Chicago Trust Co Na Activity Analysis: Q2 2026 Investment Changes Revealed
This report details observable buying and selling activities by Chicago Trust Co Na during the second quarter of 2026 based on disclosed insider transaction data.

As part of its regular reporting, Chicago Trust Co Na, acting as an investor in this context, has provided details about changes to its portfolio holdings during the period ending June 30th, 2026.
The overall portfolio value stood at $599.94 million as of that date, with significant allocations across Technology ($153.53M), Financial Services ($96.39M), Healthcare ($73.61M), and other sectors like Industrials, Consumer Cyclical, Communication Services, and Unknown.
Regarding observable buying activity this quarter:
- BKNG: Booking Holdings Inc experienced a substantial increase in its position by approximately 12,839 shares (representing a +2213.62% change from the previous period), making it one of the notable additions or increases.
- OTIS: Otis Worldwide Corp saw significant buying activity with an increase of about 7,693 shares (+283.14%), also indicating a substantial position build during Q2 2026.
- The investor was noted to have "significant buys" including TSM and NOW (though specific details for these symbols are not provided in the top holdings list). RYAAY is another symbol mentioned as part of significant buying activity, but no data is given here.
In terms of observable selling activity:
- PYPL: PayPal Holdings Inc saw a major reduction in its position with an estimated decrease of around 17,600 shares (-74.87%), suggesting the investor exited or significantly scaled down this holding.
- APP: Apple Inc (AAPL) experienced a notable sell-off during Q2, although specific details are included in its "significant sell" list rather than detailed changes here.
- DLTR: Digital Turbine Inc was another stock where the investor was noted to have sold significantly (-100.00%), though no share count or value change is provided within this specific section.
The investor also modified existing positions:
- TSM: The investor increased holdings in Taiwan Semiconductor Manufacturing Co Ltd (TSM), a significant purchase despite no detailed share or value change being provided here.
- MSFT: While not part of the "significant buys" list, Microsoft Corp saw an increase in shares (+276) and its portfolio allocation percentage slightly rose from -0.59% to +3.08%, indicating a small buy.
- AAPL: Apple Inc experienced a slight decrease (-276 shares), though the overall position remained strong at nearly 4.99% of the portfolio.
- Other changes included adjustments to holdings like NVDA (+1897 shares, +1.29%), AMZN (+1086 shares, +1.52%), WTFC (-1.77%, small decrease), GOOG (-0.95%, small decrease), ABBV (+0.88%, small increase), JPM (+1.00%, small increase), and several others with smaller percentage changes or decreases.
Furthermore, the investor initiated new positions in certain stocks:
- NOW: Newell Rubbermaid Inc (NOW) was added to the portfolio during this period.
- RYAAY: Digital Turbine Inc's RYAAY unit was also noted as a new addition, though specific details are not provided here.
In summary, Chicago Trust Co Na demonstrated active management during Q2 2026 by significantly increasing its stake in BKNG and OTIS while substantially reducing its position in PYPL. The investor also maintained a dynamic portfolio with numerous small adjustments to existing holdings across various sectors.