Winloot Sweepstakes

Pick A Sweepstakes to Enter


Enter to Win great prizes, including a 75" TV, $500 Gift Card and a $10,000 cash giveaway

Past winners include:

See our recent winners:

Sandra K.

Of Oxford, MS

Won the $25 Daily Cash Prize on August 08 2022

Rena W.

Of Morehead City, NC

Won the $25 Daily Cash Prize on August 07 2022

Stephanie F.

Of Williamsburg, VA

Won the $25 Daily Cash Prize on August 06 2022

Bornny R.

Of Santa Ana, CA

Won the $25 Daily Cash Prize on August 05 2022

Terry S.

Of Vancouver, WA

Won the $25 Daily Cash Prize on August 04 2022

Robert K.

Of Victoria, TX

Won the Fitbit Inspire Activity Tracker on August 04 2022

K S.

Won the $25 Daily Cash Prize on August 03 2022

Randal H.

Of Tulsa, OK

Won the $25 Daily Cash Prize on August 02 2022

Recent Winners Include

Patrick A of Little Falls, NJ won $100,000

Lisa A of Vallejo, CA won $50,000

Cindy M of Norwalk, CA won $25,000

Dianna W of Ellsworth, ME won $5,002

Beverly B of Frankfort, NY won $5,000

Robert B Sr of Hammond, IN won $5,000

Analyn C of Los Angeles, CA won $5,000

Donald C of Lawton, OK won $5,000

Sterling C of Windsor Locks, CT won $5,000

Sergio C of Springfield, MO won $5,000

Floyd P of Gaffney, SC won $5,000

Bob L of Van Meter, IA won $5,000

Beverly R of Nanaimo, BC won $5,000

Anthony P of Detroit, MI won $5,000

Joseph G of Altoona, PA won $5,000

Read The Latest From The Winloot Sweepstakes Blog

Winloot Sweepstakes Winner Spotlight – March 2021

It’s another rockin’ month for awesome prize winners here at Winloot Sweepstakes and we’re always delighted to spotlight all the cool things our players are winning, including everyone who scored the $25 daily cash prize! Congrats to all who received that winning email including: Peggy S. in...

WinlootSweepstakes March 2022 Winner Spotlight

We’re still coming off the excitement of Larry E. from Taft, California, winning the $10,000 Sweepstakes last month, but don’t fret that you didn’t win. The good news is, we’re running this sweep again and someone else will win the next $10,000 Cash Prize drawing. That someone could very well be...

Winloot Sweepstakes Winner Spotlight – February 2021

It’s certainly been another fantastic month for Winloot Sweepstakes players! Shaneekya Y. in Elizabethtown, Kentucky, sure knows how to rock those entries. This isn’t the first time we’ve seen her name on our Winner's list. Congrats on winning the $25 Daily Cash Prize on February 2, Shaneekya and...

Tune in to Winloot Live 2.0 on YouTube

If you haven’t seen the latest edition of Winloot Live 2.0, be sure to head to the Winloot YouTube channel and check it out! You’ll have a great time playing along while contestants answer trivia questions to earn spins on the infamous Prize Wheel with our fabulous hosts, Stephen Kramer Glickman...

Why Are Sweepstakes Sites Free to Enter?

The short answer to this question is, the laws governing the sweepstakes industry in the U.S. are very specific and clearly state that no payment or obligation be required to enter the sweepstakes contests or to collect a prize win.

Legitimate sweepstakes offers will always be free. If you visit...

Winloot Sweepstakes Winner Highlights – May 2021

They call it the merry month of May for a good reason. After all, who wouldn’t be merry about winning cash and cool prizes on Winloot Sweepstakes?! We’re pretty sure Nayda K. of West Palm Beach, Florida, has a smile on her face since she won the super cool FitBit Activity Tracker on May 6! Now...

WinlootSweepstakes Winner Roundup – April 2021

April certainly has been a month of showers – prize showers that is! We’re super stoked so many of you have been hitting those awesome prize wins and we’re happy to give a shout out to show off what you’ve been winning this month!

