How American Airlines Turned a Simple Request into a Giant Headache

We’d had this trip planned for months. A sunny few days in Tenerife with a two-day stop in London at the beginning and a one-day stop in Madrid at the end.

The long-haul flights from Moline to London and Madrid to Moline were on American Airlines and booked with AA miles. We got a tremendous deal on the flights from Moline to London for 19,000 AA miles and $5.60 each, for four people. The flight home was a good but not great price, costing 34,000 AAdvantage Miles and $50 each. We also booked award flights on British Airways from London to Tenerife and Tenerife to Madrid on Iberia Airlines.

Everything looked great, and we were ready to go, but a couple of months prior, American Airlines had moved the first leg of our flight to London forward two hours which meant that the comfortable 3 hour layover in Chicago was now a nerve racking hour and seven minute layover.

Jenn and I considered moving our first leg of the flight to an earlier flight, but that would have left us with a six hour layover in Chicago and we thought “you know, let’s just trust the airline this time, as long as the weather is fine, that’s an easy enough connection.”

The Weather Was, in Fact, Not Fine

We live in the Midwest. We know better. There is no such thing as “fine” weather, especially in March. It’s 5 degrees one day, 70 degrees the next. It’s also constantly rainy, windy, and occasionally, we get the dreaded March blizzard.

About a week before our trip, our local meteorologist started talking about a storm coming up. He was predicting strong winds and maybe an inch of snow. As the week progressed, the forecast progressively got worse, and we were looking at the prospect of attempting to fly out of our local airport with sideways snow accumulating in the 5 to 8 inch range.

Moline does not have a great reputation for on-time flights, so our 1-hour layover now looked impossible. We needed options. What I was hoping for was either a longer layover or a different route that got us around the storm. I searched every way I could think of and couldn’t come up with a good alternative.

I took about a day to try to figure something out and the forecast kept getting worse, so we finally thought “what if we drove to Chicago the day before and just took the Moline to Chicago legs off of our flights?” That way, no matter what, we wouldn’t miss the flight from Chicago to London. Sounds great, but we’ll have to call American Airlines to do that.

We called and they answered the phone almost immediately. We explained the situation to the customer service representative. She responded that she could rebook us from Chicago to London, and that would cost 30,000 points.

Wait – what? I’m going to give you 4 seats back, that you can sell, or potentially use for other passengers who might be impacted by the storm, and you want me to pay an additional 11,000 AAdvantage miles per person to do it?

I barely had enough points to do it, but that also means that I would have to change our flights back since my truck would be in Chicago, and we definitely didn’t have enough AAdvantage miles to change both. I knew we could skiplag on the way home and just get off in Chicago, but it’s frowned upon, and I didn’t want to piss off American Airlines.

We talked about it and decided that, since we were willing to drive to Chicago, we should look into whether we could get flights from Chicago to London on United Airlines. Jenn checked the United app and saw that saver-level fares were available for a little over 38,000 United miles. That’s great, but I knew if there were saver-level fares available on United, then they might be available on Singapore Airlines as a partner award. I preferred to use Singapore Airlines to book, because they generally have cheaper prices on United flights to Europe and they have a lot of transfer partners.

The Singapore Airlines Nominee Problem

I checked the Singapore Airlines website and, sure enough, there were the same flights available for only 32,500 Singapore Miles instead of 38,000 United miles. Great – we then transferred 130,000 miles from American Express Membership Rewards to Singapore to book the flights. I then tried to book the flights and ran into a problem. It was Jenn’s Singapore Airlines account, and I could add Emma and Jenn, but there wasn’t any way to add me and Alex.

It was strange. Why could I only choose from a dropdown instead of just filling out the passenger information? Jenn called customer service, and they said that we needed to add “nominees” (Emma was already a nominee for Jenn’s account because they booked a trip together last summer using Singapore). Ok, fine, it’s weird they do it that way, but sure. Jenn added Alex and me to the nominees and then tried again to book it. She still couldn’t choose us. Jenn called back to customer service, and they told her that she couldn’t add nominees for flights within 72 hours – we were looking at a flight 52 hours in the future. You’ve got to be kidding me.

At this point, I was getting pretty frustrated, but we decided to book Emma and Jenn using Singapore Airlines, since we had already transferred the points, and Alex and I would have to book the same flights using United miles.

The United Mileage Pool Problem

We’ve had around 13,000 United miles in a family pool for a while now. We needed a total of 76,000 miles to book Alex and me on the same flight to London that Jenn and Emma were now on. So I transferred 63,000 Chase Ultimate Reward points to United and then added them to the family pool.

