You and two guests will join host, Paul McNaughton, for 18 holes of golf at Butterfield Country Club, including lunch and drinks before or after the game. (At an agreed upon date/tee time during the 2023 golf season). Expires October, 2023

You and two guests will join host, Bob Thomas, for 18 holes of golf at Chicago Highlands, including lunch before or after the game. (At an agreed upon date/tee time during the 2023 golf season)

You and two guests will join host, David O'Neill, for 18 holes of Golf at Edgewood Valley Country Club, including lunch before or after the game. (At an agreed upon date/tee time during the 2023 golf season. Expires 9/1/23)

You and two guests will join host, Ryan Christensen, for 18 holes of golf at Hinsdale Golf Club, including lunch and drinks before or after the game. (At an agreed upon date/tee time during the 2023 golf season, excludes Saturdays and Sundays)

Package of four 30 minute indoor private golf lessons with Dan Shelden, PGA Professional, selected by Golf Digest as "The Best Teacher in your State" in 2015-16, 2017-18, 2019-20, & 2021-22. Selected as a U.S. Kids Golf "Top 50 kids Teacher" in 2020.

Choose your family adventure and make amazing memories together during a week long vacation. Resorts are near all the best family activities: amusement parks, skiing, beaches, and zoos. The lucky winning family will receive:

- 7 night accommodations for 6 guests in a 2-bedroom resort condo

- Travelers may select from multiple resorts: Hawaii - Kahana Villa Resort (Maui), Lake Tahoe - Tahoe Beach & Ski Club Orlando, FL - Mystic Dunes a Hilton Vacation Club Freeport, Bahamas - The Ocean at Taino Beach

Additional Details:

- You have a full 2 years to complete your travel.

- Reservations must be requested at least 90 days prior to arrival date.

- This package is valid year-round . All resorts and dates are subject to availability.

- Hawaii options in addition to Maui, Hawaii on Kauai, Oahu, and Big Island may be available.

- Resort and amenity fees are not included

Enjoy 4 nights of luxury hospitality in your choice of six resort destinations:

- Arizona Biltmore a Waldorf Astoria Resort in Scottsdale, AZ

- Pendry San Diego in San Diego, CA

- The Dominick, New York, NY

- Montage Laguna, Laguna Beach, CA

- Perry Lane Hotel, in Savannah, GA

- The Langham, Boston in Boston, MA

As the lucky recipient of this Inspirato luxury travel package, you will enjoy:

- Accommodations for 2 guests in a luxury room or suite*

- An Inspirato luxury vacation, inclusive of all nightly rates, taxes, and fees

- A wide selection of travel dates, with one year to make your reservation and two years to complete your trip

- Expert pre-trip planning, an on-site concierge, and daily housekeeping

- A complimentary six-month subscription to the Inspirato Club, providing access to hundreds of luxury vacation options at members-only rates

*Subject to availability.

Please see item 107 to skip the auction and buy this package now!

Grab your friends and enjoy a 4-hour Cruise on a custom 2021 Sunseeker 75-foot Yacht.

The yacht will depart from City Winery on the Chicago River. You and your guests can relax and enjoy the ride as the boat captain and crew runs the charter and assists in serving guests.

Drinks and food are included! 8-10 guests maximum with date to be mutually agreed upon but before October 1, 2023.

Gents & Ladies, are you looking for the perfect Valentine's package all ready to go? Look no further! This package includes a $250 gift card to Thassos Greek Restaurant for dinner, a $50 gift card to The English Garden to pick up a bouquet of flowers, and the gift of jewelry from Zablers (A Sterling Silver Paper Clip 18' Chain Necklace and Paper Clip Dangle Earrings Set) - all right here in our very own Clarendon Hills! This package also includes a night of babysitting (Up to 5 hours, expires July 2023) from one of our fabulous CHIW Junior Board members.

Another perfect pampering Valentine's package all in one! Let your significant other feel beautiful with an afternoon at Levato Salon and Skin Lab. With this certificate, they will be treated to a blow dry style, mini facial, and a spray tan. They will also receive a gift of beauty serum. Then, treat them to a Chef's Dinner for 2 at Topaz Cafe. Finally, gift them with a $25 gift card and a bracelet from Alixandra Collections.

Make your significant other feel fancy on their birthday with this amazing package! Send them off to feel beautiful with a blow dry style with Carey at Salon Sapphire (Expires 12/31/23). Then, treat them to dinner at the new M Room Restaurant in Downtown Chicago! At the brand new M Room in downtown Chicago, the culinary team behind Roka Akor have created a one of a kind, ten-course tasting menu highlighting the ingredients and flavors used in the Macallan Whisky making process. Enjoy a Chef's Tasting for two people with beverage pairings included. The M Room team has worked closely with The Macallan culinary team in Aberlour, Scotland to integrate native barley, yeast, oak, sherry and whisky in the ever- changing tasting menu. The exclusive beverage pairings are designed for those new to Scotch Whisky and enthusiasts alike (expires 8/31/23). Finally, present them with the gift of $200 to Images Med Spa to continue feeling forever young (Expires 1/27/24).

