Letter to Riders

Dear Teammates,

The CUBS are the Chicago Urban Bicycling Society. We are a VOLUNTEER-led community of riders who join together each year to ride RAGBRAI, enjoy the hospitality of the people of Iowa, and give a little bit back to the state that welcomes the world every July.

RAGBRAI 2021 was among the best years ever for the CUBS! As always, we had a great route, wonderful hosts, and a great group of riders. Read all about it and see our photos on the second drip-down off of the home page. As the great RAGBRAI sage Carter LeBeau would say, "There are less than 144 days to RAGBRAI!"

RAGBRAI is going across Iowa again in 2022 for the 49th year. CUBS will be there too, celebrating our 26th anniversary on RAGBRAI!

RAGBRAI XLIX will be held Saturday, July 23 through Saturday, July 30 and registration is now open. Here is everything veterans and rookies need to know to sign up.


  • You will pay for your RAGBRAI registration (wristband) and optional RAGBRAI merchandise when you register with RAGBRAI.
  • You will register with CUBS using our online registration form.
  • You will email CUBS important documents we need to have from you.


We take registration on a first-come, first-served basis, so register early to be assured of a spot. After our registration fills, there will be a waiting list. If you are on the waiting list, don’t be discouraged. We have cancellations every year, and we haven’t turned anyone away from the waiting list in over 10 years.


You pay RAGBRAI $175 plus 6% tax (total $185.50) for each rider’s wristband plus the cost of any optional RAGBRAI merchandise your order.

You pay CUBS $800 per person, by check only. You may pay in installments; details below. Your CUBS registration fee includes:

    1. Membership in CUBS
    2. Transportation to and from Iowa
    3. Planning and housing/camping arrangements by CUBS volunteers
    4. The best support crew in Iowa!
    5. 2022 CUBS 25th anniversary bike jersey ($75 value)
    6. 2022 CUBS T-shirt (priceless)
    7. A night in a hotel midweek depending on availability (we'll pick your roommates)
    8. Team dinner
    9. Gifts for our host families
    10. Continental breakfast daily
    11. Snacks, pop and beer at the end of the day
    12. Awards at the end of the ride
    13. Much more


Registering to ride RAGBRAI with the CUBS happens in three steps. You are not registered to ride with the CUBS until all three steps have been completed.

STEP 1: Register with RAGBRAI and pay your registration fee and any optional merchandise.

  • Go to www.ragbrai.com
  • Click LOGIN. If you already have an account with RAGBRAI, enter your username and password. Otherwise, create an account.
  • Click REGISTER. Be sure to register as a member of a group, not as an individual rider. CUBS(57) is our group name. When prompted, select “Weeklong rider.”
  • Purchase any optional RAGBRAI merchandise you would like.
  • Pay your RAGBRAI registration and any optional merchandise directly on the RAGBRAI website, not to CUBS.

STEP 2: Register electronically with CUBS through this link.

STEP 3: Scan your driver’s license, health insurance card, and auto insurance card, and email to both Brad (brad@lawyerbrad.com) and to David (david@sherikamikow.com). Mail your check, payable to CUBS, to our treasurer, as instructed when you register with CUBS. David Goodman’s address is 1310 N. Ritchie Court, Unit 19A, Chicago, IL 60610. Unfortunately, we can’t take credit cards, debit cards, or electronic payments.


  • When you register - Initial deposit of $250 to CUBS is due. You are not registered until we have your initial deposit.
  • Fegruary 14, 2022, 11AM - CUBS Kickoff Brunch at Misericordia Home in Chicago (Depending on COVID restrictions). Invitations will be sent around January 10th. Bring your spouse or significant other, and any friends that might also be interested in riding. The brunch will cost approximately $25 per person including the tip. It’s quite lovely. After brunch we’ll have a team meeting and talk about the ride!
  • April 15, 2022 - Second Installment due ($250).
  • May 15, 2022 - Final Installment due ($300).
  • June 2022 - “Meet the CUBS” Pizza Party (Time Date & Place TBA)
  • July 24, 2022 - Leave for Iowa from Lincolnwood, IL.

If you have any questions email me at brad@lawyerbrad.com . My contact information is: 2108 W. Devon Avenue, Chicago, IL 60659. My phone is 773-761-9900 (office) or 312-919-0700 (cell).

As the great RAGBRAI sage Carter LeBeau would say, “There are less than 144 days to RAGBRAI XLIX!”.

Wishing you and yours a very joyous holiday season,

Brad Prendergast,
President, CUBS
Bradley E. Prendergast, Attorney at Law
2108 W. Devon Avenue Chicago, IL 60659
Office: (773) 761-9900 FAX: (773) 761-9971 Cell: (312) 919-0700