Compare the Features and Benefits of Southwest® Rapid Rewards® Premier Business Credit Card and
Hilton Honors American Express Aspire Card

Small business owners that occasionally fly Southwest should consider getting the Southwest Premier Business Credit Card. You’ll get a solid earning rate on Southwest Airlines purchases, your first checked bag free for you and 8 additional passengers in the same reservation, an annual 15% promo code each anniversary year (excludes Basic fares), a complimentary Standard or Preferred seat within 48 hours prior to departure, when available, plus 25% back on inflight purchases.

You can also earn 2,000 tier qualifying points (TQPs) toward A-List status for every $5,000 spent in purchases annually accelerating your way to A-List status. (Note that on the Southwest Rapid Rewards® Performance Business Credit Card you earn these quicker, at 2,500 per $5,000 in spend.)

In addition to the bonus points earned after account opening, cardholders earn points at a rate of 3x Rapid Rewards points on Southwest purchases plus 2 points for every $1 you spend at gas stations and restaurants on your first $8,000 in combined purchases per anniversary year.

When you earn points through the Southwest Premier Business Credit Card, they count toward earning the Southwest Companion Pass.

You can boost your point earnings by adding employee cards at no additional cost and, of course, there are no foreign transaction fees when you travel abroad.

When you go to redeem points, Southwest offers a simple rewards structure which values the points around 1.25 cents each. The actual redemption varies a bit, with redemptions closer to the date of travel tending to get a bit more value per point. While there are no blackout dates, that also means there’s no way of getting more value from your Rapid Rewards points.

Although the Southwest Premier Business Card is a solid card, Southwest frequent travelers should strongly consider getting the Southwest Performance Business Credit Card instead.

For a $299 annual fee, you’ll earn 4x bonus points on Southwest purchases, plus you’ll be able to upgrade to Extra Legroom seat for free within 48 hours prior to departure when available. That’s after you can select a complimentary Preferred seat at booking at no additional charge, when available.

Lastly, this card is great for getting halfway to a Southwest Companion Pass with the bonus offer. Read our guide on earning a Southwest Companion Pass for up to two years via new account bonuses.

I’ve long said at MilesTalk that I think the Hilton Aspire is the best hotel credit card on the market.

Setting aside the welcome bonus, here are your yearly benefits:

Hilton Resort Credits – $400: If you stay at Hilton resorts twice annually (although it must be one time January to June and one time July to December, this is as good as cash.

Airline credits – $200 ($50 per calendar quarter): Easy to use if you fly once per quarter

Hilton Honors Diamond status – $950: This could technically be worth a couple thousand if you stay frequently at Hilton properties (and a certain site I won’t name would say it’s worth over $3,000), but that would also likely mean you don’t need this card to earn it, since you’d earn it from nights stayed.

Even if you only stay 10 nights a year, the free breakfast or daily food credits and lounge access for two would be conservatively worth ~$70 a day. Room upgrades are never guaranteed, but they are frequent in my experience. Let’s call those ~$25 a stay even though that’s very light as a value given that some upgrades are likely to be suites.  If you stay 10 nights a year, Diamond status is worth $950 using the calculations above.

Annual Free Night Certificates – $500: Valid any night of the week and good at any Hilton properties in the Hilton portfolio. with no points limit. It’s not going to be hard to pick and choose where to use that for maximum value and at any Conrad or Waldorf-Astoria at a busy time, $500 is easy. I recently redeemed my own for the Waldorf Astoria Pedregal in Cabo for a $1,500 night room!

I won’t value the potential free second or third Free Night Awards since those do require $30,000 and $60,000 in spend.

I also won’t value the $209 CLEAR+ credit as that is available on so many other Amex cards. I also am not adding the $100 property credit which requires a cash booking of 2 nights or more at a Waldorf Astoria or Conrad as that is an extremely niche benefit.

Total Tangible Benefits from your $550 in annual spend? $2,070

I mean, that is NUTS. And I hope you can tell that if anything I tried to assign lower values to perks than they are probably worth! If anything, I undervalued them. The only thing is that you obviously need to stay at Hilton hotels or resorts a handful of times a year to enjoy the benefits. And really, if you don’t, then you likely don’t need a Hilton credit card.

Rates and Fees for the Hilton Honors Aspire® Credit Card