Treat your man this Valentine's Day with one men's haircut with Paul at Salon Sapphire (Expires 12/31/23). Plus, a gift basket from Four Sons Mercantile (Vintage Charm's Men's Store), including Woodford Reserve Old Fashioned Syrup, Woodford Reserve Orange Bitters, a stylish flannel flask, two leather coasters, Mistral Bourbon Vanilla body wash, and deodorant block + refill to throw in your gym bag. And a $100 Gift Card to Old Town Pour House for a night out with his buddies.

Pamper Mom for her birthday with a day out. She will enjoy an Ultimate Makeover at Bukes, which includes haircut, blowdry and style, and Bukes Conditioning Gloss Treatment,(Expires 10/31/23) and a gift basket filled with mousse, shampoo, conditioner, hand treatment, and hairspray! Plus, a $25 gift card to Cafe La Fortuna and a 60-minute massage from Sea Zens Massage (Expires 12/1/23).

Take your birthday boy/girl out to brunch to celebrate with $60 in gift cards to Egg Harbor. Then give gifts galore: a $50 gift card and a Planet Lollypop Kit from I Want Candy, a certificate to Brooklyn Boulders for one Introduction to Climbing Class in the west loop. This hour-long class will go over the basics of bouldering in a small group setting. Ages 14+. Expires 12/1/23. Plus, four half-hour music lessons of your choice from Hinsdale Music Studio (drums, guitar, bass guitar, or piano. Expires 5/31/23).

Head out for some fun with your friends! Enjoy dinner at Neat Kitchen and Bar and then head to Board and Brush in Downers Grove for some painting and fun. Package includes a $100 gift certificate to Neat and a $73 gift certificate to Board and Brush.

Host your friends for an evening of wine and bites. Enjoy a 6 bottle in-home wine tasting for 14 to 20 people with a private Wine Advisor for 2 hours (expires 5/31/23; certificate can also be redeemed for virtual tasting if the winner so chooses). While sipping wine, munch on a charcuterie board with your $150 gift card from Gone Grazy (expires 1/27/2024) and enjoy $50 worth of treats from Toni Patisserie and Cafe.

Cheers! Toast in style with 4 magnums of Dave Phinney Wines: OSC 8 Years In the Desert 1.5L, OSC Abstract 1.5L, OSC Palermo 1.5L and OSC Papillon 1.5L Bottles can be autographed by Dave Phinney when he comes to Chicago if winner chooses.

Have fun with a Private Shopping Party at Vineyard Vines Oakbrook... Plus, $300 off your purchase during the party, 15% off Full Price Merchandise for you and all of your guests during the party, and some Vineyard Vines swag! (Party to be held before or after store hours and cannot be held on a Saturday or during a storewide sale. Expires 1/27/24)

Laugh all night with your friends! Enjoy dinner out with $50 in gift cards to Capri Restaurant in Burr Ridge and then head out for some laughs with Six "Zickets" for complimentary admission to Zanies Comedy Club. Can be used at either the Chicago or Rosemont Location. Reservations required; Not valid on Saturdays & Special Events; two-drink minimum and $3 per person service fee may apply. Ages 21+ only. Expires 1/27/24.

Enjoy a delicious Family Dinner Seafood Boil prepared by two of our fabulous CHIW Junior Board Member chefs, delivered to your house for up to 6 people. A selection of seafood, smoked sausage, potatoes and corn will be steamed in a giant pot. Then the chef will throw down newspaper and drop the food onto it for you to dig in. Get prepared for a delicious (albeit slightly messy) fun night in! Expires July 2023

Give your favorite Bears fan a piece of memorabilia! Bid on a 2022 Limited-Edition Laser Autographed Chicago Bears Photo (8x10).

Shop 'til you drop at Oakbrook with a 90-minute personal shopping experience from The Perfect Pair, then have fun spending your $100 gift card to Lilly Pulitzer (may be redeemed online or in store), and then, relax with a cocktail and dinner with $100 to Antico Posto (valid Sunday through Friday, not valid Valentine's Day or New Year's Eve, valid for food and beverage only, not valid for gratuity, cannot be combined with any other certificate type or promotional offer.) Expires 1/27/24.

Treat yourself to a photofacial 3 treatment package for face and neck from Burt and Will Plastic Surgery and Dermatology. Photofacial is an intense pulsed light treatment to treat pigmentation from sun damage and improve overall skin tone using Cutera Limelight Laser technology. Expires 4/27/23.

Look fabulous with a $200 gift card for hydrafacial and mask from Sheth Dermatology with Rivitalash cosmetics, firming cream, getting ready cream, blending brushes, and eye gel mask. Expires 6/23.

