THE TIME TO ACT IS NOW
I can't stress this enough. Right now is the absolute best time to apply for the Southwest credit cards! Let me break it down for you.
1. The signup bonus requires you to spend $2,000 within 3 months. Applying for the card now gives you until February to complete the minimum spending requirement.
2. The key here is to NOT complete the minimum spending requirement until January. The way I did it was to ensure that my card cutoff date was the 4th of every month. You can call Chase and they will allow you to do this.
3. Using a statement cutoff of the 4th of each month, I began spending on my cards on December 5th. And instead of trying to meet the $2,000 on each card, I spent $10,000 on both cards combined (with a minimum of $2,000 on each card). Doing this gave me 10,000 points from spending and 100,000 points from 2 signup bonuses on January 4th when my credit card statement cut off.
4. Because I had 110,000 points hit my account on January 4th, I earned the Companion Pass for 2014 AND ALL OF 2015. Nearly two full years of COMPANION PASS STATUS!!!
My Two Cents