Free Contests to Try Your Luck, October Week 4 πŸ”₯

The freebies have been a tad lacking lately, so I've put together another Try Your Luck contest roundup! Below you'll find a selection of free contests to enter. Please don't ignore the tip below like my mom did! 👇

Just like freebies, I suggest you use a separate email address for entering giveaways so that your main email isn't spammed. Just make sure to check it every now and again to see if you've won anything!

Most of these contests are single-entries, meaning you only enter once. However, along with the expiration dates, I've marked contests with special perks.

  • are contests that allow daily entries.
  • are contests with a close deadline, so don't delay entering!

$10,000,000 from Publishers Clearing House. – December 19

$5,000,000 from Publishers Clearing House. You get to scream at the winner who isn't you on live television too! – December 19

Customized Mercedes adventure van and $70,000 cash, worth $345,000. – December 31

Customized Ford F250 truck, plus a guitar and $10,000 to help cover taxes, combined worth $142,330. There's an alternate option to take a lump sum of $60,000 instead. – December 10

5-night stay for up to 10 people at Villa Monte Carlo, plus 100,000 Etihad Airways air miles worth $74,000 – January 1, 2024

$50,000 to pay off your student loan – You MUST have a student loan to enter this, otherwise you can't win. – December 8

Cash Prize Contests

  1. $20,000 from Pepsi – December 24
  2. $15,000 cash – November 1
  3. 35 winners get a $10,000 gift card for groceries (excludes NY & FL for some reason) – December 31
  4. $20,000 cash plus a year's supply of Laughing Cow cheese – October 31
  5. 12 winners of $1,000. Winners are picked once per week – December 30
  6. $5,000 cash – November 3
  7. $10,000 cash – December 11

Travel Prize Contests

  1. Trip for 2 to Super Bowl LVIII in Las Vegas, Nevada including first-class airfare; 2 night luxury hotel stay; VIP tickets to the big game; and $150 credit to a ride-hailing service provider of Sponsor’s choice. All worth $12,150 – January 17, 2024
  2. Trip for 2 to Athens, Greece including airfare, 7 night hotel stay, and $500 to Kasandrinos online store. All worth $3,900 – November 15
  3. Trip for 2 to Melbourne, Australia to see Taylor Swift in Feb. 2024 including four night stay in the Ritz Carlton and $1,000 VISA giftcard. All worth $13,000 – November 30
  4. Trip for 2 on a river, ocean, or expedition cruise worth up to $21,396 – December 31
  5. Trip for 2 to Freeport, Maine with a 6-night canoe trip and outdoor gear. Worth $4,800. – December 23
  6. Trip for 2 to Wales, worth $5,000 – December 31
  7. 5 night trip for 2 to Riviera Maya, Mexico worth $10,000 – November 8

Item Prize Contests

  1. Ford Mustang Mach-E worth $70,000 – December 31
  2. Ebike and gear worth over $7,000 – October 31
  3. Four winners win one of the following: 1) Grizzly G1023RLA40 Cabinet Table Saw, 1 Grizzly G0526A40 6” Jointer, 1 Grizzly G0513A40 17” 2HP Bandsaw, or 1 Grizzly G0962A40 Hybrid Table Saw. – October 31
  4. Squier Jazzmaster electric guitar, a Playstation 5, and more worth $950 – November 10
  5. CamelBak ChillBak Cube Cooler, YETI 45 Hard Cooler, 2 Retro Web Chairs, Grillin' Apron, 4 Slap Koozies, + 3′ x 5′ Flag worth $750 – November 30
  6. Fully stocked Bug Out Bag with $800 in products – November 10
  7. 32-bottle wine cooler and $500 Amex giftcare, worth $999 – November 12
  8. Proctor Silex 3.5 cup food chopper – November 29

Good luck and please let me know if you win any of the sweepstakes above!

About the Author:

I'm a nationally renowned freebie finder & sample vetter, which I never imagined I'd be doing while getting my Bachelor's Degree in History almost 20 years ago. In my spare time, I enjoy launching my own space program and disproving the Coriolis effect.