Orlando Sweepstakes - Explore the Magic
Orlando Giveaways
Found 19 total
Enter to win the 947WLS Florida Vacation Contest.
One winner and a guest receive a VISIT FLORIDA Orlando vacation: round-trip coach airfare to Orlando International Airport, a three-night stay at Caribe Royale Orlando, two Gatorland tickets, an ICON Park experience with The Orlando Eye, and two admissions each to SEA LIFE Orlando Aquarium, Madame Tussauds Orlando and Museum of Illusions Orlando (listed value $2500).
To enter, listen to 94.7 WLS on Fridays in October for the VISIT FLORIDA Floridays Song of the Day, then be caller nine at 312-922-9470.
For 94.7 WLS (Chicago) listeners; see the station contest rules. Runs Fridays through October 30, 2026.
Win $2,500 in value – 947WLS Florida Vacation Contest - Enter Now
Visit Orlando Family Vacation Sweepstakes offers a single prize. - One 4‑day/3‑night Orlando family vacation for the winner and up to three guests (four people total). The prize includes four Frontier Airlines flight vouchers valued at $250 each ($1,000 total) toward flights to Orlando, FL from an airport served by Frontier Airlines. It also includes three consecutive nights of hotel accommodations in a standard quad‑occupancy room at a moderate Walt Disney World® Resort hotel. Additionally, the winner receives up to four 4‑day Theme Park Tickets with the Park Hopper® option at Walt Disney World® Resort. The Florida sweepstakes ends on Monday, January 18, 2027 at 11:59:59 PM ET.
Win $4,950 in value – Visit Orlando Family Vacation Sweepstakes - Enter Now
Enter to win the Larceny Bourbon Orlando Festival Sweepstakes.
One prize (ARV $4,910): two 2-day VIP passes to the Vans Warped Tour in Orlando, FL (November 14-15, 2026), round-trip economy airfare for two from the major U.S. airport nearest the winner's home, one double-occupancy standard hotel room for three nights/four days, and a $500 prepaid cash card for ground transportation.
Enter once per day at the Live Nation entry page (no purchase necessary). Max 31 entries per person.
Open to legal U.S. and DC residents 21+ with a valid SSN/TIN; void in Rhode Island, Puerto Rico, U.S. Virgin Islands, and other U.S. territories. Travel sweepstakes Promotion period September 23, 2026 12:00 PM PT through October 23, 2026 12:00 PM PT. Random drawing on or about October 23, 2026.
Win $4,910 in value – Larceny Bourbon Orlando Festival Sweepstakes - Enter Now
Enter to win the Coca-Cola Universal Orlando Halloween Horror Nights Experience Sweepstakes - 12 Winners.
Grand Prizes (2): a 2027 Halloween Horror Nights Private R.I.P. Tour for the winner and up to 9 guests (event admission, VIP haunted house entry, Universal Express Unlimited, valet parking, one night in three standard rooms at a Universal Orlando Resort hotel) plus a $2,000 check (ARV $11,925 each). First Prizes (10): two 2027 Halloween Horror Nights tickets plus one hotel night (ARV $500 each). Total ARV $28,850.
To enter, complete the online entry form on the sweepstakes page or scan the QR code on in-store displays in Florida (limit one entry per person per day).
Open to legal Florida residents 21+. The sweepstakes ends October 31, 2026 at 11:59 PM ET.
Enter to win the Disney Imagination Campus and The Muppet Studio 2027 Teachers Sweepstakes - 15 Winners.
Fifteen winners each receive a 4-day, 3-night Walt Disney World vacation for the winner and one guest (expected April 29 - May 2, 2027): round-trip coach airfare to Orlando, airport transfers, 3 nights at a Walt Disney World Resort hotel, two 3-day Park Hopper tickets, a $200 Disney gift card, access to the Disney Imagination Campus celebration event on April 30, 2027 and a $1,250 check toward taxes (ARV $5,000 each, $75,000 total).
To enter, complete the registration form on the Disney Imagination Campus Teachers Sweepstakes page. Limit one entry per person.
Open to full-time public or private elementary, middle or high school teachers 21+ in the 50 US states, DC and Puerto Rico. The Disney sweepstakes ends January 17, 2027 at 11:59 PM ET.
Enter to win the Main Street Collective Main Street Magic Orlando Giveaway.
One North Carolina winner and up to three guests receive a customized Orlando vacation worth up to $5,000, which may include Orlando-area resort accommodations, theme park experiences and personalized vacation planning (travel to/from Orlando not included).
To enter, complete the SweepWidget entry form (name, email, phone, address, NC residency) for one free entry, then earn bonus entries by following Main Street Collective on Instagram (+5) and Facebook (+5), referring friends (+3) and secret codes.
Open to legal residents of North Carolina, 18+. The giveaway ends November 30, 2026 at 11:59 PM EST.
Win $5,000 in value – Main Street Collective Main Street Magic Orlando Giveaway - Enter Now
Star 102 Cleveland Visit Florida Contest offers four vacation packages for two people (winner and guest) to Orlando, Florida, one awarded each week. - Four vacation packages for two people (winner and guest) to Orlando, Florida, one awarded each week, each including three consecutive nights at Caribe Royale Orlando, round‑trip coach class airline tickets for two to Orlando International Airport, an intermediate‑size rental car for four consecutive days, two general admission tickets to Gatorland, and an ICON Park Orlando Experience that provides two tickets for The Orlando Eye, two admission tickets to SEA LIFE Orlando Aquarium, two admission tickets to Madame Tussauds Orlando, and two admission tickets to Museum of Illusions Orlando. The vacation packages are valid through December 15, 2027, and the winner must be at least 25 years old to book. The contest ends on November 6, 2026, at 4:00 PM ET.
Win $10,049 in value – Star 102 Cleveland Visit Florida Contest - 4 Winners - Enter Now
Enter to win the RNR Tire Express Giveaway. Offers a Grand Prize that includes a new set of tires, $1,000 in cash, and a full spa day VIP package. - Grand Prize: a new set of tires, $1,000 in cash, and a full spa day VIP package. All nominations must be submitted by midnight on Friday, October 30th, 2026.
Some of the states with RNR Tire Express locations include:Florida (where they have numerous shops, including in Orlando, Kissimmee, Tampa, and Daytona Beach)
Texas
Mississippi
Oklahoma
Arkansas
Oregon
Missouri
South Carolina
North Carolina
Georgia
West Virginia [1, 2, 3, 4]
Win $1,000 in value – RNR Tire Express Giveaway - Enter Now
Enter the Visit Orlando Common Ground Orlando Sweepstakes for a chance to win an eight‑night Dream Vacation to Orlando, Florida valued at $15,000. The sweepstakes, presented by TripAdvisor, is open to legal residents of the United States, District of Columbia, Canada, Mexico and the United Kingdom who are 21 years or older. The draw will be held on January 7, 2027, so be sure to submit your entry before then. One winner will receive $8,000 in theme‑park funds plus round‑trip airfare, hotel accommodations and a travel planning session. No purchase necessary. This sweepstakes ends on January 7, 2027.
Win $15,000 in value – Visit Orlando Common Ground Orlando Sweepstakes - Enter Now
Brooks Run Club Magic Milestone Sweepstakes offers two Grand Prizes.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
The total advertised retail value of all prizes is $19,820.00. The sweepstakes ends on 10/31/26.
Win $19,820 in value – Brooks Run Club Magic Milestone Sweepstakes - $19820 Value - Enter Now