The Echelon Connect EX-5s Exercise Bike delivers immersive, studio-quality fitness experiences from an HD touchscreen display. Compete on the Leaderboard and reach your fitness goals with 24/7 access to live and on-demand classes led by world-class instructors (subscription not included). Echelon, creating a higher standard in connected fitness! Premium Features: HD Touchscreen Display: Available in 22" Class and 10" Class; Elevated Bullhorn Handlebars with Elbow Rests; (2) Large Bottle Holders Below the Handlebars for Easy Access; Screen Flips 180° for Off-Equipment Cross-Training; Dual-Sided SPD Compatible Pedals with Toe Cages; Adjustable Seat and Handlebars: Height and Depth (Up/Down and Fore/Aft); Vented Competition-Style Seat

Get your yoga on with one free Month of Yoga AND A Private "Vino and Vinyasa" party for up to 20 people at Yoga Six (Expires 1/27/24). Plus, a new yoga mat, cup, and shirt!

Just Lift Fitness 30-minute assessment and 30-minute personal training session, including: Inbody Scale, internal/external evaluation, review goals, and prescribed program. Plus take home a Just Lift Fitness gift certificate for $50 towards any services, Just Lift Shaker Cup, and $100 gift card to Lomo Juice Company - fresh cold pressed organic juice available for delivery once a week in Hinsdale.

1-hour outdoor private tennis lesson with Hinsdale Central Varsity Tennis Coach Bill Alex, hitting session or fun doubles match with Hinsdale Central Varsity Girls Tennis players (expires 7/31/23), plus, 2 Head Radical Pre-Strung Racquets, Roger Federer Wilson Racquet Bag, 3 sets of Wilson Grips, Gamma Ball Hopper, and 5 cans of Babolat Tennis Balls from Tennis Ballerz.

Are you looking to balance hormones, gain energy and shed unwanted pounds? Do you want to feel good and look good for Spring Break 2023? Join the Health Coaches of Younique Balance Health Coaching (Jen Alsman and Lauren Solberg) and Gina Neill, Functional Nutrition Counselor for our next round of our virtual program, Better Body Blueprint. This package includes 1(one) free entry in the February 27th round of Better Body Blueprint! We have teamed up for a 4-week holistic approach to diet and lifestyle that will have you feeling better from the inside out.

Get fit, feel confident and gain energy at Iron Flag Fitness! This auction item includes:

30-Day Kickstart Package from Iron Flag Fitness (4 Assessment Sessions + Unlimited Classes)

1 Month Ascend Nutrition Coaching (Includes nutrition coaching + 1 tub of protein powder).

3 Personal Training Sessions

Expires April 30, 2023.

A Private Pickleball Group Lesson for Four Players. 1 1/2 hours with Jackie Wingard, a tennis and Pickleball pro at Midtown Athletic Club in Willowbrook (Expires 1/26/24). Two pickleball paddles included!

Help your student reach their goals with a $200 voucher for classes at Level Up Academy (expires 12/31/23). Level Up classes are developed to align with the Common Core Curriculum and enhance student understanding of grade-level appropriate concepts through the use of hands-on learning.

Take care of your best friend with one weekday pet sitting at Classic Kids Photography and an 8 x 10 archival photograph. Can do Saturday sitting for additional $100. Same family may not purchase both Classic Kids photography packages. Expires Sept. 2023. Plus, your fur baby will enjoy 2 dog walks from one of our fabulous CHIW Junior Board Members at mutually agreed upon dates/times/location. Expires July 2023.

Help your elementary school student sharpen their skills with 2 one-hour sessions of private tutoring from a fabulous member of the CHIW Junior Board. Subject to mutually agreed upon dates/times/locations. Expires July 2023.

Make your home "Smart" with this awesome collection of smart home gadgets. Package includes: 2 SwitchBot Indoor Security Cameras (Indoor Cam and Pan/Tilt Cam); NEST Doorbell Wired Gen2; 2 SwitchBot Blind Tilt Automation Motors; Assorted SwitchBot Sensors and Switchbot Hub; Original SwitchBot, SwitchBot Remote, Motion Sensor; 4 Shelly Smart Edison Vintage Light bulbs; 2 Shelly RGB Smart Light bulbs; Shelly Smart WIFI Plug; Mini Video Projector. "The Hook Up" YouTube Channel can help you get hooked up!

Enjoy a wine tasting for two, a magnum bottle of Cabernet Sauvignon and a 3-Month Wine Club Membership at Cooper's Hawk Winery and Restaurants. With the Wine Club Membership you will receive newly released Cooper's Hawk wine each month plus enjoy benefits such as invitations to members-only events, exclusive discounts, points on purchases, and the Wine Club Newsletter with information on new wines, special events, and great recipes.

Stock your bar and pantry! Basket of Booze includes: Keeper's Heart Irish + American Rye, Keeper's Heart Irish + Bourbon Whiskeys, Prairie Organic Spirits - Prairie Organic Vodka, flavored vodkas and gin as well as fun spirits items. Enjoy these drinks with a bag of goodies from Trader Joe's.