Rolling Luggage

For the jet-setters and frequent travelers seeking convenience and style, our collection of rolling luggage offers a perfect blend of functionality and fashion. Whether you're embarking on a weekend getaway or a cross-country adventure, our selection of rolling luggage is designed to make your journey smoother and more organized. With various sizes, colors, and features to choose from, finding the perfect travel companion to suit your needs and personal style has never been easier. Explore our range of rolling luggage options to find the ideal travel partner for your next trip.

Some products may be subject to Environmental Handling Fees (EHF) depending on your province. Learn more about EHFs .
  1. Samsonite Small Wheeled Underseater Bag - Small - Black Great product, would purchase again!

    About this product

    A compact black travel bag with smooth-rolling wheels, multiple compartments, and a zip-away locking handle.

    A compact black travel bag with smooth-rolling wheels, multiple compartments, and a zip-away locking handle.

    What customers like

    • Sturdy, well-made, and stylish design
    • Spacious and well-organized with many compartments
    • Lightweight and portable for travel convenience
    • Compact size fits under airline seats
    • Smooth-rolling wheels and easy to carry
    4.5 (42 reviews)
    $154.99 Your price for this item is $154.99
  2. COSTWAY 20" Kids Rolling Luggage Foldable Hardshell Carry-On Suitcase On Wheels Children

    About this product

    A foldable hardshell carry-on suitcase for kids, made from durable, scratch-resistant PC and ABS.

    A foldable hardshell carry-on suitcase for kids, made from durable, scratch-resistant PC and ABS.

    $57.99
    SAVE $62
    Your price for this item is $57.99
  3. COSTWAY 2PC Kids Carry On Luggage Set 12" Backpack And 16" Rolling Suitcase for Travel

    About this product

    A Colorful kids' luggage set with a backpack and rolling suitcase, perfect for travel adventures.

    A Colorful kids' luggage set with a backpack and rolling suitcase, perfect for travel adventures.

    5.0 (1 reviews)
    $65.99
    SAVE $84
    Your price for this item is $65.99
  4. Samsonite Andante 2 28" 2-Wheeled Duffle Bag - All Black I saw other similar items at stores and other main internet sites

    About this product

    A durable all-black polyester duffle bag featuring skate-style wheels, corner protectors, and a push-button handle.

    A durable all-black polyester duffle bag featuring skate-style wheels, corner protectors, and a push-button handle.

    What customers like

    • Smooth-rolling wheels for easy maneuverability
    • Durable and sturdy build
    • Well-designed with useful compartments
    • Lightweight and easy to carry
    • Spacious interior
    3.5 (52 reviews)
    $154.99 Your price for this item is $154.99
  5. Samsonite Mobile Solution 16" Soft Side 4-Wheeled Expandable Carry-On Luggage - Black Great size

    About this product

    A sleek black soft-sided carry-on with four wheels, expandable compartment, and multiple pockets for organized travel.

    A sleek black soft-sided carry-on with four wheels, expandable compartment, and multiple pockets for organized travel.

    What customers like

    • Smooth and easy maneuverability
    • Stylish and durable design
    • Spacious and well-organized interior
    • Convenient USB charging features
    • Lightweight and compact for travel
    4.4 (108 reviews)
    $304.98 Your price for this item is $304.98
  6. COSTWAY 20" Kids Rolling Luggage Foldable Hardshell Carry-On Suitcase On Wheels Children

    About this product

    A foldable hardshell carry-on suitcase for kids, made from durable, scratch-resistant PC and ABS.

    A foldable hardshell carry-on suitcase for kids, made from durable, scratch-resistant PC and ABS.

    $55.99
    SAVE $64
    Your price for this item is $55.99
  7. ROCKLAND Rolling Backpack, Navy, 17-Inch

    About this product

    A navy blue rolling backpack with double wheels, front organizer pocket, side mesh pockets, and shoulder strap.

    A navy blue rolling backpack with double wheels, front organizer pocket, side mesh pockets, and shoulder strap.

    $44.99
    SAVE $55
    Your price for this item is $44.99
  8. BUGATTI - Tokyo Hardside Carry-On Luggage With Spinner Wheels - In Grey

    About this product

    A sleek and durable carry-on luggage perfect for travel, designed by BUGATTI Tokyo.

    A sleek and durable carry-on luggage perfect for travel, designed by BUGATTI Tokyo.

