October brings both opportunities and warnings in the miles & points world. From a perfectly-timed Southwest status play to concerning hotel fee developments, here's what you need to know today.

The stars have aligned for what might be the easiest path ever to nearly two full years of Southwest Companion Pass. By timing a Southwest business card application this month, you can earn the pass through December 2027. The current offer requires just one business card bonus - no complex stacking required. The sweet spot window is now through October 31st.

A Marriott property is now charging mandatory parking fees to ALL guests - even those without cars - by disguising it as a government-mandated city fee. This concerning development could signal a new trend in creative hotel fees. Double-check your folio, even at properties where you don't park.

The DOT just authorized airlines to suspend service to dozens of small-town airports during the government shutdown. This could leave entire communities without air service as early as next week. If you have upcoming travel through smaller airports, having a backup plan is crucial.

A new targeted Amex Offer can save you $50 off $200+ Frontier Airlines purchases. Check your accounts - this could make ultra-low-cost travel even cheaper through the holidays.

Starting March 1, 2026, Kyoto will implement up to a 10-fold increase in hotel taxes to combat overtourism. Luxury properties will see the biggest impact, with some rooms facing $130+ in nightly taxes. If you're planning a Japan trip, booking before March could save significantly.

American Airlines has opened a unique 'Provisions by Admirals Club' at Charlotte. Think more grab-and-go than traditional lounge, with no outlets or bathrooms. Early reviews suggest it's surprisingly effective for quick connections.

Before we wrap up, I wanted to share some timely opportunities I've been tracking (courtesy of our friends at AwardTravelFinder). These deals won't last long, so let's dive in.

Active transfer bonuses worth considering:

Airline programs:

Hotel programs: