Reviews You Can Rely On

Osprey FlapJack Courier Review

Osprey makes great packs, across many categories – here we find out that messenger bags are no exception
Osprey FlapJack Courier
Osprey Flapjack Courier
Credit: Osprey
  • 1
  • 2
  • 3
  • 4
  • 5
Price:  $100 List
Pros:  Excellent laptop pouch, ample pockets and organization options, easy to adjust shoulder strap, inexpensive
Cons:  Not the best for biking, less stylish than others
Manufacturer:   Osprey
By Lyra Pierotti ⋅ Review Editor  ⋅  Sep 5, 2017
Our Editors independently research, test, and rate the best products. We only make money if you purchase a product through our links, and we never accept free products from manufacturers. Learn more

Our Verdict

Osprey discontinued this bag in 2018.

Finishing strong in the scoring and with a fair price is the Osprey FlapJack Courier, our Best Buy Award winner. This bag is legit, with fantastic organization and electronics-specific features. It's not huge, but our testers found it efficient and comfortable. Not exactly business-savvy, the FlapJack has a casual look with built-to-last, rugged materials to make your commutes a breeze.

It is not optimized for bike commuting, as the cross strap design doesn't hold as securely as a traditional stabilizing strap. This cost it some points, but it was so solid across all other categories that it barely made a difference — unless you're an avid bike commuter (if that's the case, check out the Timbuk2 or Chrome models).

Our Analysis and Test Results

The FlapJack has our favorite name in this review, with its similar women's bag named the FlapJill — charming.

Performance Comparison

Osprey is more commonly known for their line of backpacking packs and first made it onto our radar over a decade ago with their line of overnight packs designed with more attention to carrying comfort. With the Flapjack Courier, Osprey raises the bar across numerous categories, blending excellent features with a rugged and easy-to-use design, and winning our Best Buy Award.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag.
The Flapjack messenger bag.
Credit: Lyra Pierotti


The Flapjack did not blow us away in the comfort category, though it is certainly not sub-par, either. The main problem was the cross strap design. Osprey oriented the cross strap in a way that could be used for either left or right shoulder carries and still be easy to get out of the way. However, in our OGL Ride Test, it didn't add much security on the bike; the load just swiveled around our torsos. If you cinch the cross strap super tight, it provides some stability, but then it is a bit too tight around your lower ribs.

Additionally, the bag falls a bit low on the butt, and with a more rigid back panel, it doesn't move with your body. It also hits the bike seat when you dismount.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag has a cross-body stabilizing strap...
The Flapjack messenger bag has a cross-body stabilizing strap designed to work the same for left and right shoulder carries, but really it works for neither very well.
Credit: Lyra Pierotti

Some features we liked include the easy-to-adjust shoulder strap with clamping quick release buckle. It was harder to adjust with the left hand (slung over right shoulder), but still doable, and the sticky texture of the shoulder pad ensured it stayed put.

Tangential but related to comfort, we also liked the reflective trim on the outside of the pack; this made us a bit more comfortable biking in traffic.

Packing & Organization

From those early days, when Osprey packs were becoming popular in the backcountry, we distinctly remember their cutting edge use of pockets and organizational features. While the subject of pockets very effectively dichotomizes outdoor gear users, we found it to be a boon in the messenger bag category.

In our OGL Volume Test, we were able to fit 2L in the outer pocket, which boosted the capacity significantly relative to the other bags. We also fit 1L in the outer side pocket, so we listed this as 20+1L, as this extra space was technically external. Osprey has the pocket design so dialed that even when over-stuffed, we could still access that front pocket with ease.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag held an impressive amount of our gear in...
The Flapjack messenger bag held an impressive amount of our gear in the Test Load.
Credit: Lyra Pierotti

We also liked the hybrid internal/external water bottle pocket — the pocket closes up when you weight the shoulder strap, closing the water bottle inside so it stays securely inside and doesn't get scuffed, bumped, or damaged in transit. It is also outside of the compartments that are holding your electronics. Genius! Osprey nails it again with their pockets.

The pockets are placed so thoughtfully on the Flapjack that they take advantage of any and all space, keeping the overall volume of the bag down while maximizing capacity. Some of the pockets are suspended and sized in such a way (for example the top hidden pocket) that the items you place in it fall perfectly on top of the laptop or books inside, without competing for the same space. The designers of this bag must have some advanced 3D spatial design skills.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag's clever hidden pocket... is not...
The Flapjack messenger bag's clever hidden pocket... is not waterproof.
Credit: Lyra Pierotti

In our OGL Load Test, this bag performed phenomenally. None of the bags comfortably held everything, and it was often the helmet that got left out. With the Flapjack, we almost got the helmet inside. The clever shape and design allows rounder objects but still holds flat things like electronics and binders and books with ease. With more and more Millennials at the helm of product design teams, we can't help but ask, just how good is this Osprey product design team at Tetris?


The Flapjack lands at the top of the bag pile when it comes to storing and transporting gadgets. It features great padding, and the stiffer back panel keeps electronics safe and secure. There are tons of organization options, verging on too many, but they keep a low enough profile that if you easily overdose on pockets, they shouldn't be too irritating in this case.