Now I just needed to book the flight. I chose the flight and then went to check out and got the error “You do not have enough miles to book this flight.” What? Why? I poked around for a while, and it said that pooled miles were not available for this flight. I’m sorry, what? No explanation as to why, just that I couldn’t use the miles for this flight, and a link to the terms and conditions so I could sift through all of the carefully written legal language for the rule that applied in this case.

I was at the end of my rope; I just needed to get this flight booked. I was frustrated because I had moved points over to the family pool, and I wasn’t sure if I could get them out of the pool to use them immediately, and I had already stranded 65,000 Amex Ultimate Reward points on Singapore Airlines since Alex and I weren’t nominees on Jenn’s account.

I did some searching and found out that I could reverse a move to a points pool within 24 hours, so I reversed the move and transferred an additional 13,000 Chase Ultimate Reward Points to United, which gave me enough points outside of the points pool to book the flight.

Frustrations with Loyalty Programs

At the end of all of this, I was frustrated, angry, and frankly disappointed in each of these loyalty programs. Every problem I experienced trying to fix a problem with the weather was created by an unnecessary rule. For most of these, I don’t even understand why the rule exists in the first place, let alone why you would put your customers (and customer service representatives) through this.

American Airlines – Dynamic Pricing Demands More Flexible Customer Service

For American Airlines, you put out a travel alert for our flight. You knew the weather was going to be bad. When we explained to the customer service representative what we were attempting to do and why, she completely understood. She talked to her supervisor to explain the situation, but still couldn’t do anything about it without having to rebook.

If you are going to have dynamic pricing, then you cannot expect people to rebook at higher prices later if there is a weather emergency. It would be one thing if we decided that we wanted to change our flights and there were no weather issues, but that wasn’t the case. You declared a travel alert, but then were too narrow in what we could do to address the weather issues. And we weren’t even trying to get on a flight that we hadn’t booked – we just didn’t want to take one of the legs of the flight. We couldn’t have made it easier on you. They still couldn’t accommodate the simplest of requests.

Singapore Airlines – The Nominee System is Terrible

For Singapore Airlines, what are you doing with this nominee system? This is utterly insane. I understand that you are probably trying to prevent people from selling your points, but if the account holder is literally flying on the same flight, then they’re not selling points, they’re just trying to get their family or friends on the same flight that they are on.

The nominee system is a complete waste of your IT staff and your customer service staff’s time. Just allow people to type in the information of the people who will be on the flight, like everyone else does. Also, if you are going to force a nominee system, then why in the world would you not allow someone to book within 72 hours? It makes no sense, and this is just an unnecessary rule that you are forcing your customer service representatives to know, explain, and enforce, while undoubtedly pissing off your customers.

United Airlines – Make Points Pooling Instantaneous

For United Airlines, can you make the points pooling useful? Making me wait 24 hours after pooling points is asinine. Like American Airlines, you use dynamic pricing, so if I move a certain number of points over to the points pool, there is no guarantee the price of that flight will be the same the next day. What if I move enough points over today and the price jumps by 5,000 points tomorrow, and then I move another 5,000 points, and then it changes the next day? You can’t have dynamic pricing and not allow me to use points immediately; that’s just going to lead to frustration, anger, and uncomfortable phone calls for your employees.

In addition, it would be nice if you could explain why I couldn’t use pooled points on a flight in the error and maybe tell me what I could do about it instead of just linking the terms and conditions. I literally didn’t know why I wasn’t able to book that flight until a week later when I had the time to really look into it.

We Saved the Trip

At the end of the day, we were able to make it work. The original flight from Moline to Chicago that we were trying to avoid got canceled, so had we not changed our plans, we would have been at the mercy of American Airlines to get us to London, at best, a day late. The issue with Singapore Airlines meant that we had 65,000 Amex Membership Rewards points stranded there, and the clock is ticking, since they now expire in 3 years.

I tried to rebook the flight from Madrid to Moline to Madrid to Chicago, but there weren’t really any available seats anywhere to make that work. We ended up having to skiplag the Chicago to Moline portion because, as we found out, there is no point in calling American Airlines customer service to let them know we won’t be using the last leg. I hated doing that, but we really had no options.

On the bright side, we landed in London about 4 hours earlier than we would have on the American Airlines flight, and every other part of the trip was the same. Having points in multiple programs allowed us to move around what we needed to and book a workable flight. As frustrating as all of this was, it was less frustrating than being stuck because of the snowstorm and missing out on a portion, or all, of our vacation. I’ve heard this many times, and it turned out to be true – always be proactive when you are traveling, and make sure that you stay out in front of any issues, especially weather problems.

