Win A Trip - Travel Contests & Sweepstakes

Win A Trip For Four To Chicago!

Enter the Home Run Inn The Ultimate Chicago Experience Sweepstakes by August 31, 2025, for your chance to win a trip for four to Chicago! This prize consists of a $1,000 Visa Gift Card to use toward airfare for four, a two-night stay in two standard rooms at Hotel Zachary, four VIP Tours of Wrigley Field, four Wendella Chicago Architectural Tours, four tickets to a Chicago Cubs regular season game, the chance to throw out one Ceremonial First Pitch at the start of the game, and a $150 Home Run Pizza Gift Card! Enter today for your chance to win! Good luck!

Win $5,000!

Enter the HGTV Get Outside Giveaway daily until June 25, 2025, for your chance to win a check for $5,000! Enter today for your chance to create your own back yard oasis! Good luck!

Win A Trip For Two To Charleston, South Carolina!

Enter Nature’s Own Small-Town Giveaway Sweepstakes by May 17, 2025, for your chance to win a trip for two to Charleston, South Carolina! This prize includes round trip airfare for two, a five-night stay in a hotel, a carriage ride through downtown Charleston, a hands-on low-country cooking class, a private sunset sail, and $1,500 spending money! Enter today for your chance to win this getaway! Good luck!

Fly Away To See Eric Church In Concert In Nashville!

Enter the Eric Church Live In Music City Giveaway by May 11, 2025, for your chance to win at trip for two to Nashville to see Eric Church in concert! The winner shall receive round trip airfare for two, a two-night stay at Virgin Hotels Nashville, two tickets to Eric Church’s concert, two Evangeline & The Machine vinyls and merch box sets, a Nashville Attraction Pass, and a Music City Gift Bag. Enter today for your chance to win! Good luck!

Win A 7-Night Virgin Voyages Cruise For Two!

Enter the Delta Cruises Giveaway by April 30, 2025, for your chance to win a 7-night cruise for two aboard any sailing offered through Virgin Voyages to Europe up to a retail value of $6,500. Other winners could receive a 7-night Caribbean up to a retail value of $5,000 or a 3-5 night Caribbean sailing for two valued of $3,500. Enter today for your chance to win! Good luck!

Win A Trip For Two To Antarctica!

Enter the NatGeo Disney ourHome Earth Month Sweepstakes daily until April 30, 2025, for your chance to win a twelve-day trip for two aboard the National Geographic-Lindblad Expeditions Voyage to Antarctica trip on either the “National Geographic Endurance Ship” or the “National Geographic Resolution Ship”. The prize includes round trip coach airfare for two and eleven nights of accommodations for two and participation in a guided group travel experience to Antarctica! This prize is valued at $39,080! Enter today for your chance to win! Good luck!