Windy City Harley-Davidson® 14000 W Rockland Rd, Green Oaks, IL 60048
Map & Hours
(847) 662-4500
(847) 662-4500

Rolling Sturgis to MKE

ROLLING STURGIS TO MILWAUKEE GIVEAWAY

NOW — JULY 31st

Get ready for the ride of a lifetime! Enter for your chance to be part of Harley-Davidson®'s Rolling Sturgis to Milwaukee!

Ten lucky qualifiers will win an unforgettable trip to the legendary Sturgis Motorcycle Rally, including:

  • A 3-night stay at the iconic Pappy Hoel Campground
  • A $1,500 Visa® or American Express® Prepaid Card to help cover travel expenses
  • Exclusive campaign swag

Then, on August 13, one grand prize winner will be selected at the Sturgis Motorcycle Rally to take home a BRAND-NEW 2026 Harley-Davidson® CVO™ Street Glide® Limited in Electric Coast.

RSVP FOR YOUR CHANCE TO WIN BIG!

Be one of the first 200 guests to RSVP and visit our dealership to receive a numbered voucher that could be worth an additional $1,000 cash gift card if you win one of the grand prize motorcycles.


HOW IT WORKS

  1. Complete and submit the RSVP form.
  2. Visit our dealership and show your confirmation email to claim your numbered voucher.
    1. Vouchers are available on a first-come, first-served basis and are limited to the first 200 qualified guests.
  3. Register for your chance to win incredible prizes!

Completing the RSVP form does NOT automatically enter you into the sweepstakes. Registration for the sweepstakes must be completed separately.

*NO PURCH/PAYMENT NECESSARY. Enter from 6/1/2026 9 AM ET until 7/31/2026 at 11:59 PM ET at a local participating dealer. You must be legal US (excl HI) res, 21+. Other eligibility restrictions apply. To enter, visit participating Harley-Davidson® Dealer, scan QR code & follow instructions by 7/31/2026 at 11:59 PM ET. Rolling Sturgis Qualifiers & secondary prize entries will only be accepted from 6/1/26 thru 6/30/26. Winners determined on or around 7/1/2026. Qualifiers for Rolling Sturgis motorcycle prize must attend Live Giveaway Event in person on or around 8/13/2026 for a chance to win. Rolling Milwaukee Qualifiers and secondary prize winners determined on or around 8/3/26. Qualifiers for Rolling Milwaukee motorcycle prize must attend Live Giveaway Event in person on or around 9/5/2026 for a chance to win. All Motorcycle Prize winners must pay tag/title/dealer & fees prior to prize receipt. Potential Qualifiers & winners for all prizes must respond within 48 hours of email from Mighty Loud to win. Approx value of all prizes: $152,998. Other restrictions & eligibility limitations apply. See full rules (avail at particip H-D® dealers or rollingusa.com) for prize descriptions, odds & other info. Sponsor/Operator: Mighty Loud Enterprises, Inc. Void where prohibited. ©2026 Mighty Loud Enterprises, Inc. and affiliates. ©2026 H-D or its affiliates. H-D, Harley, Harley- Davidson and the Bar & Shield Logo are among the trademarks of Harley-Davidson Motor Company.