I have always booked Southwest flights, but this year I am thinking about traveling with a different airline. The time frame is mid December. I am traveling from PHX. I see currently round trips to MCO are about $300-350 which is about what I have paid with Southwest in the past. I have the Venture X and have the $300 travel credit in the Capital One Portal to use. Is this something I should wait until 3 to 4 months before the flight to book? What are some tips booking with the other airlines?
You mention "other airlines", but you don't say whether you're talking Legacy Airlines (Delta, United, American), Ultra Low Cost (Spirit, Frontier), or something in between (Allegiant).
First thing to do is make sure you're comparing apples to apples when it comes to pricing. Do you need to be able to select your seats? Do you need to check luggage? How many pieces? What's the weight limit (varies by airline) for checked luggage? Does the airline charge for checked bags?
The next thing to look at is schedule. Does the airline you're looking at have flights every day? Multiple times a day? This can be important because if there's weather or mechanical delays, or even cancellations, when can they get you out next?
As soon as I know I'm planning a trip, I start stalking airlines. You can set up "watch lists" on Google (
google.com/flights) among other sites that will track your flight and let you know what prices are doing.
I prefer booking sooner rather than later. People will CLAIM they "always" get the best price 'x' days/weeks/months out from the trip, but unless they were tracking from when prices were released, they don't really know. A number of years ago (pre-Covid), a company did an article about the best time to purchase airfare. It came out that on AVERAGE, the best time was 7 weeks before, but they also stressed that was the average and didn't work for every flight. When you're flying and where you're flying from/to make a HUGE difference on prices.
TL;DR: Book when you're comfortable with the price, and know you'll probably pay more than others on the flight. Southwest and now Delta don't have change fees so you can keep looking at those after you book and get a refund/credit if the price drops.