| Wed | 05/13/26 | 06:40:00 PM | SA7 | Beer Can - Tuneup Race | Beer | fleet |
| Sun | 05/17/26 | 11:00:00 AM | SA7 | Performance Series - Race 1 (Olympic) | Perf | fleet |
| Wed | 05/20/26 | 06:40:00 PM | SA7 | Beer Can - Race 1 | Beer | fleet |
| Sat | 05/23/26 | 11:00:00 AM | SA7 | Performance Series - Race 2 (Btrap) Weathermark Regatta | Perf | fleet |
| | | SA7 | Performance Series - Race 3 (W-L) Weathermark Regatta | Perf | fleet |
| | | | Weathermark Regatta | Wmrk | fleet |
| Wed | 05/27/26 | 06:40:00 PM | SA7 | Beer Can - Race 2 | Beer | fleet |
| Sat | 05/30/26 | 11:00:00 AM | SA7 | Performance Series - Race 4 (Trapezoid) | Perf | fleet |
| Sun | 05/31/26 | 10:00:00 AM | SA7 | Long Distance Series - Race 1 (Zimmer) | Long | fleet |
| 05/31/26 | 10:00:00 AM | SA7 | Open Long Distance Race - (Zimmer) | Phrf | fleet |
| Wed | 06/03/26 | 06:40:00 PM | SA7 | Beer Can - Race 3 | Beer | fleet |
| Sun | 06/07/26 | 10:00:00 AM | SA7 | Long Distance Series - Race 2 (Skippers Club) | Long | fleet |
| | 10:00:00 AM | SA7 | Open Long Distance Race - (Skippers Club) | Phrf | fleet |
| Wed | 06/10/26 | 06:40:00 PM | SA7 | Beer Can - Race 4 | Beer | fleet |
| Sat | 06/13/26 | 11:00:00 AM | SA7 | Performance Series - Race 5 (Btrap) Crowleys Regatta | Perf | fleet |
| | | SA7 | Performance Series - Race 6 (W-L) Crowleys Regatta | Perf | fleet |
| | | | Crowleys Regatta | Sptx | fleet |
| Sun | 06/14/26 | 11:00:00 AM | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 1 (Btrap) | Lady | fleet |
| | | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 2 (W-L) | Lady | fleet |
| Wed | 06/17/26 | 06:40:00 PM | SA7 | Beer Can - Race 5 | Beer | fleet |
| Sat | 06/20/26 | 09:00:00 AM | SA2 | Long Distance Series - Race 3 (to Waukegan) | Long | fleet |
| Sun | 06/21/26 | 09:00:00 AM | WFM | Long Distance Series - Race 4 (from Waukegan) | Long | fleet |
| Wed | 06/24/26 | 06:40:00 PM | SA7 | Beer Can - Race 6 | Beer | fleet |
| Sat | 06/27/26 | 11:00:00 AM | SA7 | Performance Series - Race 7 (Trapezoid) | Perf | fleet |
| Sun | 06/28/26 | 11:00:00 AM | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 3 (Btrap) | Lady | fleet |
| | | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 4 (W/L) | Lady | fleet |
| Wed | 07/01/26 | 06:40:00 PM | SA7 | Beer Can - Race 7 | Beer | fleet |
| Sun | 07/05/26 | 11:00:00 AM | SA7 | Competition Series - Race 1 (Olympic) | Comp | fleet |
| Sat | 07/11/26 | 11:30:00 AM | SA7 | Long Distance (Mackinac Race) | Long | fleet |
| Wed | 07/22/26 | 06:40:00 PM | SA7 | Beer Can - Race 8 | Beer | fleet |
| Sun | 07/26/26 | 11:00:00 AM | SA7 | Competition Series - Race 2 (Btrap) Northern Insurance / Ulatowski Regatta | Comp | fleet |
| | | SA7 | Competition Series - Race 3 (W-L) Northern Insurance / Ulatowski Regatta | Comp | fleet |