Matilda T. of Philadelphia, Pennsylvania, took a Spin on the...

April 2020 Winloot Sweepstakes Winners

Winloot Sweeps Winner Roundup – April 2020

We love nothing more than awarding cash and prizes to our dedicated Winloot sweepers. It’s been quite fun notifying our lucky winners of some pretty cool prize wins lately! Aside from our $25 daily cash prize winners, which one player wins every single...

May 2020 Winner Roundup

Winloot Sweeps Winner Roundup – May 2020 (

The month of May 2020, was off to an amazingly wonderful start for one super lucky Winloot sweeper. On May 4, 2020, John M. from Corpus Christi, Texas, won the fabulous $10,000 Winloot Sweepstakes Cash Prize! That’s...

Winner Sweepstakes Winner Highlights – June 2020

Here at Winloot Sweepstakes, winning loot is what we’re all about! We love giving away cash and great prizes so much, we do it every day! Congrats to John B. from Lewisburg, Tennessee, who won the $25 Daily Cash Prize on June 1, 2020! Having some...

Winloot Sweepstakes Winner Spotlight – June 2021

It’s another magical month here at Winloot Sweepstakes because just like that, a winner email message can magically appear and put a great big smile on your face with a cool prize or some awesome loot to spend any way you’d like to!

Ronnie D. in Georgetown, South Carolina, no doubt has one of...

75" Ultra High-Def Smart TV Winner - October 2021

Euneva S. of Brentwood, Tennessee, got some super exciting news when she found out she won the 75" Ultra High-Def Smart TV (valued at $700) on October 7, 2021! That certainly is an impressive win and we’re sure you must be thrilled to have won this fantastic television. That will certainly up...

WLS_Winner Spotlight October 2021

Another month just flew by but not without some super exciting prize wins for our players! Winloot Sweepstakes is so easy to enter, it’s as simple as filling in your email address for each prize you want to win. Just be sure to fill it in correctly and use the email you check often so you don’t...

Winloot Sweepstakes Winner Spotlight September 2021

It’s been another incredibly exciting month of September 2021 for our players and we’re always super delighted to shine a spotlight of some of the fantastic wins! It’s always free to enter every day to win cash and some amazing prizes so be sure to come back daily for your free chances to win!...

WinlootSweepstakes Nov & Dec 2019 Winners Roundup

It certainly was a month of giving thanks (and winning) here at Winloot Sweepstakes, and we’re grateful for all of our members who play our free Winloot Sweepstakes every day!

We’d like to congratulate Tammy H. of Temple Hills, MD, who won the $25 Daily Cash Prize on November 13th. Leona A. of...

Winloot Sweepstakes April 2022 Winner Spotlight

There’s one thing that is certain. If you enter Winloot Sweepstakes you could become one of our winners, if you haven’t already won. And if you have won, you can still enter every day for chances to win again! Add to that, once we award one of our fabulous prizes, we reset the sweepstake end...

December 2020 Winners

December is truly the month of giving and we’ve been busy as elves giving away prizes to our wonderful players! First, every single day one lucky entrant wins $25 which they can collect as a check in the mail, an Amazon Gift Card or a PayPal payment. If you’re selected as one of our daily...

$500 Visa Gift Card Winner - April 2022

Most people dread April 15th every year, but for Patrick M. of Spring Valley, California, it was a fantastic day when he received a winner email notification from us letting him know he won the $500 Visa Gift Card prize drawing the night before, on April 14, 2022! That sure is some great news to...

Other Sites You May Want To Check Out

Winloot Sweepstakes partners with other fun and rewarding sites, so we thought we’d share a little about them in case you’d like to check them out! These sites are also 100% free to play every day. There is never any purchase or obligation required. So, there’s more fun out there for you to enjoy...

WinlootSweepstakes Winner Roundup – January 2021

It’s certainly been another spectacular month for winners here at Winloot Sweepstakes! We’re always delighted to showcase our fabulous winners and show off the amazing prizes they’ve won. Keep in mind, we award the $25 Cash Prize to one lucky player each and every day, so be sure to keep checking...

