Men with oblong face shapes often face a unique grooming challenge: how to choose a hairstyle that softens the length of their face while adding volume and character. The oblong face is longer than it is wide, with a strong jawline and a narrow chin. If that sounds like you, don’t worry you have plenty of great styling options.
In this post, we break down ten well-suited hairstyles for oblong-faced men, along with styling advice tailored for the Canadian lifestyle. Whether you’re navigating cold winters in Kitchener or battling humidity in Guelph summers, the right cut can boost confidence and style. Let’s explore your best options.
1. Textured Crop
The textured crop is one of the best modern hairstyles for men with oblong faces. It adds horizontal balance by bringing attention to the top without exaggerating face length. This look is low-maintenance and pairs well with a matte pomade or texturizing powder. 
Picture Credit: https://mendeserve.com/blogs/hair/textured-crop-haircuts-for-men
Tip: Ask a barber who knows this type of haircut to keep the sides slightly longer than a fade to avoid elongating your profile.
2. Side Part with Volume
A side part works wonders to visually divide the face and break up its length. When styled with a bit of volume at the crown and texture along the part, it gives a timeless, clean-cut aesthetic. It’s especially practical in colder months when wearing hats or toques can flatten hair.
Picture Credit: https://mendeserve.com/blogs/hair/best-trending-oval-face-hairstyles-for-men
3. Classic Taper
This is an ideal cut for men looking for a sharp, business-friendly style. The classic taper keeps the sides neatly trimmed while allowing some volume up top. It’s a smart choice for those who want something low-fuss but refined.
Picture Credit: https://www.brio4life.com/blogs/mens-grooming/best-haircuts-for-oblong-faces-men
4. Wavy Brush Back
Have some natural wave or curl? Lean into it with a brush-back style that enhances your hair’s natural texture. This works particularly well in areas with seasonal humidity, such as South West Ontario summers. A lightweight mousse will help maintain the shape without stiffening.
Picture Credit:https://www.fashionbeans.com/article/oblong-face-shapes/
5. Ponytail with Undercut
For men with longer hair, a ponytail with an undercut provides a bold contrast that distracts from the vertical length of the face. The undercut creates sharp edges that define the face without pulling attention downward.
Picture Credit: https://www.pinterest.com/pin/753086368958792617/
Tip: Book with a barber who knows pony haircut for men in Kitchener to achieve that crisp contrast without over-thinning the sides.
6. Fringe (Forward Bangs)
A fringe cut helps shorten the face visually by bringing hair forward across the forehead. Go for a choppy or layered fringe rather than a blunt one to maintain a masculine shape.
Picture Credit: https://www.menshairstylestoday.com/fringe-hairstyles-men/
7. Faux Hawk
The faux hawk adds flair without being too edgy. With some height through the centre and tighter sides, it adds a modern edge while maintaining facial balance. Use a strong-hold gel or wax for styling.
Picture Credit: https://www.fashionbeans.com/article/faux-hawk-hairstyles-guide/
8. Caesar Cut
Short and structured, the Caesar cut features a straight fringe and uniform length. It’s ideal for men who prefer low-maintenance styles that still frame the face well. It’s also practical during snowy winters or if you’re wearing hats frequently.
Picture Credit: https://mensflair.com/caesar-haircut/
9. Bro Flow
This relaxed, mid-length style works well with natural waves and adds width by allowing the hair to flow outward. It’s a great pick for men looking for an effortlessly cool look.
Picture Credit: https://therighthairstyles.com/flow-hairstyles/
10. Disconnected Undercut with Volume
If you want a dramatic, fashion-forward look, a disconnected undercut paired with a voluminous top can provide contrast without elongating the face further. Pair it with a bold beard to balance proportions even more.
Picture Credit: https://www.barberstake.com/blog/undercut-fade/
Final Styling Tips for Oblong Faces
- Avoid excessive height: Tall quiffs or pompadours can make your face appear even longer. Keep top volume controlled.
- Skip skin fades: Too much contrast between the sides and top can overemphasize length.
- Use matte products: Shine tends to draw the eye upward. A matte finish gives texture without pulling attention to the height.
Whether you’re visiting a local shop or booking online, make sure to consult with an expert who knows haircuts for this face shape. The right barber can tailor the cut to your unique features and hair type, ensuring the best look year-round.