Tag Archives: featured

2019 Other Half and Riding Season Kick-off Dinner

Our Other Half dinner will be held on Sunday April 28th at 6 PM. Please plan on attending and respond by April 22nd.

This year the Other Half Dinner will be at:

Rack House Kitchen & Tavern
222 E. Algonquin Rd
Arlington Heights

$25.00 per person (cash bar)

We have a lovely evening planned, in a nice, roomy space!
Dinner will be presented buffet style and includes dessert and soft drink, coffee or tea.

If anyone has ideas for entertainment please contact us.

We will be having a Coffee Mug exchange this year. If you would like to participate, please bring a new coffee mug, wrapped.

For more information;


2019 Ride Schedule

  • Ride to Hinckley, Il South Moon BBQ , May 5, 2019
  • First Ride of 2019. Western Route. Meet at Japser for Breakfast. Evanston Police Dept Motorcycle officer to join us for fellowship and breakfast. https://www.meetup.com/chaiwayriders-chicago/events/259916555/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJDNhZTRmNGIzLTY5NzQtNGEzNi05MDdmLTdiZDJhZDI0NmE1ZA
  • Rock River Ride , heading west to Oregon, Il, June 9, 2019
  • Join us for a leisurely Ride out west to Oregon IL scenic rural ride. Rabbi Moshe Wolfe from the Chicago Police Chaplain Ministry to stop by before the ride to share breakfast and provide blessing for our members. https://www.meetup.com/chaiwayriders-chicago/events/259916809/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJGFkYzY0NDY4LTk4MWMtNDc4OS05OWMxLTQwYTY5OGUzNjZkOQ
  • Baby Face Nelson’s Last Ride, NW Illinois and Wisconsin Ride, July 7, 2019
  • Join us for a ride to Lake Geneva Wisconsin and then to Barrington IL with a stop in Lake Geneva for lunch and Woodstock for a break , https://www.meetup.com/chaiwayriders-chicago/events/259917039/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJGNhZjE0ZjFiLThmMjYtNGNhNi04MTFiLTkyYzQ4NjNlYTRhNw
  • Hesston Steam Train Museum (LaPorte County, In… August 4, 2019
  • Join us for a ride to N/W Indiana to Hesston Steam Museum
    150th Anniversary of Transcontinental railroad , https://www.meetup.com/chaiwayriders-chicago/events/259917424/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJDI1NGM2NDM4LTY0ZGEtNGI2OS1iZDlkLTNhMGZiZTNlY2YwZg
  • Route 66 ride to Pontiac, IL , September 1, 2019

Join us for a club favorite repeated ride to Pontiac IL via old Route 66, https://www.meetup.com/chaiwayriders-chicago/events/259917839/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJGEzMDlkOGI4LTI5MzUtNGI2ZS1hODUxLTM0MTBhY2Q0YmM0OA

Tunnel Of Trees Ride (N/W Suburbs) Fall Color Ride, October 6, 2019…

Join us for fall colors ride , https://www.meetup.com/chaiwayriders-chicago/events/259918606/?rv=ea1_v2&_xtd=gatlbWFpbF9jbGlja9oAJGJjZGQ2YjQzLTQ0YTYtNGQ1Mi04N2RiLWZhM2ZmNTJkMWRjZg

Western Suburb Ride September 9

Ride from Jaspers thru Western Suburbs to Schmidts for Lunch
https://schmidtstownetap.com/menu/ and then to Grahams Fine Chocolates and ice cream Geneva IL https://www.grahamschocolate.com/

John F. led the group of eight bike through the NW suburbs ultimately following a scenic route along the Fox River through Geneva, Batavia and St Charles. Ultimately ending up in Elburn, Il. for lunch at Schmidt’s.   It happened that the Rolling Thunder riding group was just getting organized for their planned Poker Run.  About 50 bikes were already on site when we arrived with more on the way.  

Quick stop for gas on the route.

Lined up with the Rolling Thunder Group getting ready for lunch



R2R 2018 Cleveland, Oh

The 2018 Ride to Remember (R2R) was held in Cleveland, Ohio, June 21-23, and supported the Maltz Museum of Jewish Heritage (http://www.maltzmuseum.org/). 

The event began with a Thursday Meet ‘n Greet at the Westin Hotel in downtown Cleveland (our host hotel). 

The main event, the Ride to Remember, took place on Friday morning and culminated with presentations and tours at the Maltz Museum. 

Rock and Roll Hall of Fame, Current and incoming President address the attendees

Chaiway Riders in attendance at the Maltz Museum

Cleveland Skyline at Sunset

Attendees prepare for R2@ ride on Friday Morning

Safety discussion prior to departure

On Saturday, the JMA host club, The Shul Boys, organized a variety of motorcycle tours of the Cleveland countryside; and a farewell dinner was held Saturday night at the famous Rock and Roll Hall of Fame at the Cleveland lakefront.

This year the collective clubs from around the world donated $78,500 to the Maltz Museum of Jewish Heritage.  






8:30 AM Breakfast Meeting at Jasper’s Cafe

When we change to Daylight Savings Time our breakfast meeting time stay at 8:30 am. We gather every Sunday  to meet, eat and socialize. Everyone is welcome.  Jasper’s Cafe in Glenview is where we enjoy a full-menu breakfast and have time to socialize (and on occasion argue).  Jasper’s is kind enough to accommodate our group in a separate dining area.  Our orders are placed with the wait staff by  8:45 am so we can make sure a time departure for our rides. During the riding season it’s kickstands up at 9:30 am for the group ride.   

If you want to learn more about Jewish motorcycle riding or are thinking about joining the Chaiway Riders, then breakfast at Jasper’s is the best way to meet us and become a member.  We do a lot more than just ride.

Jasper’s Cafe
1913 N. Waukegan Road
Glenview, IL  60025

(847) 486-1958


Hope to see you there!

Ozark Mountain Chai

First Night in St. Louis Ready for Dinner
First Night in St. Louis Ready for Dinner

Our trip to the Ozarks began with a Saturday ride down Route 66 from Chicago to St. Louis.  There was a threat of rain off and on during the day, but nothing substantial ever materialized.  On our first night we celebrated Shelly Brostoff’s birthday.

After a somewhat late start because of a flat tire (and it being a Sunday with all the shops closed) we headed out with the disabled bike secured on a rental trailer.  Scarcely 30 minute later we were in the middle of a deluge and had to seek shelter at a weigh station.

Marty looking for something to drink at the vending machine.
Marty looking for something to drink at the vending machine.

An hour later the weather cleared and we made our way to Eureka Springs, AR where we spent three days touring the area with a local guide who knew all the roads, scenic stops, and places to eat.

Our return was via Branson, MO where we took in a show.

The next morning it was off to Hannibal, MO where we arrived in time to take in several of the Mark Twain historical sites and had dinner while cruising on a Mississippi River Boat.

The final day was split between a scenic ride along the Illinois River and a mad dash on the interstate back to Chicago.

All in all six nights and seven days riding some of the best roads in the midwest.

[Photos to follow.]