9 amazing online contests where you can win big money (and a tip for entering safely)

October 13, 2019

By Kim Komando

Entering contests is a fun and thrilling way to test your luck, but how often do people really win these things?As it turns out, there’s a few tricks to getting the most out of the contests you enter. By entering multiple sweepstakes and choosing the right events, you can increase your odds of winning. All you need to do is make sure you’re taking the proper safety steps when you enter.If you’ve wanted to enter a contest online but have been too afraid to give it a shot, here’s our guide on the best contests to enter from around the web. Plus, we’ve got a tip from a contest expert who called in to “The Kim Komando Show” with the best ways to enter a sweepstakes for yourself.

A word of advice from Carolyn Wilman

On “The Kim Komando Show,” Kim shared a call with Caroline Wilman, also known as “The Contest Queen.” She’s managed to nab more than $250,000 in contest prizes over the past 20 years. She shared her tips with Kim on the best ways to enter safely and maximize your chances of winning.For your privacy, Carolyn recommends creating a new email address specifically for contests. This will help keep your primary inbox from being clogged up, and allows you to retain some privacy when you enter multiple sweepstakes.

The top 9 best contests to enter right now

To get our readers on the path to winning, we’ve put together a list of the 9 bests contests to enter online today. Keep in mind, though, that you are sharing personal data with these contests when you enter them, so expect to receive some form of communication like calls or emails.1. Travel Channel – Say I Do to $25K SweepstakesWin a $25,000 cash prize to fuel your ultimate wedding.Entry Frequency: 2 x daily per person/email (one on HGTV’s website and one on Travel Channel’s website)End Date: October 18, 2019Eligibility: Open to residents of the United States 21 years and older2. Fingerhut Sweepzone – Win $50,000, a trip to Miami or a Samsung TVWin a vacation, cash or one of the many fabulous items from the Fingerhut catalog.Entry Frequency: 1 x daily per person/email with an eligible Fingerhut order, product review or contest entryEnd Date: October 31, 2019, December 31st, 2019Eligibility: Open to residents of the United States 18 years and older3. Behr Paints – $5,000 prize, with $250 Home Depot gift cards for second placeWin a cash prize or gift cards towards your next home improvement project.Entry Frequency: 1 per person/emailEnd Date: October 28, 2019Eligibility: Open to residents of the United States 18 years and older4. Republic Wireless – Trip of a lifetime or $10,000 cashWin a $10,000 travel voucher or $10,000 cash for a trip of your choiceEntry Frequency: 1 per personEnd Date: October 27, 2019Eligibility: Open to residents of the United States 18 years and older5. Arm & Hammer STEM contest for students and teachers – $2,000 and additional $1,000 for a schoolEnter a video of a science experiment featuring Arm & Hammer baking soda and you can win money for both you and your schoolEntry Frequency: 1 entry per person/emailEnd Date: October 15, 2019Eligibility: Open to residents of the United States 18 years and older who are elementary or middle school teachers, or parents of an elementary or middle school student6. Redbox – Win $10,000Win $10,000 or a “Mean Girls” movie anniversary tour packageEntry Frequency: 1 x daily per person/emailEnd Date: October 31, 2019Eligibility: Open to residents of the United States 18 years and older7. Hallmark Channel – Count to Christmas, win up to $20,000Pick your favorite Christmas movies and answer trivia to win up to $20,000 cashEntry Frequency: 1 x daily per person/emailEnd Date: January 6, 2020Eligibility: Open to residents of the United States 18 years and older8. Publisher’s Clearing House – Win $1,000 a day for the rest of your lifeWin cash prizes including the ultimate “Set for life” award of $1000 per day every dayEntry Frequency: 1 x daily per personEnd Date: February 28, 2020Eligibility: Open to residents of the United States 18 years and older9. Martha Stewart – Win $15,000 for Black FridayWin $15,000 cash for the ultimate Black Friday shopping spreeEntry Frequency: 1 x per person/emailEnd Date: November 30, 2019Eligibility: Open to residents of the United States 21 years and olderBONUS: 3M Scotch Blue – Win a 2019 Dodge RamWin a brand new V8 2019 Dodge Ram truck for all your hauling and driving needsEntry Frequency: 1 per person/emailEnd Date: October 31, 2019Eligibility: Open to residents of the United States 18 years and olderGood luck everyone!