Cupcake Vineyards - Lollapalooza Sweepstakes

Win a Trip to an Open-Air Concert in Chicago

USA, New Jersey, Woman ready to go on vacations
Want more chances to win trips? Find vacations in the United States or chances to win trips abroad to find more sweepstakes like this one. Tetra Images / Getty Images


Cupcake Vineyards is giving you the chance to win a trip to a big music festival in Chicago. Enter their Lollapalooza Sweepstakes and you could spend four days seeing your favorite rock bands perform. The concert, which is running from August 3rd through 6th, has a lineup including Lorde, The Killers, Blink-182, and tons of other big names. The prize is worth about $4,600.

Sweepstakes Links:

Click Here to Enter this Sweepstakes
Click Here for the Official Sweepstakes Rules
Click Here for the Sweepstakes' Home Page

Note: If the sweepstakes entry link doesn't work for you, try entering through the home page and looking for a link to the sweepstakes.


Free Ticket Sweepstakes, US Vacation Sweepstakes, Medium Sweepstakes, Daily Sweepstakes


USA, 21+

Start Date:

May 01, 2017

End Date:

July 05, 2017 at 5:00 p.m. ET

Entry Frequency:

1 x daily per person/email

Sweepstakes Prizes:

Grand Prize: A six-day trip for two to Chicago, Illinois for the Lollapalooza music festival. The prize includes airfare, hotel, and tickets to each of Lollapalooza's four days of concerts. (ARV: $4,600)

Additional Comments:

Alternate entry by text message.