Get ready to supercharge your October, sweepstakes lovers! 🎉 Today’s lineup boasts 12 sizzling daily‑entry contests—from the Monopoly Game‑McDonald’s 2026 Sweepstakes and Pepsi × Off‑Season Can Jacket giveaway (14,000 winners) to iHeartRadio’s $1,000 Payday Keyword Giveaway (390 winners), Chipotle’s 8,000‑winner Bag Giveaway, Big Sipz’s $16K cash blast, and the massive 2026 Frito‑Lay Gameday Experiences sweepstakes with $184K up for grabs. There’s a prize for every taste and budget, and the fun is just getting started. Dive into the full list below and claim your chance to win!
Browse all daily entry sweepstakes, updated daily.
Top Daily Entry Sweepstakes Right Now
- Monopoly Game – McDonald’s 2026 Sweepstakes
McDonald’s Monopoly Game at McDonald’s 2026 Sweepstakes offers a $1,000,000 cash prize and a variety of additional awards. The sweepstakes ends on 11-01-2026 at 11:59:59 PM.
– 2027 Jeep Cherokee vehicles.
– Carnival Cruise vacations.
– Kennedy Space Center VIP trips.
– Polaris vehicles.
– McDonald’s for a Year.
– Grubhub, Ulta, or Uber Eats gift cards.
– College debt or home down‑payment prizes.
– Additional cash prizes.
– Free food and MyMcDonald’s Rewards Points. - Pepsi x Off Season Can Jacket Sweepstakes – 14000 Winners
Enter to win the Pepsi x Off Season Can Jacket Sweepstakes. 14000 Winners.
14000 winners each receive a Can Jacket (average ARV $30; $420000 total): 15 NFL team prize pools of 900 winners each plus a Pepsi-Cola x Off Season pool of 500 winners.
To enter, complete the form on the Off Season Pepsi sweepstakes site (email, postal code, date of birth and team choice). Limit one entry per person per day; multiple entry periods apply.
Open to legal residents of the 50 US states and DC 18+ (19+ in AL and NE). Ends November 30, 2026 at 11:59 PM EST. - iHeartRadio $1000 Payday Keyword Giveaway – 390 Winners
Enter to win the iHeartRadio $1000 Payday Keyword Giveaway – 390 Winners.
Up to 13 winners every weekday (390 in total) each receive $1,000 (total ARV up to $390,000).
To enter, listen to iHeartRadio or a participating iHeartMedia station for the keyword announced at each of the 13 nationwide playtimes every weekday, then submit it on any participating station's website before minute 54:59 of that playtime's hour (one entry per person/phone/email per playtime). One winner is drawn at random from each playtime's entries.
Open to legal residents of the 50 US states, DC and Puerto Rico, 18+. The giveaway runs October 5 – November 13, 2026 (final playtime ends 9:54 PM ET). - Chipotle Bag Giveaway Sweepstakes – 8000 Winners
Enter to win the Chipotle Bag Giveaway Sweepstakes – 8000 Winners.
8000 winners will each receive a Chipotle Bag (ARV $30 each, $240000 total), with 2000 winners drawn each week in four weekly drawings (weeks start October 13, 20, 27 and November 3).
To enter, Chipotle Rewards members get one entry by purchasing a Family Meal in the Chipotle app or on Chipotle.com, or enter free at bigasschipotlebag.com through the alternative method of entry. Limit 1 entry per person per day by any method.
Open to legal residents of the 50 US states and DC, 13+ (minors need parental permission). Ends November 10, 2026 at 11:59 PM PT. - Big Sipz $16k Giveaway
Enter the Big Sipz $16k Giveaway for a chance to win one of twelve $16,000 prizes. Awarded in the form of a check. The total prize value is $192,000. To participate, visit https://www.2026bigsipz16k.com/ during the sweepstakes period, from January 2, 2026, to December 31, 2026, and submit your date of birth. The Big Sipz $16k Giveaway consists of twelve separate entry periods, with a random drawing held at the end of each period. Non-winning entries will not carry forward, so be sure to enter each sweepstakes period for a chance to win. With Big Sipz, you can win big, and it's free to enter. Don't miss out on this amazing giveaway opportunity from Big Sipz. - 2026 Frito-Lay Gameday Experiences Sweepstakes – $184K in Prizes
Enter the 2026 Frito-Lay Gameday Experiences Sweepstakes, courtesy of Frito-Lay, Inc., for a chance to win exciting prizes. This sweepstakes is open to legal residents of the 50 United States and the District of Columbia, who are at least 18 years old, with a valid US driver's license or government-issued photo ID. The promotion period runs from August 10, 2026, to December 6, 2026, with 17 separate entry periods. Participants can enter by visiting the website, creating an account, and completing the online registration form, or by using the alternate method of entry. With over $184,000 in prizes, including game packages, sports memorabilia, and more, this sweepstakes is a must-enter for football fans. Frito-Lay, Inc. is giving away prizes that include trips to NFL games, autographed items, and other exciting experiences, so don't miss out on this opportunity to win big with Frito-Lay.
