
Southwest Airlines is generally, still the best airline to fly if you’re looking for reasonably priced and convenient domestic flights, but since they upgraded their reservation system in May, it is more difficult to find deals and those that you do find, may be for flights with bad connections or at odd times. Low fares can disappear quickly, in a matter of days, or even hours. This is a bummer, but Southwest is the ONLY airline, that doesn’t charge additional fees to change or cancel a flight. Domestic flight prices are higher across the board but being able to change or cancel your flight without penalty, allows you to book the best fares, even if you’re not certain of your schedule in the future.
In addition, Southwest allows two bags per person to fly free. This can make a Southwest flight less expensive overall, than a lower priced base fare at a competitor that charges baggage fees. AND, you can cancel a Southwest flight, and re-book on that carrier, if the competitor’s price goes down, inclusive of baggage fees, at the last minute.
The trick to getting the best fares is to know what the average fare is for the route you are flying and continually check for price drops. Note that when Southwest Airlines announces a new airfare sale, that does not necessarily mean that you’re going to see lower fares for your route OR that the prices aren’t going to fluctuate within that sale period. But, if you do see a low fare at a convenient time, book it immediately because that fare could increase the next day.
Constantly checking prices can be time consuming, but Southwest has yet to allow a service to do this for you, so it’s best to get into a routine of price checking. As you monitor prices more frequently, you will begin to see patterns that may be helpful for future bookings.
The quickest way to find the general availability and price of flights is by using the low fare calendar for the cities you are interested in flying to. You’ve got to know roughly what the range of a steep or a low price is and what the high traffic times are, if you want to find a discount.
When Southwest first releases their flight schedule (from 6 months to 9 months ahead of time) the prices tend to be high and uniform. I’m always looking for flights to Las Vegas from Philadelphia in the summer and right now, the schedule is available up until August 6. Almost all the lowest fares in June and July are $230—each way—for a round trip price of $460, which is ridiculous. Some fares have two connections!
I follow the Philadelphia to Las Vegas fares, so I know that anything above $400 is a high round trip fare and anything below $250 is a low fare. I have gotten fares below $150 and I’ve also paid above $400 (which did not make me happy).
The low fares are found by constantly checking the prices and possible days of flight. Weekdays are generally less expensive than the weekends and non-stop flights fill up more quickly than flights with connections. With the Low Fare Calendar, you can keep checking if less expensive or more convenient fares become available on the dates or range of dates you want to fly. If you find something good, but not perfect, you can lock that in and hope that a better price or flight becomes available, but if nothing does, you have that flight to fall back on.
Wanna Get Away fares are Southwest’s lowest fares but the catch is that the fares are non-refundable, in that you cannot cancel or re-book and get your money back, but instead, you get Reusable Funds.

Reusable Funds1If you cancel your flight, 100% of your ticket value can be applied to future travel for up to 12 months. New reservations inherit the earliest expiration date from any funds applied from the old ticket. Therefore, the expiration date of our new reservation and all associated funds may be less than 12 months.
So, if it’s likely that you will cancel or change your flight, you’ve got to make sure you can fly on Southwest Airlines, somewhere, within 12 months from when you’re considering making your reservation, to make booking and paying for your flight, financially worthwhile. But, if you’re like me, you can always find somewhere else to go! Also, if you re-book the same flight at a lower price and get a credit for say $30, that also has to be used within 12 months, so you’ve got to be available to travel somewhere else to make re-ticketing worth it. (Alternately, you could just re-book at the same price to a more convenient flight).
If you’re lucky enough to be booking travel with Southwest Airlines Rapid Reward points, the points from a canceled or changed flight, go right back into your account with no 12 month expiration (as long as you earn points at least once, every 24 months). If you have a Southwest Airlines credit card, the September 11th Security Fee on a flight booked with reward points, get refunded back to your Southwest Airlines credit card. Otherwise the fee goes into your account as Reusable Funds.
Document and Keep Track of your Confirmation Numbers
One important thing you need to do is to keep documentation of all your Southwest Confirmation Numbers. You will refer to Confirmation Numbers to apply credit in your account to a new flight reservation. There is no limit to the amount of times you can change a flight within a 12 month window, but this will sometimes generate new Confirmation Numbers and it can get confusing if you don’t note each change.
Catherine gravitates towards any activity that has to do with planning and lists.
This has served her well while trying to play optimally in casinos for over 10 years and traveling on a budget and working frequent flyer deals for over 30 years. Catherine’s affinity for tiny calendar stickers transformed into a love affair with the super cute world of Hello Kitty, which has been ongoing for more than 40 years!
When it says total ticket price, is that after taxes and fees? Your example of $460 does not include said fees and taxes. I’m going to give it a try, but I entered total ticket price with fees and taxes as this is what it said in my email confirmation.
That is a good question. My example did not include the September 11th Security fee of $5.60 each way (because it was only a test and I didn’t actually book the flight). I am sure if you email them: info@swmonkey.com they will clarify. I will try to find out as well.
Grant,
I got confused (and am going to delete my other reply). The total of $460 INCLUDES all taxes and fees, inclusive of the $5.60/$11.20 September 11th Security fee if you pay in cash (in addition to other taxes and fees). If you use Points, you pay the $5.60/$11.20 separately.
The Low Fare Calendar includes all the taxes and fees you will be charged. (They round the number on the Low Fare Calendar. That is why my rez says $459.96, but the Low Fare Calendar says $230 each way).
This is what the Southwest Airlines site says:
Fares include:
Excise Taxes, including:
7.5% of Base Fare for domestic travel within the Continental United States.
U.S. International Transportation Tax of $18.00 each way for travel between the Continental United States and foreign countries, including Puerto Rico.
Federal segment fee of $4.10 that will be imposed on each flight segment. Flight segment is defined as a takeoff and a landing.
Government-imposed September 11th Security Fee of $5.60 per one-way trip.
Airport assessed Passenger Facility Charges (PFCs) of up to $18.
Points Redemptions do not include:
Government-imposed September 11th Security Fee of $5.60 per one-way trip.
You can find the fare breakdown online. This is for my test flight:
Base Fare $401.46
+ add Excise Taxes $30.10
Subtotal with taxes $431.56
+ add Segment Fee $8.20
+ add Passenger Facility Charge $9.00
+ add Security Fee1
1 Security Fee is the government-imposed September 11th Security Fee.
$11.20
Total per Passenger $459.96
Passenger Count x 1 Passenger(s)
Total $459.96
Of note on the Reusable Funds, your travel has to be completed before the funds expire. I had some Reusable Funds that were going to expire on 02/24/17. I was planning a trip for 03/16/17, and was going to book on 02/23/17, but the system wouldn’t accept the payment. When I called customer service, they told me travel had to be completed by the expiration date, so I missed out. It is possible to have them extend the expiration date, but from what I was told then, it has to be a minimum of $100, and I had slightly less.
Thank you for noting this: New travel has to be done within the credits expiration date. That is why you have to know the general range of flight prices before you book. If you need to lock in a flight and the price is high when you do, think about how you might be able to use a credit for a different flight if you don’t cancel the whole thing.
Also agree on keeping track of your confirmation numbers. I had rebooked my Las Vegas flight a few times and accumulated a $49 credit. Then I used those funds and added more for another flight that I cancelled, and then did that again. So I ended up with 4 confirmation numbers with varying amounts, which I just recently used to book another Las Vegas trip (I got a tip from a friend). . . You can only have three payment types per booking, so I made two separate bookings using two flight credits and a credit card payment.
I did not know about only THREE PAYMENT TYPES per booking. Thank you for adding that!