Do not optimize for one number
The cheapest total price is not automatically the best group plan. Arrival spread, layovers and total travel burden can be equally important.
Compare both totals and outliers
Look at the group’s combined cost and travel time, but also identify the traveler who has the worst individual itinerary.
Value shared time intentionally
If the group wants to meet at a hub and share a flight, treat that as a benefit with a tradeoff rather than forcing it into every itinerary.
Use a practical arrival window
If shared flights are not worthwhile, aim for a destination arrival window that minimizes waiting without overpaying for perfect synchronization.
Choose the plan the group can explain
A good coordinated plan should be understandable: why it won, what each traveler gives up and what everyone gains.