Osprey uses zippered sleeves and a Velcro flap to keep your electronics secure, with several sleeve size options for a tablet, laptop, and binders/folders/notebooks. There are excellent accessory organization pockets that keep cords organized and out of your way, with varying options for ease of access, which we like, because some of our testers have laptops that only function when plugged in (glad that cord is easy to access!), and others use tablets that take the tiniest sips of electricity (so we can bury those cords and keep them out of the way until we need them three days later).

Osprey FlapJack Courier messenger bag - the flapjack messenger bag features excellent electronics...
The Flapjack messenger bag features excellent electronics organization.
Credit: Lyra Pierotti

Ease of Use

Osprey shines in this category as well, with only a couple hitches: the buckle that secures the main flap is a bit stiff and hard to pinch when reaching down from the top of the bag, and often we would swivel the bag around to open it from below. This was especially problematic with pumped forearms after long climbing gym sessions.

The other problem was the awkward cross strap that resembles more closely a fanny pack strap (though it is far too thin to lash around your hips). This strap restricted movement and didn't stabilize the load like a traditional messenger bag cross strap that attaches to the shoulder strap.

Osprey FlapJack Courier messenger bag - it was difficult to open the flapjack messenger bag from over the...
It was difficult to open the Flapjack messenger bag from over the top of the bag. We often had to pinch the inset button from below to get a good grip.
Credit: Lyra Pierotti

Given that pumped forearms and pinch strength may or may not be an issue for most users, we deem this bag as exceedingly easy to use. We could stuff this bag to the max and still access every item without employing our well-honed packing-jujitsu skills.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag has a smooth and simple shoulder strap...
The Flapjack messenger bag has a smooth and simple shoulder strap adjusting buckle.
Credit: Lyra Pierotti

One small but impressive detail was the internal handle that allows you to pick up and move the bag around easily when the flap is open. Most messenger bag manufacturers have not figured this out. It turns out that we scoot and shuffle our open messenger bags around a lot, whether at home, at the office, or getting it out of the way while studying at a busy coffee shop, so we used this little handle a lot. The Patagonia Black Hole has a plastic buckle that secures your electronics, and when clipped, we could use this as a handle in a similar fashion, but it is not as easy to locate, nor explicitly designed for this use.

The Flapjack makes a great gym bag, with enough compartments to keep your clean towel separate from your stinky shoes. There is a hidden pocket, tucked under the handle, which feels safer from pickpockets in crowds. However, it was super annoying to get into as the handle is in the way. The shoulder strap is easy to slide atop our shoulders and easy to adjust, due to the simple clamp style buckle; a nice feature that lets the user toggle between shoulder carry and messenger style over-the-shoulder carry lengths quickly and easily.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag handles a variety of loads, from...
The Flapjack messenger bag handles a variety of loads, from electronics to your gear for an after-work session at the climbing gym.
Credit: Lyra Pierotti

Aside from the pinching issues, the single buckle closure design of the Flapjack is faster than the usual two-buckle design, and the lid is shaped like a cap, covering the contents very well and keeping things securely inside and dry.

Office users found the outer flap's Velcro to be loud when arriving at meetings and opening the bag and would have also liked an external document sleeve.

Wear and Tear

The fabric of the Flapjack wetted out a lot in our OGL Weather Test. The contents of the main compartment were perfectly dry, but the contents of the hidden top handle stash pocket got soaked in the rain.

The material was otherwise rugged and durable and showed little signs of wear over our testing period of several months. The lighter burnt orange fabric, while aesthetically pleasing, did show dirt more than darker colors.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag performed well in the weather test;...
The Flapjack messenger bag performed well in the Weather Test; however, the top hidden pocket is not remotely waterproof and soaked the paper inside.
Credit: Lyra Pierotti

Volume/Weight Ratio

Weighing 1.97 lbs, the Flapjack ranked among the top for our volume-to-weight ratio. This is a small but important detail for a bag that you're likely to carry around on one shoulder for a potentially long commute, and which is often loaded down with heavy books, lunch, and whatever other activities the day might bring, such as a trip to the gym.

Osprey FlapJack Courier messenger bag - the flapjack messenger bag held an astonishing amount in our volume...
The Flapjack messenger bag held an astonishing amount in our Volume Test.
Credit: Lyra Pierotti

Best Applications

The Flapjack is on the more casual side of the messenger bag category and is best suited to international travel, daily commutes for the casual workplace, for the self-employed, and for short rides into town.


The Flapjack is a great deal at only $100. It is versatile, durable, and affordable.


Osprey FlapJack Courier messenger bag - the flapjack messenger bag handles many speeds of life.
The Flapjack messenger bag handles many speeds of life.
Credit: Lyra Pierotti
Osprey has clearly taken the features we love about their outdoor packs and adapted them to an urban-friendly messenger bag: rugged and durable, weather-ready, easy to organize (lots of pockets in true Osprey fashion), very comfortable and adjustable to many user and body types, lightweight, excellent ease of access to contents, and still stylish! However, for those who find Osprey packs to be feature-heavy, over-organized, over-pocketed, and complicated, this messenger bag follows suit.

Lyra Pierotti
You Might Also Like

Ad-free. Influence-free. Powered by Testing.

GearLab is founded on the principle of honest, objective, reviews. Our experts test thousands of products each year using thoughtful test plans that bring out key performance differences between competing products. And, to assure complete independence, we buy all the products we test ourselves. No cherry-picked units sent by manufacturers. No sponsored content. No ads. Just real, honest, side-by-side testing and comparison.

Learn More