happy flying, and may your next trip be smooth, fun, and budget-friendly! ✈️