Singapore Krisflyer Saves Points on United Airlines Flights to Europe

In what is becoming a new family tradition, to celebrate our niece, Zoey graduating from high school, we are going to Europe to celebrate. Well, not really we, since I’m not going, but Jenn and her sister Misty are taking Zoey and our daughter Emma to Europe this summer.

It is, however, my responsibility to do a lot of the trip planning. The parameters were fairly loose. It needed to be in mid-July. Jenn wanted to take Misty to Munich because she will absolutely love Munich, and maybe a day trip to Neuschwanstein Castle. Zoey wanted to travel to Dublin or Italy.

So, I got on my laptop and started to search on PointsYeah.com, thinking that this wouldn’t be that hard since they were pretty flexible. To my horror, there wasn’t anything that was very good. Almost everything was over 40,000 points one-way per person in economy for flights that were less than desirable. A lot of them had taxes and surcharges of well over $200 per ticket – for economy flights out of the US!

What surprised me the most was that typically you can count on Flying Blue to have flights available from Chicago throughout Europe on KLM or Air France for 25,000 points and a little over $100 each. Those deals were no where to be seen.

Flying United Airlines with Partner Miles

I was beginning to notice that United had a number of flights available for 40,000 points. I wasn’t interested at 40,000 points, but I also know that is the saver fare price for a flight to Europe and sometimes those saver fares end up on partner websites. Maybe I should check those partner sites?

Turkish Airlines

I’ve used Turkish Miles and Smiles to book United flights before. In our case, I used it to book flights to San Jose del Cabo Airport for 10,000 miles from Chicago. That is no longer a thing, because the new price after devaluation is 30,000 points. I wasn’t expecting this to be very good because the devaluation has made most of their partner awards more expensive, but I thought I should look. Sure enough, it was 55,000 miles instead of 40,000. Not worth it.

Air Canada Aeroplan

Next I checked out Air Canada Aeroplan and found the same flight for 40K points and $80 CA ($56 USD). This is the same number of points but about $50 more expensive for taxes and fuel surcharges. This might actually make sense to do, because Aeroplan transfers from Amex, Capital One, Chase and Bilt whereas United miles only transfer from Chase. So if you can’t come up with United miles, this might make some sense. 40,000 points still seemed to steep for me, though.

Avianca Lifemiles

Avianca Lifemiles does have quite a few partner redemption options and that is why it’s good to check them as well. They had the flight listed at 40,000 miles and $28.50, which is still a little more than United at 40,000 miles and $5.60. However, like Air Canada, you can transfer to Avianca Lifemiles from more programs than United does. Avianca transfers from basically everyone including Amex, Capital One, Chase, Citibank and Wells Fargo. If you’re too short on Chase points or United miles, Avianca Lifemiles might make sense.

Singapore Airlines

I had basically forgotten about Singapore Airlines. I always found it difficult to find any availability on their website when I was looking. I decided to try them anyway and yes, that flight was available. They had four tickets available at 30,500 Krisflyer miles each and $5.60 for taxes. That’s great! Singapore Airlines also transfers from Amex, Chase, Citibank and Capital One, making it easy to get enough points.

What I Ended up Booking

So obviously on the way there I booked the United flight direct from Chicago to Munich for 30,500 points transferred from Citibank and $5.60. I will be booking a connecting flight from Munich to Dublin on Aer Lingus for 7,500 Avios transferred from American Express and $53. The return flight from Dublin to Chicago was also booked on Aer Lingus with American Express Membership Rewards transferred to Avios for 20,000 points and $155. So each complete itinerary was a total of 58,000 points and $204.

When I priced out the entire itinerary as a multi-city cash flight with United Airlines it was $1,550 per ticket. That means that the 58,000 points saved around $1,350 or about 2.3 cents per point. I’m always happy to get over 2 cents per point, so I’m happy with this redemption and that wouldn’t have been possible without remembering that I could redeem Singapore Airlines Krisflyer miles for United saver award flights. In the end it saved us a total of 38,000 transferable points.

Finding United Flights on Singapore Airlines website

The only flights that will normally be available on partner sites like Singapore Airlines will be saver awards. It is also important to note that not all saver awards will be available to partner websites. If you are looking to book one of these saver awards on a partner airline, you need to find when one should be available.

The best way is to go United.com and DON’T SIGN IN. The reason that you shouldn’t sign in is that if you have a United credit card, you have access to additional award inventory. This will not be available to partner websites. You’re looking for basic saver awards.

