When Trying to Save Money Backfires: My Parking Fail

inside a parking garage

I like to consider myself a fairly frugal person. While I’ve been known to spend on a few splurgy items and like to have nice things, most of the time, I try to save money when possible or cut out expenses that aren’t a priority for me. Alas, this week, my money-saving ways came back to bite me. More accurately, my rush to pick up what I thought was a good deal did me in.

Let me explain: this week, I’m in Chicago for C2E2, which I’m covering for the Disney fan site I write for. We actually first came to this convention in February of last year — just before the world changed. In any case, having been here before and even stayed at the same hotel, I had a bit of confidence doing it all again. However, I didn’t realize that, beyond the obvious things like masks and vaccination requirements, a few key things had changed.

The first domino fell when I learned that this year’s convention wouldn’t offer shuttles. While understandable, this meant that our decision to book a hotel downtown instead of near McCormick Place was looking foolish. Incidentally, part of the reason we choose this hotel was because we could use our $200 American Express Platinum card hotel credit and assumed we’d be able to catch the shuttle like we did in 2020. Well, the lack of this transportation option meant that we needed to purchase a parking pass for the venue, which set us back $105.

Speaking of parking… that’s not where the trouble ends. One of the downsides we were already familiar with regarding the hotel of our choice was that the parking garage next door costs $55 a night. However, we were able to save a bit on this price the last time by pre-purchasing a pass on Parking.com. Thus, I tried this same strategy again and paid $136 for what is essentially four days of parking. The problem is that, while the Hilton notes in and out privileges with the parking you buy through them, this was not the case with the prepaid option we choose (back when we didn’t know we’d need to be taking the car out to the venue each day).

These elements meant that we essentially paid $138 to park for an hour as, after checking into the hotel, we left the garage to pick up our badges. When we returned, the QR code I had showed that it had already been used, resulting in us taking a ticket. Then, when we left for the convention this morning, we had to pony up that aforementioned $55 fee to get the car out. So to recap — no shuttles means a $105 fee for convention parking plus $55 per day in hotel parking fees on top of the $136 I spent on my botched pass. That’s $461 just on parking! Ouch.

While I’m definitely upset that this shuttle change seemingly happened after we purchased our passes, the blame definitely lies on me as I didn’t pay enough attention to know that my parking pass didn’t include in and out privileges. I did end up sending an email to see if I can get a refund for that part of it… but I’m certainly not holding my breath.

The moral of the story is that, while saving money is great, make sure you know all the facts ahead of time. Just like with discount airlines, sometimes the price you see doesn’t tell the full story. Considering that I just wrote about this very thing, I really should have known better, making my failure all the more painful. So, hopefully if you endure similar mistakes, they won’t be quite as pricey. Hey, at least it’s a business expense!

Featured Articles
My Wife Just Discovered the Magic of Bank Bonuses
One of the reasons why my wife and I have enjoyed such a successful marriage is that we were quick to get on the same page about money. However, while we agree on how we spend and save our money, when it comes to credit card rewards, my wife's been more apprehensive than me. It's...
The Internet is Going Wild for This Lucrative Offer from Paze
You may not have heard of Paze — but there's a good reason why you'll want to familiarize yourself with it now. This week, the digital wallet (which comes from the same company behind Zelle) launched an offer that could be worth $100 or more. Currently, when customers use Paze to pay at qualifying online...
Travel Tuesday: When is the Best Time to Book a Hotel Room?
I don't know about you, but for me, one of the most stressful parts of booking a trip is finding the right time to make my purchase. While part of me wants to lock my plans in as I make them, another part of me knows that being a bit more strategic can yield good...
How Chase Just Got Me to Keep My Sapphire Preferred Card
A couple of weeks ago, my wife received replacement cards for our Chase Sapphire Preferred in the mail. This served as our reminder that, if we did want to downgrade the card as we'd been talking about for years, now would be the time. See, I'd convinced her to get the card while it was...