Book Southwest flights for 2,000 points

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✈️ LAST CHANCE to join Kara & Nate on a 2026 trip ✈️

The giveaway of the year wraps soon, so here’s your gentle reminder: one of you is joining Kara & Nate for a two-day trip in 2026. They plan it. You show up. Easy.

Want better odds? Daily Drop Pro is 50% off and gets you 10 extra entries. Or just grab your free +1 entry while you still can, friends! All of this ends TODAY.

Good morning from Jakarta – the official new largest city in the world as of a few days ago!

Before I catch the train home to Bandung, I’ve got three airline cyber sales to tell yous about, so let’s get into it:

1️⃣ Alaska Cyber sale

Alaska apparently forgot to shut the door after Cyber Monday, because their Cyber sale is alive and well this week — and some of the options are genuinely great.

Alaska Cyber Sale

Cash prices are dipping as low as $29 one-way for short regional hops, like Seattle to Walla Walla or Portland to Eugene.

On the points side, those same routes are coming in around 4,000 Atmos points + $6, which is absurdly cheap.

$29 Alaska flight examples

But the real highlight here is Hawaii.

West Coast routes to Kona are showing up for $99 one-way or about 7,500 points + $6, which is the kind of pricing that makes you pause whatever you’re doing and immediately check your calendar.

Flights to Hawaii for $99 or 7,500 miles

And if you’re running low on Atmos points?

Easy peasy. You can transfer Bilt Rewards to Alaska at a 1:1 ratio, which is one of the best reasons to collect Bilt points, in my opinion.

Here are some key details:

  • Book by December 4 (11:59 pm PT)

  • Travel dates vary, but lots of availability in early 2026

  • Restrictions apply, yada yada, you know the drill

  • Deals are different depending on your city, so poke around

If you live on the West Coast and don’t use this sale… I’m not saying Alaska should ban you from the program, but I’m also not not saying that. 😉

2️⃣ Southwest Cyber sale

Southwest saw Alaska leaving their Cyber Monday deals up and basically said, “hold my free peanuts,” because they’re running a 50% off sale right now — and it applies to both cash bookings and those made with Southwest Rapid Rewards points.

Southwest Cyber Sale

You just plug in the promo code 50CYBER when you search, and the discounted fares show up automatically through December 4 (tomorrow).

This one is for travel between January 6 and March 4, 2026, and it works on most continental U.S. routes, but with some fine print, blackout dates, blah blah blah. You can see the details on this page.

Still, the pricing is ridiculous. When I say ridiculous, I mean it.

I ran a bunch of random searches just to see if this sale was actually real, and I ended up staring at my screen like an idiot because the numbers didn’t feel possible.

For example: Little Rock to Dallas was showing $32 one-way, or — and I’m not joking — 2,000 Southwest points.

Little Rock to Dallas for 2k points

I had to search in the app because Southwest’s website has been down all day 😑

Then I checked Seattle to Los Angeles, and there were tons of dates for 3,000 points.

Again, this is not normal. Flights anywhere in the world rarely price this low, so when they do, you grab them.

Calendar showing flights for 3,000 points

Many flights from SEA to LAX for 3,000 points next month

And I’m not cherry picking routes, folks… there are tons of great deals like this all over the country.

And since Southwest lets you book with points, cancel for free, and rebook if the price drops, stacking this sale with their policies makes it even sweeter.

If you already have Southwest points, amazing. If you don’t, their co-branded cards make it pretty easy to rack up a ton quickly — or you can instantly transfer UR points if you want to jump on something before December 4.

Bottom line:

Southwest is offering flights for as few as 2,000 points one way, and that’s not an exaggeration.

If you’ve got any 2026 travel in mind — or even if you don’t — now is a genuinely fantastic time to poke around and see what falls out of the sky.

3️⃣ United Cyber sale

United kept things a little more gated this year — instead of a public Cyber Week sale, they dropped a cardholder-only award discount with some genuinely wild sweet spots hidden inside.

If you hold a United co-branded card, you can unlock up to 28% off award flights to tons of international destinations.

If you don’t… well, I guess you can skip this section. 🤷🏼‍♂️

The sale page has a mix of Caribbean, European, and long-haul Asian routes with big percentage cuts. 👇

United cyber deal examples

Some of the Caribbean deals are almost comedic — like getting to Barbados or Puerto Plata for 12,000 miles one-way, which is the kind of mileage rate you normally see for domestic hops, not tropical islands with rum punch and turquoise water waiting for you.

Then it gets weirder… in a good way.

United has Ho Chi Minh City showing around 30,000 miles one-way at roughly 20–25% off, which is a very respectable price for super-long-haul international travel.

And this isn’t just from West Coast hubs… this rate applies to departure cities like Newark, Orlando, and Denver, too.

Flights fom U.S. cities to Vietnam for 30k miles

What I like about this sale is that it spans multiple continents but still keeps the pricing simple.

It’s not one of those “50% off the worst dates of the year” promos — there are genuinely usable fares here if you’re flexible and want an excuse to disappear somewhere in early 2026.

The sale runs through December 5, and all the discounts apply automatically as long as you’re logged in with a United co-branded card on your account.

Just don’t tell your friends who don’t have a United card. They’ll be bitter.

💡 Psssst… Want to learn more about United miles, partners, elite status, and more? Check out our ultimate guide to United MileagePlus.

That’s all for today, kiddos! I hope you enjoyed these quick-hit deals – make sure you jump on them this week before it’s too late.

Tomorrow, we’re going to mix things up from the deals and get into some nitty-gritty, tedious travel tricks.

See you then ✌️

With contributions by McKay Moffitt and dis big-ass coffee keeping me alive

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