Ontario residents who love our beloved Maple Leafs could see one of their dreams come true. Enter every day for a chance to win an All-Season Pass for 4 people. That’s 4 tickets for all 41 Leafs games. Oh, happy day. Good Luck!
http://mapleleafsseasontickets.mlsecontests.com/

Entry Frequency: daily
Open to: ON
Age: 18+

Submit 2 Froot Loops UPC codes every day for a chance to win 1 of 3 GPS systems. This is odd, the contest is for people aged 6 - 17, but the prize is a GPS system. All the kids love them some GPS. Good Luck!
http://frootloops.ca/contest/index.shtml

Entry Frequency: daily
Not open to: QC
Age: 6 to 17

Enter to win 1 of 2 trips for 2 to Germany plus $3000 cash. Try the beer and let me know how it compares to ours. Good Luck!
http://melitta100.melittametimecontest.ca/germanyhome.csp

Entry Frequency: weekly
Age: 18+

The title is not a typo. You read it right. Answer the trivia question for a chance to win a 3000-book Penguin Classics Library. Where would I even store such a prize? Good Luck!
http://www.penguin.ca/static/cs/cn/0/contests/dec07penguinclassic contest.html

Entry Frequency: weekly
Age: age of majority

Enter daily to win 1 of 8 $30 Cineplex gift cards. I gotta see Cloverfield soon. Have you seen it, did you like it? Good Luck!
http://www.torontoplus.ca/feature/our_contests_our_winners/49/emo vies_form.jsp

Entry Frequency: daily

Enter this contest to win a Home Entertainment System or you can take $5000 cash. I can’t see myself refusing the cash option if I won, but I’d ask for 5000 loonies. Good Luck!
http://www.thatsthespirit.com/contests/Tabasco/Entry.asp?Lang=EN& Referer=Tabasco

Entry Frequency: monthly
Age: age of majority

Submit a fishing photo for a chance to win a $250, $500, or $1000 Bass Pro Shops gift card. Wanna know something? I’ve never been fishing in my life. Wanna know why? The thought of touching a worm to bait the hook is very icky to me. Good Luck!
http://www.outdoorcanada.ca/contest_photo08.shtml

Entry Frequency: single

Photo required

What do you like or dislike about the Canadian Homes and Cottages website or magazine? Submit your answer in a short essay for a chance to win 1 of 2 $5000 Home Hardware shopping sprees. I’ve never even seen the magazine and never been to the website. Looks like I’ll have to be ‘creative’ with my answer. Good Luck!
http://www.homesandcottages.com/Contest/ContestRules/tabid/92/Def ault.aspx

Entry Frequency: single
Not open to: QC
Age: 18+
Essay required

Enter daily for a chance to win some great Sony gear. How does this sound - a 52” XBR Bravia LCD HDTV, wireless Bravia Theatre, Blu-Ray Disc Player, HD 100G Hard Disc Drive Camcorder and a Vaio Notebook computer. Those are all on my ‘to buy’ list. What a coincidence. Good Luck!
http://www.henkelpowerplayers.ca/enPowerPlayersRegister.aspx

Entry Frequency: daily
Age: age of majority

Show your hockey spirit and submit a photograph of it for a chance to win $500 cash. The World Championships don’t mean as much to us as it does internationally, but everyone loves $500. Good Luck!
http://www.henkelpowerplayers.ca/enUltimateFanDefault.aspx

Entry Frequency: daily
Age: age of majority
Photo required

Toronto residents can enter to win 7 $100 restaurant gift certificates. None of these restaurants are in my neighbourhood, and I don’t get out much, so I can’t give you any reviews. Bon Apetit and Good Luck!
http://www.torontolife.com/contests/69/

Entry Frequency: daily
Open to: ON

Upgrade the kitchen, re-do the floors, a fresh coat of paint, maybe a new bathroom. You can do any of that and more if you enter this contest to win a $15,000 Home Depot gift card. Can I come over when all the renovations are done? Good Luck!
http://www.homedepotpowerplayers.ca/enRegister.aspx

