Sweepstakes Power Search
Guess Sweepstakes

Guess Sweepstakes

Guess Sweepstakes is your opportunity to win trendy fashion pieces, stylish accessories, and even exclusive shopping experiences. Whether you love bold denim, chic handbags, or iconic watches, this giveaway offers incredible prizes that bring luxury and style to your wardrobe. With Guess’s signature fashion-forward designs, every winner gets to enjoy high-quality apparel and accessories that make a statement. Entering is simple, and the rewards are worth it. Many winners receive Guess gift cards, allowing them to choose from a wide selection of clothing, handbags, and footwear. Some contests even feature grand prizes such as complete outfit makeovers, VIP shopping sprees, or exclusive access to new collections before they hit the stores. No matter the reward, each prize is selected to elevate your style, making the Guess Sweepstakes a must-enter for fashion enthusiasts. One of the most exciting aspects of the Guess Sweepstakes is the variety of prizes available throughout the year. Whether you’re searching for the perfect leather jacket, a sleek pair of jeans, or stylish sunglasses to complete your look, every contest provides a new opportunity to win something fashionable. Guess is known for its bold, edgy, and timeless designs, ensuring that every piece adds flair and sophistication to your wardrobe. To maximize your chances of winning, be sure to look for bonus entry opportunities. Some giveaways allow additional entries for following Guess on social media, signing up for newsletters, or referring friends to join the contest. The more entries you collect, the better your chances of securing a stylish new addition to your collection. Excitement for the Guess Sweepstakes continues to grow as more fashion lovers enter for a chance to win exclusive prizes. If you haven’t entered yet, now is the perfect time. Imagine upgrading your wardrobe with high-end Guess pieces, winning a shopping spree, or getting early access to the latest styles—all for free. Stay updated on upcoming giveaways and enter!

Guess Giveaway



Found 6 total

Enter for a chance to win MIX 101.5 Kyle and Meghan's Hi-Lo Payday.
Hourly drawing winners get one guess at The Jackpot ($800 to $1,200) and qualify for a $1,000 grand prize drawn at the end of the contest.
Open to permanent US residents 18 or older who live in the WRAL-FM (MIX 101.5) Raleigh-Durham listening area. Ends November 20, 2026 at 5:10 PM ET.
To enter, listen to MIX 101.5 weekdays at about 8 AM, 2 PM and 5 PM ET and text the keyword CASH to (919) 860-1015 within 10 minutes of the announcement (1 entry per hour).

Win $1,200 in value – MIX 101.5 Kyle and Meghan's Hi-Lo Payday Sweepstakes - Enter Now

Restrictions: 18+ WRAL-FM Listening Area NC
Limit: Up to 3 Per Day
Added: 11-13-2026
Expires: 11-20-2026 05:10 PM EST
Hits: 0
Est. Value: $1,200.00
Category: North Carolina

Enter to win the Image Medi-Spa Fargo Gift Card Guessing Contest.
Prize: a $100 Image Medi-Spa gift card (1 winner).
Local contest from Image Medi-Spa in Fargo, ND. The closest guess from an entrant who follows all the rules wins.
To enter, follow Image Medi-Spa, like the Facebook post and comment your guess of how many vials of Botox are in the container while tagging 5 friends. The winner will be announced November 15.

Win $100 in value – Image Medi-Spa Fargo Gift Card Guessing Contest - Enter Now

Restrictions: N/A
Limit: 1 Per Person
Added: 11-12-2026
Expires: 11-14-2026 11:59 PM CST
Hits: 0
Est. Value: $100.00
Category: North Dakota

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Enter to win the United Somebody Find Phil Sweepstakes - 9 Winners.

One grand prize winner receives 2 United round-trip travel certificates in any class of service to one Season 9 featured destination plus a meet and greet meal with Phil Rosenthal at Max and Helen's in Los Angeles with 2 more round-trip certificates and 2 nights hotel (ARV $37500); 8 destination prize winners each receive 2 United round-trip travel certificates in any class of service to one featured destination (ARV $32000 each). Total ARV $293500.

