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Singapore was the destination. The decisions happened months before I arrived.

Start with the trip you would actually buy

Not every good redemption needs to be spectacular. This one certainly wasn’t.

I redeemed 50,000 Delta SkyMiles plus $159.49 for a one-way economy flight from London to Singapore. No lie-flat seat. No glamorous cents-per-mile headline. Just a practical flight that got me where I wanted to go.

The question wasn’t whether it was the highest-value redemption imaginable. It was whether it was better than the trip I would otherwise have booked with cash.

For me, that benchmark was a Swiss itinerary via Zurich costing $934. It wasn’t the absolute cheapest flight available, but it was the cheapest routing I would realistically have bought without adding excessive travel time, awkward connections, or crossing through a region I preferred to avoid this time.

The first decision was economy versus economy

The economy alternatives:

Option

Quoted Cost

Effective Cost

Extra vs Delta

Delta (Booked)

50k SkyMiles + $159

$709

Swiss Cash

$934

$934

+$225

Turkish Economy

75k Miles&Smiles + $376

$1,501

+$792

Flying Blue

42.5k Flying Blue + $323

$961

+$252

Effective costs value Delta SkyMiles at 1.1¢ each and transferable points at 1.5¢ each.

Using a valuation of 1.1¢ per SkyMile, that gives an effective cost of approximately $709, around $225 less than paying cash.

Turkish Miles & Smiles required 75,000 miles plus $375.95.

Flying Blue had a 42,500-mile itinerary via Taipei, but with roughly twenty hours of travel and more than $320 in taxes and fees.

One caveat is transfer bonuses. Programs such as Flying Blue and Avianca LifeMiles periodically receive bonuses from the major transferable points programs, while Delta SkyMiles rarely do. That means waiting before transferring points can sometimes improve the economics. In fact, had I waited just two weeks after booking, Amex launched a 25% bonus to Flying Blue. That would have reduced the effective cost of the Flying Blue option to $833, narrowing the gap to just $124, but it still wouldn’t have beaten the Delta redemption once travel time and routing were taken into account.

On paper, Flying Blue used fewer miles. In practice, I’d be giving up almost a full day of travel for an award that still wasn’t as compelling overall. The Delta redemption wasn’t simply cheaper than cash. It was also the strongest economy award available to me.

Stress testing the valuation

Our base case value for Delta SkyMiles is 1.1 cents each.

For this redemption, though, I also wanted to know whether the conclusion still held under a tougher assumption.

As a Delta Amex cardholder, I receive the TakeOff 15 benefit, reducing the mileage cost of Delta-operated award flights by 15%.

TakeOff 15 doesn’t apply to partner awards.

That means every time I redeem SkyMiles on a partner airline, I’m giving up that discount. In other words, partner awards should clear a higher hurdle than Delta-operated awards before I consider them a good use of miles.

Using 1.3 cents per SkyMile accounts for that opportunity cost.

At that valuation:

  • 50,000 SkyMiles = $650

  • Plus $159 in taxes

  • Effective cost = approximately $809

That’s still comfortably below the $934 cash fare. The conclusion doesn’t change, which is what I wanted to see. If a redemption only works because I assume an unusually low value for my miles, it’s not especially robust. This one survived a tougher test.

The Business Alternatives

I still looked at the business alternatives, but they were quickly eliminated:

Option

Quoted Cost

Effective Cost

Extra Cost vs Delta Award

Delta Economy (Booked)

50k SkyMiles + $159

$709

Swiss Economy Cash

$934

$934

+$225

Comparable Business Cash

$2,261

$2,261

+$1,552

Turkish Business

180k miles + $891

$3,591

+$2,882

LifeMiles Business*

89.5k miles + $58

$1,401

+$692

*More than 24 hours of travel with two stopovers.

A comparable business cash fare required another $1,552. Award pricing wasn’t much better. Turkish Airlines wanted 180,000 miles plus almost $900 in taxes. The cheapest business award I found used LifeMiles. Waiting for a transfer bonus might have improved the economics slightly, but not enough to justify delaying the booking. Even with that potential upside, the itinerary still remained materially more expensive in effective terms, while requiring two stopovers, more than a full day of travel and the possibility of relying on Avianca if anything went wrong.

A practical business option, but at a steep premium.

Lower mileage, but over 24 hours and two stopovers.

Could I have flown business? Absolutely. Did it represent good value compared with the economy trip I actually wanted? Not in this case. Business was eliminated before the detailed comparison even began.

Why I booked it

One of the easiest traps in points travel is assuming every long-haul flight deserves a business-class redemption. For some people that’s a perfectly fair base case. If you won’t travel at all if you have to fly economy, you have a different benchmark to me.

In my case, this wasn’t one of those trips. Business required substantially more cash, substantially more miles, or significantly worse itineraries. The Delta award lowered my effective cost, preserved my transferable points for future opportunities, and avoided the compromises attached to the competing award options.

It wasn’t the most glamorous redemption I’ve ever made, but it was the right one.

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