| | | | Northern Insurance Regatta / Ulatowski | Spt_ | fleet |
| Wed | 07/29/26 | 06:40:00 PM | SA7 | Beer Can - Race 9 | Beer | fleet |
| Sun | 08/02/26 | 11:00:00 AM | SA7 | Competition Series - Race 4 (Trapezoid) | Comp | fleet |
| Wed | 08/05/26 | 06:40:00 PM | SA7 | 100 Boats on a Beer can | Beer | fleet |
| Sat | 08/08/26 | 10:00:00 AM | SA7 | Long Distance Series - Race 5 (to Hammond) | Long | fleet |
| Sun | 08/09/26 | 10:00:00 AM | MRK1 | Long Distance Series - Race 6 (from Hammond) | Long | fleet |
| Wed | 08/12/26 | 06:40:00 PM | SA7 | Beer Can - Race 10 | Beer | fleet |
| Sun | 08/16/26 | 11:00:00 AM | SA7 | Competition Series - Race 5 (Btrap) Marano Regata | Comp | fleet |
| | | SA7 | Competition Series - Race 6 (W/L) Marano Regata | Comp | fleet |
| | | | _Marano Regatta | Dmr_ | fleet |
| Wed | 08/19/26 | 06:40:00 PM | SA7 | Beer Can - Race 11 | Beer | fleet |
| Sat | 08/22/26 | 11:00:00 AM | SA7 | Double Handed (with Halyard Hustle) | Dble | fleet |
| Sun | 08/23/26 | 11:00:00 AM | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 5 (Btrap) | Lady | fleet |
| | | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 6 (W/L) | Lady | fleet |
| Wed | 08/26/26 | 06:40:00 PM | SA7 | Beer Can - Race 12 | Beer | fleet |
| Sat | 08/29/26 | 11:00:00 AM | SA7 | Treasure Island Marine Services Lady Skipper Series - Race 7 (Trapezoid) | Lady | fleet |
| Sun | 08/30/26 | 11:00:00 AM | SA7 | Competition Series - Race 7 (Trapezoid) | Comp | fleet |
| Wed | 09/02/26 | 06:40:00 PM | SA7 | Beer Can - Race 13 | Beer | fleet |
| Fri | 09/04/26 | 06:00:00 PM | SA4 | Long Distance Series - Race 7 Tri-State (Chicago to St Joe) | Long | fleet |
| Wed | 09/09/26 | 06:40:00 PM | SA7 | Beer Can - Race 14 | Beer | fleet |
| Sat | 09/19/26 | 11:00:00 AM | SA7 | Commodores Cup - Race 1 | Comm | fleet |
| | | SA7 | Commodores Cup - Race 2 | Comm | fleet |
| | | SA7 | Commodores Cup - Race 3 | Comm | fleet |
| Sun | 09/13/26 | 11:00:00 AM | SA7 | Commodores Cup - Makeup date | Comm | fleet |
| Wed | 09/16/26 | 06:30:00 PM | SA7 | Cyc Beer Can - Race 1 | Beer | fleet |
| Wed | 09/23/26 | 06:30:00 PM | SA7 | Cyc Beer Can - Race 2 | Beer | fleet |
| Sat | 09/26/26 | 11:00:00 AM | SA2 | Four Crib Fiasco | Casual | fleet |
| Sun | 09/27/26 | 11:00:00 AM | SA7 | Noon Whislte Brewing MORF Open - Race 1 | Open | fleet |
| | | SA7 | Noon Whislte Brewing MORF Open - Race 1 Area-III | Opat | fleet |
| | | SA7 | Noon Whislte Brewing MORF Open - Race 2 | Open | fleet |
| | | SA7 | Noon Whislte Brewing MORF Open - Race 2 Area-III | Opat | fleet |
| | | SA7 | Noon Whislte Brewing MORF Open - Race 3 | Open | fleet |
| | | SA7 | Noon Whislte Brewing MORF Open - Race 3 Area-III | Opat | fleet |
| | | | Boat of the Year | Boty | fleet |
| | | | Season Summary | Seas | fleet |
