What I Travel With: A Chester Suitcase

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Disclaimer: My Chester Regula Suitcase was gifted to me for consideration of a review. All opinions are my own.

What kind of suitcase do you travel with?

This is one of the questions I get asked the most and I’m usually pretty hesitant to reply. After all, I don’t have the best luck with suitcases. As someone who takes a lot of flights and trains and travels for about a third of the year, I’m pretty rough on my luggage.

I’ve had soft suitcases rip and tear. I’ve had hard suitcases crack and break. Somehow I even had the zippers torn off a suitcase by an airline. Still have no idea how that happened, but it did.

Needless to say, I’ve gone through a lot of luggage and while it sucks to have bought so many suitcases in the past 8 years, I’ve at least learned what I like and what works best for me when it comes to luggage and packing. Especially for my long term trips.

So, when Chester reached out to me asking if I would test out their new products, I said yes. Clearly, I can always use a new suitcase and I wasn’t really happy with the one I currently had (a quick buy in Egypt after my original had the zippers break off).

Here are my thoughts.

About Chester Suitcases 

So, who (or should I say, what) is Chester? Chester is a relatively new suitcase company based in the USA. At this time, Chester offers suitcases in 3 different sizes: the Minima (carry-on), the Regula (mid-size), and the Maxima (large).

Chester prides themselves in creating stylish and lightweight luggage at an affordable price. The suitcases are made with a polycarbonate shell meaning that they are strong, durable, and lightweight.

Chester offers free 2-day shipping plus, if you order through the Chester website, they offer a 100-day trial. If you don’t love the suitcase within this trial period, you’ll get a full refund and receive a shipping label to send it back.

The Chester Regula Suitcase

I got to try out the Chester Regula which is the company’s medium size suitcase, but it’s pretty much a standard check-in size. Dimensions are: 26 inches x 18.5 inches by 11 inches on the outside, and the total weight is 9.5 pounds with a capacity of 69L.

While coronavirus got in the way completing my spring 2020 travel plans (read about nearly getting stuck abroad here) I did pack my Chester Regula for 3.5 months of travel. This included 4 sundresses, 2 pairs of shorts and 3 swimsuits, 3 pairs of pants, 8 tops, 2 sweaters, a jean jacket, flip-flops, undergarments and socks, toiletries, and more.

Granted, I’m a ‘light packer’ compared to many other travellers, but I was easily able to fit everything I needed for Israel, Turkey, and Greece into my Chester Regula and leave some room in case I picked up any souvenirs along the way.  The Chester Regula is definitely an ideal size for my travel style.

Features I Love

So, what do I personally love about my new Chester suitcase? Let me tell you:


OK, maybe a bit of a vain feature to like but I love that Chester suitcases come in multiple colours. Actual colours not just black or dark blue. If you travel, then you know how annoying it is to travel with a black suitcase and try to pick yours out of from the pack. Chester offers 8 different colours for its suitcases which do include black or navy if you are boring like that. But also, spritz (the pink colour I have) and surf (a brighter blue shade).

Built-in Lock

I have a habit of misplacing locks. I take them off my suitcase, put them in a ‘spot’ then when I go to find it again I have no idea where I put it and end up tearing apart my hotel room to find it. And don’t get me started on how many times I’ve tried to find a lock at home right before I leave, only to find one that is a different combination than what I expected (this is what happens when you live in a home with 3 other people who also travel). So the built-in lock, as silly as it seems, is actually a great feature for me.

Inner Pockets

I hate packing. Hate it. So when I do pack I try to be as organized as possible. I use packing cubes, I use toiletry bags, and I have a place for everything. Of course, there’s always the little things that can easily get lost in suitcases; hair ties, jewellery pouches, coin purses to carry leftover foreign currencies that I don’t need any more, and even papers I may need like visas or my travel insurance.  My Chester Suitcase has these great big inner lining pockets on each side that are perfect for holding the smaller little things like that which makes it easier for me to stay organized.

Really Good Spinner Wheels

Spinner wheels are nothing new, but some suitcases have really good ones and some have really bad ones. Like when you go to the grocery store and get a normal cart vs a wonky cart. Good wheels that glide smoothly and evenly over surfaces just make life so much easier. Even my friend Brittany, who I was travelling with commented on how smooth my Chester suitcase rolled across the pavement. Sure, part of that is because it’s still new, but you can also tell that this suitcase really does have good wheels.   


Suitcases come at all different price tags but, as with most things, the typical ‘you get what you paid for’ rule tends to apply. Chester’s price point is very fair for a higher end suitcase. The Regular typically costs $275.00 USD. 

Final Thoughts

As I said earlier, I’ve tried out a lot of suitcases over the past 8 years and while this one is still very new, I really am loving it. It’s easy to pack and bring around, the pink colour makes it easy to spot on the luggage carousel, and it seems pretty durable. I will definitely be using my Chester Regular for my upcoming travels.

Want to try out a Chester Suitcase? Find them here.

1 Comment

  1. […] Pst: If you are wondering what bag (well, suitcase) I use it’s the Chester Regula. Check it out here. […]

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