*There are 128 prizes total (subject to the one-prize-per-household limit). - Harley-Davidson Visa $500-A-Day Giveaway Sweepstakes
Enter the Harley-Davidson Visa $500-A-Day Giveaway Sweepstakes for a chance to win a $500 Harley-Davidson gift card. With 365 Grand Prizes available, totaling $182,500, this giveaway offers multiple opportunities to win a valuable prize. - Beasley Media Group BOUNCE Morning Money RollOut Giveaway
Beasley Media Group, LLC + participating radio stations BOUNCE Morning Money RollOut / Beasley Media Group’s Fall 2026 Nationwide $1,000 Giveaway offers a cash prize of $1,000. There will be 125 winners, with up to five winners selected each weekday during the promotion. The total aggregate retail value of the giveaway is $125,000 USD, which equals $1,000 per winner. The promotion ends on October 30, 2026. – $1,000 cash prize, 125 winners, up to five winners each weekday, total ARV $125,000 USD, $1,000 per winner, ends 10-30-2026. - NRA Win This Truck Sweepstakes
Enter the NRA Win This Truck Sweepstakes, presented by the National Rifle Association of America, for a chance to win exciting prizes. The sweepstakes begins on March 3, 2026, and ends on January 30, 2027. You can enter online, onsite, or by mail, with a limit of ten entries per day. The grand prize includes a truck or vehicle of your choice, an adventure prize, and $25,000 in cash, totaling $110,000. Additionally, there are two Fast Entry Prize periods, each awarding five prizes valued at $1,000. No purchase is necessary to enter or win. The National Rifle Association of America is the sponsor of this sweepstakes, and all entries are subject to the official rules. Enter now for your chance to win big in the NRA Win This Truck Sweepstakes, presented by the National Rifle Association of America. - Modelo College Football Playoff 2026 Sweepstakes – 281 Prizes
Enter the Modelo College Football Playoff 2026 Sweepstakes for a chance to win weekly second, third and fourth prizes, bonus prizes in AL, IN, OK and TX, plus a Grand Prize and First Prize. The sweepstakes runs from August 3, 2026 through January 25, 2027. U.S. residents 21 years or older may enter once per day via the official website or a sponsored Facebook/Instagram ad. No purchase necessary. Winners are selected in weekly random drawings and a final Grand Prize drawing on January 28, 2027. See official rules for full details. This sweepstakes ends on January 25, 2027.
The Modelo College Football Playoff 2026 Sweepstakes offers 281 total prizes consisting of six grand and first-prize trips to the 2028 CFP National Championship or bowl games. Additionally, 275 winners will receive tiered, branded Homefield apparel fan packs with additional merchandise, including a special regional prize tier. Review the official rules and prize details at modelousa.com. - Wheel of Fortune Hit It Rich Giveaway
*Starts October 19, 2026 at 3 PM PT.
Enter to win the Wheel of Fortune Hit It Rich Giveaway.
Five daily drawings, one for each new episode airing October 19-23. Each drawing winner receives a check for that episode's Hit It Rich jackpot, which starts at $3000 and grows up to $20000 based on the wheel spins. One of the 5 winners also receives a Wheel of Fortune shirt and hat ($40). Total ARV $100040.
To enter, join the free Wheel Watchers Club at wheeloffortune.com/win and enter each episode's drawing; each episode entry window is open for 8 days.
Limit 1 entry per person per episode. Open to the US (50 states and DC) and Canada (excluding Quebec), age of majority. Canadian winners must answer a skill-testing question. Drawings on or about November 13, 2026. Ends October 31, 2026 at 2:59 AM PDT. - FCA Vehicle Sweepstakes
Enter the FCA Vehicle Sweepstakes for a chance to win a $100,000 credit towards a new FCA US LLC vehicle, including Dodge, Jeep, Chrysler, Ram, or Fiat models. This exciting giveaway is open to legal residents of the 50 U.S./D.C., aged 18+, with a valid U.S. driver's license. The sweepstakes runs from January 1, 2026, to December 31, 2026. One Grand Prize winner will be selected in a random drawing on or about January 15, 2027, and notified by FCA US LLC on or about January 18, 2027. Don't miss this opportunity to drive away in a new vehicle, courtesy of FCA US LLC – enter the FCA Vehicle Sweepstakes today for your free chance to win.
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The Sweepstakes Advantage Team
October 16, 2026