2020 Winner Recap

Winloot Sweepstakes = we love awarding our winners!

Steven S. in Deerfield Beach, FL, is one lucky guy since he won a Chromebook on February 13, 2020. Steven took the $222 cash value and that’s certainly enough loot to have some fun in the sun! Perhaps Steven took the day off and grabbed his rod...

June 2020 Winner Roundup

Winloot Sweepstakes Winner Roundup – June 2020 (

The month of June 2020, has certainly been an exciting start to summer with many fun prize awards. Aside from our $25 daily cash prize winners, we’ve been having such a good time giving away some awesome stuff! On June...

Are You Already A Winner?

Are You Already A Winloot Sweepstakes Winner?

Believe it or not, we have some past winners who have not yet claimed their prize. No, really. It's true.

And some of the prizes are a lot of money. If you think your name is on the list below please contact us and let's get your prize(s) to you.

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What Would It Be Like To Win $10,000

Winloot players, and all dedicated sweepers, no doubt often imagine hitting the jackpot and winning a big pile of loot! With all the large cash prizes among the Winloot offerings, it’s only natural to think about what it would be like to win a giant pile of loot, and all the things it could...

What Would You Do With a $10,000 Cash Prize?

Imagine winning $10,000! What would you do with all that cash? This is a legit question, because Winloot Sweepstakes will be awarding this $10,000 cash prize to one lucky winner! So, what would you do with $10,000 if you won it? You could play it conservative, and start a college or retirement...

We’re Doing it Again: $10,000 Cash Prize Giveaway

In May of 2020, we were so excited to award the $10,000 Cash Prize to John M. of Corpus Christi, Texas, after he was chosen in our random drawing as the winner of this whopping amount of loot! Having that amount of money to spend any way you choose is certainly a dream come true and we hope John...

Winloot Sweepstakes Winner Highlights – July 2021

It certainly has been a thrilling month for our lucky winners, and we are so delighted to highlight some of our fantastic players who have won a great prize or some serious loot!

First, we couldn’t be more pleased to announce we’ve just awarded another $10,000 Cash Prize! Sincere congrats to Bob...

$10,000 Winner - July 29, 2021

We are off the charts with excitement for our latest $10,000 Cash Prize Winner, Bob W. of Tucson, Arizona, who won this ginormous cash prize drawing on July 29, 2021! Bob has just added his name to our growing list of $10,000 winners which, most recently, includes Julia M. of Spring Valley, New...

Winloot Sweepstakes Winner Roundup – September 2020

If you’re a fan of all things Winloot, we sure hope you keep entering for chances to win our fabulous sweepstakes prizes and lots of loot giveaways! September has sure been a fun month for our players who have been winning the $25 Daily Cash prize each and every day as well as other fun and...

Winloot Sweepstakes Winner Spotlight January 2022

The start of a new year can only mean one thing, more players are winning Winloot Sweepstakes! We’re always thrilled to see new names on the winners list and give a big congratulatory shoutout to spotlight their fantastic prize wins!

Don’t forget to check your email for our $25 daily prize and...

$10,000 Cash Prize Winner Feb 2022

It’s another incredible day here at Winloot and we’re super excited to congratulate Larry E. of Taft, California, on winning the latest $10,000 Winloot Sweepstakes Prize drawing on February 10, 2022!

Our prize director contacted Larry to arrange a video interview to reveal the awesome cash prize...

Winloot Sweepstakes Winner Roundup – October 2020

Hey, Hey Winlooters!

It sure was a fantastic start to the month for Brenda C. in Eddington, Maine, who won the super fantastic $500 Visa Gift Card on October 1, 2020! Woot woot! That’s some fine haul of loot and we know you’ll have lots of fun with it since you can spend it just about anywhere...