Entry Frequency: daily
Age: age of majority

Enter the Outdoor Adventure Sweepstakes and have the vacation of a lifetime. Airfare, car rental, hotel, and a bunch of fun stuff to do while you’re there is included. I wish you luck!
http://www.ontariotravel.net/TcisCtrl?site=consumers&key1=campaig ns&key2=adv08&key3=splash&key4=main&modus=ADV08MS001E&language=EN

Entry Frequency: single
Not open to: PR, QC
Age: 21+

Enter to win a 1-week trip to London, England. If you run into the Queen while you’re there, be sure to ask her what sights to visit. I mean, who would know better than her, right?
http://www.faithlifefinancialcontest.ca/content/moduleId/qw2oPaA o.html

Entry Frequency: single
Open to: BC, AB, ON, SK, MB
Age: age of majority

Five randomly chosen book reviewers will each receive a coupon from Alibris every month. You’ll be entered to win every time you write a review. Best of Luck!
http://click.linksynergy.com/fs-bin/click?id=hBwPlrTOC2k&offerid= 125061.1&type=10&subid=

Entry Frequency: unknown

Enter to win a BlackBerry Curve. You can use it to calculate the tip at a restaurant. It’s that advanced. Good Luck!
http://www.smallbizintelligence.ca/contest/contest.aspx

Entry Frequency: single

Register and enter daily for a chance to win a dream vacation plus other prizes. There are six travel packages to choose from. Read the rules for specific details. In my mind, I’m already gone. Good Luck!
http://www.gunlocke.com/contest/Vacation.html

Entry Frequency: daily
Not open to: QC
Age: 21+

Enter to win a $5000 RESP for your child’s post secondary education. By the time a child of mine is eligible for post secondary education, this prize likely won’t even cover the first year’s tuition. That makes me sad. Good Luck!
http://www.smartpasta.ca/investment/

Entry Frequency: single
Age: age of majority

Time to bring some romance to contesting. This will do just fine. Enter to win a Diamond Ring valued at $5000. How much do you think I could get for it at a pawn shop? Good Luck!
http://www.rhinorecords.ca/fromtheheart.aspx

Entry Frequency: single
Not open to: QC
Age: age of majority

Complete a survey for a chance to win a 2008 Chevrolet Tahoe Hybrid SUV. Warning, a hybrid vehicle may attract an abnormal amount of hippies. Good Luck!
https://contests.rbcinsurance.com/hybrid/?GROUPCD=banking_sidead1

Entry Frequency: single
Age: age of majority

Enter the monthly sweeps for a chance to win $50 of your next purchase at Bagz Beltz & Beyond. Best of Luck!
http://www.bagzbeltzandbeyond.com/sweepstakes

Entry Frequency: monthly

How fast can you shop? Get your runners on and enter to win a 10-minute $2500 shopping spree at Home Outfitters. On your mark, get set, go! Good Luck!
http://www.minuterice.ca/shopping_spree/contest.htm

Entry Frequency: single
Age: age of majority

Submit your Shopping Confession (text or video) for a chance at weekly cash prizes of $500 and $1,000! Best of Luck!
http://shopandconfess.com

Entry Frequency: unknown
Not open to: QC, PR
Age: 18+
Essay required

Join PermissionResearch for your chance to win the Grand Prize of $100,000 Cash! One winner will be chosen each month who will win $100 and will have the chance to win $2500, $5000, or even $100,000. I wish you luck!
http://www.anrdoezrs.net/click-286856-10386925

Entry Frequency: single
Open to: DC
Not open to: QC

Membership required

Enter to win a 1-week trip for 4 to Mayan Riviera, Mexico. Yes, that’s right, for 4 people. 2 couples, 4 singles, ladies vacation, guy’s getaway. It’s up to you. Good Luck!
http://site.todaysparent.com/swisschalet/contest.htm

Entry Frequency: single
Not open to: QC
Age: age of majority