• A ride to school in a police car for one lucky student + two friends
• $40 Frio Gelato gift card

Value: Priceless

Police car ride:

• The ride must begin within the boundaries of the Village of Wilmette and end at a school in Wilmette, IL.
• The maximum number of riders is three (3).
• The minimum age is four (4) years old and a weight requirement of at least 40 pounds and without the aid of a car/booster seat.
• A parent or guardian must accompany the student and sign a waiver of liability.
• The Wilmette Police Department will need approximately 1-2 weeks to coordinate the escort.

• A ride to school in a firetruck for one lucky student + one friend
• $50 Jersey Mike's gift card
• $20 Frio Gelato gift card

Value: Priceless

Fire truck rules:

•  The maximum number of riders is 2.

•  Minimum Age 4 and weight requirement – 40 lbs.

•  If a child requires a belt positioning booster seat, it must be provided.

•  A parent or guardian must be present, and a waiver signed.

•  Subject to availability. We will place the fire engine on a second-call status, but an emergency call must take precedence.

•  After scheduling this Ride to School in a Firetruck, parent must notify the school of the date of the ride.

• Family Photo Shoot Mini Session OR Professional Headshot Shoot with Nicole Jones Photography
• 2 bottles of curated wine from The Bottle Shop

Value: $250

Nicole Jones Photography will provide the winner with either a mini family spring session photo shoot or a professional headshot:

- Mini shoots happen on preset dates and locations during the month of May 2026 around the Chicago North Shore to take advantage of spring foliage/blooms or beach landscapes. Sessions are 20 minutes long with choice of 12 digital images and general editing.

- Professional Headshots happen at the photographer's Wilmette Home Studio either indoors or outside, for 30 minutes and include a clothing change or background change. Must take place by December 31st, 2026. Includes 2 fully edited images of your choice and a full range of fine editing services at no additional cost. 

• Wilmette Park District Family Beach & Pool Pass
• 3 free parking spaces for Independence Day Celebration near Gillson Park on July 3, 2026
• $20 Fat Shallot Gillson Beach gift card
• $20 Frio Gelato gift card
• $50 Jersey Mike's gift card

Value: $500

The combined beach and pool pass will cover a 4-person family for the summer 2026 season.

For 3rd of July celebration at Gillson Park, 3 private parking spots are provided by a D39 Ed Foundation Trustee at 3rd and Central (0.3 mi to Gillson).

• Chef's Dinner for two at any Ballyhoo restaurant
• Private tennis lesson for up to four people with a Wilmette Tennis Club pro
• 2 bottles of wine
• $20 Frio Gelato gift card

Value: $600

Chef's dinner for 2 will include a custom tasting experience with thoughtfully paired beverages at any number of Ballyhoo hospitality locations in the North Shore and Chicago. Redeem before March 1, 2027 and valid Sunday through Thursday.