The Chicago Match Cup is the opening stage of the 2026 USA Grand Slam, held at the Chicago Yacht Club from 14th–16th August. Eight teams from the USA and around the world will be competing in Tom 28 class keelboats.

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 Overall placings 
1. NZL Josh Hyde, Zach Fong, Nick Drummond, Nick Cheesemore, Jack Duffy
2. USA Christian Prendergast, Telmo Basterra, Teddy Graham, Peter Barnard, Kira Mahoney
3. AUS Marcello Torre, Xavier Bates, Vassilis Katsaitis, Riley Evans, Nora Donahue
4. USA William Stratton, Matei Meglic, Lucca Farrell, Ana Stewart, Sidney Gathrid
5. USA Peter Holz, Ian Beckley, Hector Guzman, John Hammand
6. CAN Alexander Heinzemann, Brian Tait, Aryeh Kozuch, Cam Wallace
7. AUS Tom Picot, Armond Clabon, Damien Fleury, Frank Laveant, Josephine Burns
8. USA Molly Carapiet, Evan Cahill, Emma Cowles, Ben Louttit, Hailey Thompson
Final 1 2 3 4 5 W
Christian Prendergast Christian Prendergast, USA 0 0 0 0
Josh Hyde Josh Hyde, NZL 1 1 1 3
Petit Final 1 2 3 W
William Stratton William Stratton, USA 1 0 0 1
Marcello Torre Marcello Torre, AUS 0 1 1 2
Semi Final 1 1 2 3 4 5 W
William Stratton William Stratton, USA 0 1 1 0 0 2
Christian Prendergast Christian Prendergast, USA 1 0 0 1 1 3
Semi Final 2 1 2 3 4 5 W
Marcello Torre Marcello Torre, AUS 0 0 1 0 1
Josh Hyde Josh Hyde, NZL 1 1 0 1 3
5th to 8th RR TP PH MC AH W %
Tom Picot Tom Picot, AUS 0 1 0 1 33%
Peter Holz Peter Holz, USA 1 1 1 3 100%
Molly Carapiet Molly Carapiet, USA 0 0 0 0 0%
Alexander Heinzemann Alexander Heinzemann, CAN 1 0 1 2 67%
Quarter Final 1 1 2 3 4 5 W
William Stratton William Stratton, USA 0 1 1 0 1 3
Alexander Heinzemann Alexander Heinzemann, CAN 1 0 0 1 0 2
Quarter Final 2 1 2 3 4 5 W
Marcello Torre Marcello Torre, AUS 0 1 1 1 3
Molly Carapiet Molly Carapiet, USA 1 0 0 0 1
Quarter Final 3 1 2 3 4 5 W
Tom Picot Tom Picot, AUS 0 0 0 0
Josh Hyde Josh Hyde, NZL 1 1 1 3
Quarter Final 4 1 2 3 4 5 W
Peter Holz Peter Holz, USA 0 0 1 0 1
Christian Prendergast Christian Prendergast, USA 1 1 0 1 3
Overall positions after Round Robin
1. USA William Stratton 7–0 100%
2. AUS Marcello Torre 5–2 71%
3. AUS Tom Picot 5–2 71%
4. USA Peter Holz 3–4 43%
5. USA Christian Prendergast 2–5 29%
6. NZL Josh Hyde 2–5 29%
7. USA Molly Carapiet 2–5 29%
8. CAN Alexander Heinzemann 2–5 29%
Round Robin CP JH PH TP MC MT AH WS W %
Christian Prendergast Christian Prendergast, USA 1 0 0 1 0 0 0 2 29%
Josh Hyde Josh Hyde, NZL 0 0 0 1 0 1 0 2 29%
Peter Holz Peter Holz, USA 1 1 0 0 1 0 0 3 43%
Tom Picot Tom Picot, AUS 1 1 1 1 0 1 0 5 71%
Molly Carapiet Molly Carapiet, USA 0 0 1 0 0 1 0 2 29%
Marcello Torre Marcello Torre, AUS 1 1 0 1 1 1 0 5 71%
Alexander Heinzemann Alexander Heinzemann, CAN 1 0 1 0 0 0 0 2 29%
William Stratton William Stratton, USA 1 1 1 1 1 1 1 7 100%