What you want to do is search for flights, but make sure you check the checkboxes for one-way, book with miles, and flexible dates. As soon as you hit search it will prompt you again to sign in – DO NOT DO IT, just click on the ‘x’ in the corner.

In this case, I see a ton of available flights for 40k + $5.60. When you look below on one specific flight, you see “Saver Award” listed for this day. Looking at this, I would assume that it’s likely that there are a ton of available flights in July from Chicago to Munich on United that I should be able to find on Singapore Airlines Krisflyer.

If you then go to the Singapore Airlines website and search for award flights from Chicago to Munich for that date, at first you won’t find anything. That’s because the default is to search Singapore Airlines flights. You need to click on the Star Alliance tab in order to find anything from United Airlines.

Not only will you find wide open availability on United for July, as was indicated by saver awards on the United website, but you also see flights for Lufthansa as well. That is because Lufthansa is also a Star Alliance member. The number of points is the same as the United flights because Singapore Airlines has a standard award chart that has North America to Europe as that number of points. The difference, however, is the amount of taxes and fees that are required to book that flight. On United, it’s $5.60 and with Lufthansa it’s $316.50 and has a stop in Frankfort. Yeah, I think I’ll take the United flight.

When To Book United on Partner Sites

So this is when things can get complicated. Earlier in this post, I mentioned four different ways to book the same United Airlines flight from Chicago to Munich. In my analysis, Singapore Airlines was the cheapest and so I booked with them. The problem is that Singapore Airlines will not be the cheapest all of the time. Each of these programs have different award charts that mean that depending on where you are flying, different programs might be the ideal for that particular flight.

Some of these award charts are regional, and some are distance based. For each of these charts, they define regions differently or they are using different cut-offs for distance. I’m not going to go into the different award charts here, but I want to show what it’s like for those of us who routinely use Chicago Ohare airport to demonstrate just how different it can be.

Chicago to:United AirlinesSingapore AirlinesAir Canada AeroplanAvianca LifemilesTurkish Airlines
Munich40,000 miles and $5.6030,500 miles and $5.6040,000 miles and $5640,000 miles and $28.5055,000 miles and $5.60
Tokyo60,000 miles and $5.6059,500 miles and $164.5050,000 miles and $5655,000 miles and $28.5075,000 miles and $5.60
Cancun20,000 miles and $47.4719,500 miles and $47.4712,500 miles and $9815,000 miles and $5830,000 miles and $47.47
Honolulu25,000 miles and $5.6019,500 miles and $5.6022,500 miles and $4425,000 miles and $15.2010,000 miles and $5.60
Auckland55,000 miles and $40.9066,000 miles and $40.9060,000 miles and $9260,000 miles and $36.93100,000 miles and $40.90
Denver8,800 miles and $5.6014,000 miles and $5.6010,000 miles and $3315,000 miles and $5.6010,000 miles and $5.60
Prices for identical saver award flights on United, with the award redemption I would consider in bold and italics.

In the above chart, you will notice that even though these are identical United Airlines flights, they have wildly different prices. That is because of the award charts that each of these programs use. If you are aware of these price differences and check on multiple websites, you can save a lot of points as well as money on taxes and fuel surcharges.

In addition, these programs have different transfer partners, which might affect your decision as well. In the case of the Denver flight, the lowest price is 8,800 miles and $5.60 but the miles are United miles which only transfer from Chase. If you don’t have any United miles or Chase Ultimate Reward points, you might decide that 10,000 Turkish Miles and Smiles is better for you because you can transfer those points from Citi Thank You points or Capital One Venture miles. If all you have is American Express Membership Reward points, you might want to use Air Canada Aeroplan, even though the taxes are higher, because you can transfer to Air Canada from Amex.

Think Before You Book a United Flight

I enjoy flying United. I haven’t yet had a bad United flight. Generally the seats have been comfortable and the planes have been in good shape. I know that’s not the case for everyone, but I’ve had pretty good luck on United. That being said, I find that booking award flights with United to be generally overpriced, although I love that they don’t tack on huge fuel surcharges on their award flights.

In addition to the fact that their award prices can be elevated, the fact that their only transfer partner is from Chase makes it sometimes difficult to amass the amount of points necessary for those flights.

Understanding how and when to use partner awards for those flights can save you a ton of points and might mean the difference between being able to make the trip at all. Keep in mind, you don’t need to memorize the award charts to make this work. All you need to do is when you identify a saver award flight on United, remember that you might be able to book that flight on partners like Turkish Airlines, Singapore Airlines, etc. Then start looking for that flight on other sites and see if you can find a better deal for you. This one little trick can make a huge difference in the price of identical flights.