I am comparing a single booking from Delhi to Toronto to Chicago with a separate alternative, arriving at 15:40 and leaving at 18:10 with one checked bag. I feel uneasy because the connection is international-to-international on paper, but I need to know whether immigration, baggage collection, a new boarding pass or a passport-specific document will be required.
Decide from the exact passport, airports, airline, ticketing, baggage process and destination; “international connection” alone does not establish airside eligibility. Put the flight numbers and booking references into the official IRCC guidance or checker, ask the carrier where baggage and immigration are handled, and save the answer. Checklist: passport, onward US permission or visa if relevant, confirmed onward ticket and any transit document required by the result. A separate ticket, overnight stay or airport change can alter the analysis, so verify again at check-in: https://www.canada.ca/en/immigration-refugees-citizenship/services/visit-canada.html.