How to Fit 8 Pairs of Shoes in a Carry-On

This was one of those weeks where there was no such thing as a “weekend”…as I spent last Friday evening preparing for a Saturday morning flight, I saved one of my most daunting projects for last (not necessarily advisable): Packing. Now I’m not one of those women who allow myself the luxury of that checked-bag – mostly for fear that I’ll one-day repeat my Milwaukee experience from years ago when my luggage never showed up. I figure since I’d have to carry all of my shoes in my carry-on anyway (to avoid separation anxiety), I might as well just shove everything in (besides, your carry-on bag can’t be “overweight”). Needless to say, packing is always a very strategic yet often a very stressful operation in the Hogan house.

So what’s my solution? The Brigg’s & Riley Baseline 21” upright rolling bag (with built-in garment bag). Yes, surprise, surprise, I’ve found myself the largest legal carry-on approved by TSA. And believe me, I use every inch of it!

As I left home this weekend, I knew I was going to be in at least three, but most likely four different cities over the following five to seven days (that’s right, I hadn’t even booked my final flight home). Of course, as any other normal person in the accounting industry, I live and die by the rule that I am only allowed to wear a pair of shoes once during a trip, so do the math – I’m traveling with eight pairs (make that nine, counting the ones I flew in).

Packing my bag is a bit like Tetris – somehow trying to wedge every stitch of clothing in between those heels. I’m actually considering a patent for my genius stuffing skills, but for now, I’ll share the love with a few trade secrets:

  1. Don’t be a stacker – you’ll waste valuable space! I admit that there was a day when I would neatly organize shirts, pants, socks, etc. each in their own “stack” – and simply place them in the suitcase. This technique simply doesn’t work when attempting to include five pairs of 4” heels in a bag. You’ll be out of room before you can say stiletto!
  2. Double stuff! If I can roll it, squish it, fold it, or squeeze it – it’s most likely going to be stuffed inside shoes. All those little things add up, so when you can repurpose the empty space inside all those heels, you’ll find that you can make 21” go a lot further! Just beware, this enables you to pack small, but I assure you it won’t be packing light.
  3. Think outside the bag! Believe it or not, I don’t clean my house, go to the gym, or like flying in high heels (a few trips running through SFO in 5” platforms has cured me of that desire). Unfortunately, that means that all the heels need to be packed. Never fear, just be creative – I’ll often pack some of my small-but-heavy items that I don’t need immediate access to while en-route (my laptop power cord, phone charger, & ScanSnap), which frees up space in my infamous Orange Bag for that extra fragile pair of glass slippers.

 Since a picture’s worth a thousand words, I’ve included a shot of my bag packed for a 7-day trip. And in case you’re wondering, yes, I wore every pair!

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