Winloot Sweepstakes February 2022 Winner Spotlight

The month of February was absolutely off the hook with excitement, and we couldn’t be more thrilled to award another $10,000 Cash Prize on February 10, 2022! Congrats to Larry E. from Taft, California, on becoming the latest winner of our top sweepstakes giveaway! We know Larry is completely...

Winloot Sweepstakes Winner Spotlight November 2021

As the holiday season approaches, there’s no better time to win some loot or a cool prize! We’re always thrilled to spotlight our winners and offer congrats to each of you who got that exciting news in your email about winning! Keep in mind, that’s the only way we contact winners and arrange to...

$10,000 Cash Prize Winner - January 2021

We just awarded another $10,000 prize.

Congrats to Julia M from Spring Valley, NY for winning our $10,000.00 cash prize.

On January 7th, Julia was selected as the winner and she found out about the win on a live video chat with our own "Matty Prizes". If you love great stories, watch her surprise...

Winloot Sweepstakes May 2022 Winners Spotlight

The month of May can certainly be a whole lot merrier when you win loot or a cool prize! We’re always happy to see new winners on the list and award cash, prizes and gift cards to our wonderful sweepers! With a great selection to choose from, you can pick what you like or enter all of the...

WinlootSweepstakes $500 Visa Gift Card Winner - June 2022

It’s always exciting sending a winner email to one of our sweepers to let them know they’ve won some loot or a cool prize! Fred L. of Hebron, Illinois, got that happy news after winning the $500 Visa Gift Card prize drawing on June 23, 2022! What a fantastic surprise that must have been and we...

June 2022 Winner Roundup

The start of summer is always an exciting time of year, but one thing that can make it even more fun is getting a winner email from Winloot Sweepstakes saying you have won a cool prize, a gift card or some loot! We just love to send those messages out and we’re happy to see so many new names on...

Winloot Sweepstakes Winner Highlights - August 2021

It’s always exciting winning loot! After all, that’s what we’re here for! We love giving away money so much, we do it daily. We also offer multiple entries for each prize every day to give our players the most possible chances to become one of our lucky winners! Just be sure to enter your email...

$500 Visa Gift Card Winner - Joyce L. - December 2021

Joyce L. from Hickory, North Carolina, has even more reason to celebrate this holiday season after winning our $500 Visa Gift Card on December 16, 2021! What fantastic news to get in your email and we’re simply delighted you’re our lucky winner for this prize drawing. We’ve reset this sweep so...

Winloot Sweepstakes Winner Spotlight December 2021

It’s the holiday season and what better gift could you possibly give to someone than to share Winloot Sweepstakes and enter every day for the chance to win some serious loot or an amazing prize?! Keep in mind, our next $10,000 Cash Prize Drawing is just around the corner, and what a fantastic...

$10,000 Cash Prize Winner - May 2020

$10,000 Cash Prize Winner – John M. of Corpus Christi, Texas - May 4, 2020

The merry month of May just got a whole lot merrier for John M. of Corpus Christi, Texas, when he won the incredible $10,000 Cash Prize Sweepstakes on May 4, 2020! Whoa. That’s some giant pile of loot and we’re super...

A 75" UHD TV will change how you watch TV

Winloot Sweepstakes is currently running an exciting sweepstakes to award an amazing 75” LED Smart TV to one lucky winner at the end of this contest. So, if you’ve been dreaming of a home-theater experience, you’ll definitely want to enter this sweepstakes every day. Winloot Sweepstakes gives you...

$500 Visa Gif Card Winner June 2020

Diane L. of Slidell, Louisiana, is one lucky lady, since she opened her email to find a $500 Visa Gift Card prize award on July 9, 2020! That’s certainly one sweet message to receive from Winloot Sweepstakes! We’re so excited for you Diane, and hope you enjoy having that loot to spend as you...

February 2020 Winners

February was an exciting month with lots of players winning loot and great prizes! Congrats to our winners! John B. from Sioux City, Iowa won the $25 Daily Cash Prize on February 12.

Sally C. in Waldron, Indiana, may just be getting the popcorn ready for movie night with her family since she won...