    5.0 (1 reviews)
    $91.00
    SAVE $39
    Your price for this item is $91
  9. SWISS MOBILITY - San Hardside Carry-On Luggage

    About this product

    A durable hardside carry-on with 8 spinner wheels, telescopic handle, and interior organizing straps.

    A durable hardside carry-on with 8 spinner wheels, telescopic handle, and interior organizing straps.

    $69.99
    SAVE $60
    Your price for this item is $69.99
  10. BUGATTI - The Classic Hardside Medium Luggage With Expansion - In Navy

    About this product

    A durable hardside luggage in classic style featuring 360-degree spinner wheels, expansion system, and reinforced handles.

    A durable hardside luggage in classic style featuring 360-degree spinner wheels, expansion system, and reinforced handles.

    $91.00
    SAVE $39
    Your price for this item is $91
  11. VERAGE Rome 19“ Carry-On Hardside Expandable Luggage

    About this product

    A durable PP hardside carry-on with silent double wheels, TSA lock, and patented invisible expandability.

    A durable PP hardside carry-on with silent double wheels, TSA lock, and patented invisible expandability.

    $199.99
    SAVE $40
    Your price for this item is $199.99
  12. HOLDALL Orion Collection Large 28" Luggage, Swedish In Blue

    About this product

    A durable blue ABS suitcase featuring 360° spinner wheels, expandable storage, and a TSA-approved lock.

    A durable blue ABS suitcase featuring 360° spinner wheels, expandable storage, and a TSA-approved lock.

    1.0 (1 reviews)
    $140.00
    SAVE $125
    Your price for this item is $140
  13. AIR CANADA Optimum Hardside 3 PCs Luggage Set With Spinner Wheels

    About this product

    A durable polypropylene luggage set featuring spinner wheels, ergonomic handle, expandable design, and integrated TSA lock.

    A durable polypropylene luggage set featuring spinner wheels, ergonomic handle, expandable design, and integrated TSA lock.

    $499.99 Your price for this item is $499.99
  14. Samsonite Dream Rider 14.5" Hard Side Carry-On Ride-On Luggage - Tiger T

    About this product

    A playful hard side carry-on in tiger design that doubles as a ride-on toy for kids.

    A playful hard side carry-on in tiger design that doubles as a ride-on toy for kids.

    5.0 (2 reviews)
    $114.99 Your price for this item is $114.99

Rolling Luggage

Whether embarking on a summer getaway, preparing for a business trip, or getting ready for a family vacation, rolling luggage is an essential companion that makes travel smoother and more enjoyable. The convenience of a roller bag is hard to overstate—gliding effortlessly through bustling airports, weaving between train platforms, or rolling along hotel corridors, these bags take the strain off your shoulders and keep your belongings organized and secure. For frequent flyers, students heading off to university, or families packing for a cross-country adventure, rolling luggage offers a practical solution for transporting everything from clothing and shoes to electronics and souvenirs. Choosing the right size and configuration is key: compact carry-on options work well for weekend escapes or business meetings, while larger checked bags provide ample space for extended stays or group travel. Many people appreciate the clever compartments and expandable features that help keep items sorted and accessible, whether you’re packing for a solo retreat to the cottage or a family road trip to the Rockies.

Rolling luggage also makes a thoughtful and practical gift, especially as summer travel picks up and graduation season arrives. A quality roller bag is a welcome addition for new graduates moving away from home, newlyweds planning their honeymoon, or retirees setting out on long-awaited adventures. Parents often find rolling luggage ideal for children and teens, as the easy-to-manoeuvre wheels and lightweight designs empower young travellers to handle their own bags. For business professionals, a sleek roller bag can be indispensable for keeping laptops, documents, and attire organized on the go. Many models feature built-in locks, sturdy handles, and reinforced corners, providing peace of mind and durability for years of use. The right rolling luggage can become a trusted travel companion, collecting memories with every trip—whether it’s a spontaneous weekend road trip or a well-planned international journey.

When browsing through options, consider the terrain and travel style you anticipate. Four-wheel spinners offer exceptional manoeuvrability in tight spaces, while two-wheel designs may be better suited for rugged streets or longer hauls. Features like telescoping handles, water-resistant materials, and interior dividers can make packing and transit easier, especially during the busy summer months when airports and train stations are bustling with activity. For those looking to explore more choices, the Bag With Wheels page is a great resource to discover different styles and sizes suited to every type of journey. Whether you’re preparing for a solo city escape, a family camping trip, or a cross-country flight, rolling luggage helps keep your essentials close at hand and your travels hassle-free.

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