Bootlegger Contest: Win a $5,000 Travel Voucher, MONOS Check-In Bag + a $500 Bootlegger Gift Card

Bootlegger Spring Contest

Enter now to win a $5,000 Travel Voucher, MONOS Check-In Bag + Carry-On, plus a $500 Bootlegger Gift Card.

Contest Prize:

There will only be one (1) winner drawn after the contest ends.

The maximum value of the prize is a $5,000 Travel Voucher, MONOS Check-In Bag + Carry-On, plus a $500 Bootlegger Gift Card

• $5,000 Travel Voucher
• MONOS Check-In Bag + Carry-On
• plus a $500 Bootlegger Gift Card

How to Enter

To enter, complete the entry form at bootlegger.com. Easy peasy to enter.

Good Luck.

Contest Rules:

• Open to residents of Canada only
• Quebec Friendly
• Age 18 or older
• Single Entry

Enter to WIN Here

The Bootlegger Canada contest ends on April 30, 2026

Bootlegger Fashion FeedBack Contest

Rate & Review to Win a $100 Gift Card!!

Are you a fashionista? Do you love to shop for new fashions and have a best-dressed look every day of the week?

If you shop at Bootlegger, start giving reviews on the clothing line. You can win a gift card if your post is chosen as one of the top posts!

Write about Bootlegger store clothing, why you like it, or what outfits you have put together with their pieces. Get creative!

Contest Prize:

• Leave A Review And Be Automatically Entered To Win a $100 Bootlegger Gift Card

1 Winner Selected Once A Month

How to Enter

Review each piece of clothing and accessory you have purchased!

Click on “write a review” on any product details page. Sign in to your bootlegger.com account if you haven’t already, or create one. Rate the product and add your comments on the review submission page. Note that your review may take up to 72 hours to post to the site.

Good Luck.

Contest Rules:

• Open to residents of Canada only
• Excludes Quebec
• Age 18 or older
• One Entry per review

Write Your Review and Enter to WIN Here

The Bootlegger Canada contest period is from the 1st day to the last day of each month.

This Bootlegger Contest is Ongoing.

Enter more Amazing Contests for Canada Here

About Bootlegger

Bootlegger Canada is one of the nation’s most successful retailers; they provide their customers with great jeans and everything that goes with jeans for great value and a style for young adults.

Bootlegger Canada was started in 1971. Back then, the essential ideas were still just as important today: unique products,  teamwork, and the latest fashions. Their mission is to deliver genuine and memorable experiences for their customers and staff teams.

They offer a variety of great clothing products. Here is a list of some of the items you can find in their stores:

• jeans
• capris
• shorts & skirts
• dresses
• fashion tops
• branded tops
• tees & tanks
• sweaters & cardigans
• fleece
• jackets & blazers
• accessories
• jewelry
• graphic tees
• fashion tees
• shirts
• hoods & tracks