10 Best Rolling Travel Backpacks 2025 in the United States

The Osprey Fairview Women's Wheeled Travel Pack is designed for travelers seeking a blend of convenience and comfort. With a capacity of 36 liters, it's ideal for short trips, offering enough space for essentials without being cumbersome. Weighing in at 5.3 pounds, it strikes a reasonable balance between lightweight design and durability, making it suitable for various travel situations.

One of its standout features is the adjustable torso fit, which allows for a more personalized carrying experience, especially when using the padded shoulder straps and hip belt. The stowable tensioned mesh back panel is a great addition, as it can easily convert the pack from a wheeled option to a traditional backpack, giving travelers flexibility based on their needs. The external gear attachment loops are handy for additional storage, while the padded top and side handles make it easy to lift and maneuver.

The pack does have its limitations. With only two compartments, some users might find organization a bit challenging, especially if they're packing various types of gear. While it does offer some degree of water resistance, it may not withstand heavy rain, so additional protection might be necessary in wet conditions. The Osprey Fairview is particularly suited for female travelers who prefer a versatile and comfortable travel pack for shorter trips. Its design caters well to those who appreciate both wheeled and backpack styles, but individuals needing more room and compartments might want to explore other options.

The Osprey Farpoint Men's Wheeled Travel Pack is a solid choice for travelers seeking a versatile and well-organized rolling backpack. With a capacity of 36 liters, it strikes a balance between being spacious enough for short trips while remaining manageable in size. Weighing 5.29 pounds, it’s relatively lightweight, which is a plus for those who prefer to travel light or may need to carry it on occasion.

One of its key strengths is the adjustable torso fit, which allows for customized comfort when carrying the pack as a backpack. The padded top and side handles make lifting it easy, while the wheels and handle system enable smooth rolling on various surfaces, enhancing its usability as a travel option.

The pack features multiple compartments, including front panel zippered pockets and organizer spaces. This organization aspect is great for keeping essentials easily accessible, particularly for travelers who like to stay organized on the go. Additionally, external gear attachment loops are handy for attaching extra items like jackets or sleeping bags. However, there are a few drawbacks to consider. While the pack offers decent water resistance, it may not be fully waterproof, so it’s wise to be cautious in heavy rain. Also, some users might find the 36-liter capacity limiting for longer trips or if they tend to pack heavily. Finally, potential buyers should keep in mind that individual preferences regarding fit and functionality can vary.

The Osprey Farpoint offers great organization, comfort, and mobility for short to medium trips. It’s particularly suited for light travelers or those who appreciate easy access to their gear. However, if waterproofing and high capacity are priorities, you might want to explore other options.

The Osprey Transporter 38L Wheeled Carry-On Luggage is a versatile and rugged travel option, ideal for frequent travelers. With a capacity of 38 liters, it offers ample space for short trips or as an additional carry-on for longer journeys. It weighs 5.07 pounds, which is relatively lightweight for a wheeled backpack, making it easy to maneuver and carry. The high-clearance chassis with 90mm wheels and an extendible handle ensures smooth rolling over various surfaces, which is a boon for navigating through airports and city streets.

The padded sleeve specifically designed for laptops up to 16 inches adds a layer of convenience and protection for your tech gear. Durability is a strong suit, with the bag being made from sustainably sourced, bluesign approved recycled materials and treated with PFC-free DWR to resist moisture, adding to its longevity and environmental friendliness. The multiple padded handles (top, side, and molded bottom) make it comfortable to lift and carry even when fully loaded. The padded external pocket for glasses or toiletries and the ID window are handy features for quick access to essentials.

Organization is another highlight with an easy-to-pack, wide-opening main compartment and internal zippered mesh closures to keep items secure. Although it meets most carry-on size requirements, always check with your airline. The water resistance provided by the DWR treatment helps protect your belongings from light rain, but it may not withstand heavy downpour. Thus, the Osprey Transporter 38L is well-suited for unisex-adult travelers looking for a durable, organized, and environmentally friendly rolling travel backpack.