| 2019 | 2020 | 2021 | 2022 | |
| January | Ski campout | Skiing at Devil’s Head | Skiing at Alpine Valley | Skiing at Cascade Mountain, Camp Wawbeek, WI |
| February | Klondike @ Cantigny | Klondike @ Camp Big Timber | Klondike @ Cantigny | Klondike @ Cantigny (T) |
| March | Orienteering @ Waterfall Glen | No Campout | Horseback Riding | |
| April | Kalamazoo Air Zoo and camping at Roto-Kiwan, MI | Rainbow Council Scout Reservation, Morris IL (Rifle, Archery, Shotgun) | Airzoo | |
| May | Maquoketa Caves State Park IAandTrap shoot @ Oak Park Sportsmen’s Club | Camping at Von Oven Go Ape ZipLine | Makokena Caves | |
| June | Kayaking @ Morris, IL | Backyard Camping Virtual Campout Crew Seabase sailing @ Florida Keys | Fishing at Shabonna State Park Crew Seabase sailing @ Florida Keys | Great America/ Van Patten Woods, 3-5 Jun |
| July | Owasippe Summer Camp Crew Canoe Backpacking @ Manistee National Forest | Owasippe Summer Camp | Owasippe Summer Camp 10-16 July | |
| August | Van Buren Dunes, South Haven, MI | River Canoeing at Shades State Park, IN | ||
| September | Boulder Scramble at Devil’s Lake State Park, WI | Alpine Luge at Chestnut Mountain Resort; Mississippi Palisades State Park, IL | ||
| October | Biking @ Rock Cut State Park, IL | Fossil Hunting, Illinois State Park | ||
| November | Webelos Orienteering @ Von Oven Crew Escape Room @ Chicago | Devils Lake Bouldering/Hiking, Baraboo, WI | ||
| December | Electronics Lock-in | Electronics Lock-in |
Introduction to Leadership Skills for Troops (ILST)
Training youth to be leaders is an ongoing process that begins immediately when a Scout accepts a leadership position in the troop.
The purpose of ILST course is to teach Scouts with leadership positions about their new roles and the organizational & leadership skills needed to most effectively reach success in that role. All Scouts are eligible to attend but it is required for any new leadership positions who have not taken the course like SPL, ASPL, PL or APL.
Troop 100 typically holds ILST after each election cycle. Below are the time/dates for when it will be taught:
| Sign up list | Dates | Time | Location |
| https://forms.gle/WwLDPLBegjipy9hDA | October 1st, 2022 | 1:00-4:00 | Cantigny Park 1S151 Winfield Rd Wheaton IL 60189 |
| March 11th, 2023 | TBD | TBD |