Sorry, this sweeps has ended but see more current Sweeps to enter on Freebies 4 Mom. Enter weekly for a chance to win the Walgreens Happy & Healthy Holiday Sweepstakes. Remaining entry periods include: Dec. 9-15, Dec. 16-22 and Dec. 23-29. There will be 1 Grand Prize winner of a trip for two to Chicago (value $6,300) and 90 First Prize winners of a $100 Walgreens Gift Card. This sweeps started Oct. 28 and ends Dec. 29 which breaks down to about 1 winner per day.