Yes, most comprehensive travel insurance policies in 2026 cover flight cancellations due to unexpected illness, provided the illness is severe enough to be deemed "medically necessary" to cancel travel. For a claim to be successful, you typically must provide a signed statement from a licensed physician confirming that you (or a close family member/traveling companion) are unfit to fly. It is important to distinguish between "standard" trip cancellation coverage and "Cancel for Any Reason" (CFAR) add-ons; standard coverage only applies to serious, documented medical emergencies, whereas CFAR offers more flexibility but at a higher premium. Most policies will exclude "pre-existing conditions" unless you purchased the insurance within a specific window (usually 14–21 days) of your initial trip deposit. Always check the "Exclusions" section of your policy to see if specific illnesses or pandemics are limited, and ensure you buy the policy early to maximize the duration of your cancellation protection.