Open to United MileagePlus members (free to join) who are legal residents of the 50 US and DC age 21 or older. No purchase necessary. Runs November 10 2026 to November 30 2026 at 11:59 PM ET.

To enter, sign in at SomebodyFindPhil.com with your MileagePlus number (join MileagePlus free if you are not a member) and pick up to 8 United destinations you think Phil visits in Season 9 of Somebody Feed Phil; each correct guess earns 1 entry, at least 1 correct guess is needed and only one submission is allowed. Winners are selected in a random drawing from the eligible entries.

Win $293,500 in value – United Somebody Find Phil Sweepstakes - 9 Winners - Enter Now

Restrictions: 21+ US, DC
Limit: 1 Per Person
Added: 11-11-2026
Expires: 11-30-2026 11:59 PM EST
Hits: 370
Est. Value: $293,500.00

Enter to win the Nokian Tyres Virtual Green Tire Giveaway - 13 Winners.

1 Grand Prize (random drawing from all entries): a 3-night Alterra resort stay for 4 with lift tickets and equipment rentals, plus a $600 prepaid card (ARV $4500). Up to 6 weekly skill winners each receive a set of 4 Nokian passenger or light-truck tires (maximum $700 per set, $4200 total). Up to 6 weekly second-place prizes are 2 lift tickets each (no ARV stated; not included in the listing total). Combined stated ARV $8700.

Open to 18+ (or the age of majority if older) legal residents of the 50 US, DC, and Canada excluding Quebec.

To enter, visit na.nokiantyres.com/gtg, submit your contact information, and place a map guess of the target coordinates (one entry per day). Weekly tire and lift-ticket prizes are awarded to the closest and second-closest guesses each week; the Grand Prize is awarded in a random drawing on or about November 23, 2026. Ends November 22, 2026 at 11:59 PM EST.

Win $8,700 in value – Nokian Tyres Virtual Green Tire Giveaway - 13 Winners - Enter Now

Restrictions: 18+ US, DC and Canada excluding Quebec
Limit: 1 Per Day
Added: 11-11-2026
Expires: 11-22-2026 11:59 PM EST
Hits: 40
Est. Value: $8,700.00
Category: Daily Plus
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Enter to win the Food Network Magazine Who's Counting Contest - 4 Winners.

The grand prize winner receives a $500 check and three runners-up each receive a $50 check ($650 total).

To enter, guess how many candies are in the jar shown on the Who's Counting page (and in the October/November 2026 issue) and send your guess with your name, address and email to [email protected]; the official rules also describe an entry form at foodnetwork.com/whoscounting. Limit one entry per person. No purchase necessary.

The closest guesses win (ties broken by random drawing), as judged by the magazine's editors within 10 days after the contest ends. Open to legal residents of the 50 US, DC and Canada (excluding Quebec) who are the age of majority; Canadian winners must answer a skill-testing question. The Food Network contest ends November 15, 2026 at 11:59 PM ET.

Win $650 in value – Food Network Magazine Who's Counting Contest - 4 Winners - Enter Now

Restrictions: Age of majority US, DC, Canada (excl. Quebec)
Limit: 1 Per Person
Added: 10-08-2026
Expires: 11-15-2026 11:59 PM EST
Hits: 933
Est. Value: $650.00

St. Paul Federal Credit Union presents The Initials Game Jackpot, beginning at $500 on May 8, 2020, and growing by $500 every week the correct initials aren’t guessed. The sweepstakes runs each Friday at 8:15 AM CT through 2030, giving players the chance to win an ever‑increasing prize.

Restrictions: 18+ AL, AK, AZ, AR, CA, CO, CT, DE, FL, GA, HI, ID, I L, IN, IA, KS, KY, LA,ME, MD, MA, Ml, MN, MS, MO, MT ,NE, N V, NH, NJ, NM, NY, NC, ND, OH, OK, OR, PA, Rl, SC, SD, TN, TX, UT, VT, VA, WA, WV, Wl, WY
Limit: One prize per person/household.
Added: 11-25-2025
Expires: 01-01-2030 8:15 AM CST
Hits: 82
Est. Value: $500.00
Category: Daily Plus

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