So far no one has mentioned another source of potential reimbursement, your credit card.
Most card agreements are for that you pay the credit card for goods received or services rendered. If the airline cancels the trip BEFORE you start the trip then you should be able to claim the entire cost back from the credit card.
This would only apply if the provider failed to provide the goods, that is you would be reimbursed if the airline went bankrupt, canceled for weather etc not for you missing the flight. It would also only apply if you had not received anything under the contract. If for example the airline included a limo service from home to the airport and after getting to the airport the airline canceled then you got something. It may be a $50 limo ride and you paid 10,000 for the flight as far as the credit card company is concerned you got a $10,000 limo ride.
When airlines and tour companies have gone bankrupt, you can get your money back that way from the credit card company as long as you have not started your trip, once you fly to your destination you are on your own as far as the card is concerned.
My only experiences with travel insurance was more than 20 years ago. We had booked travel for my family plus in laws to a two week all inclusive in Jamaica, if I recall the total was around $CDN 15,000 for the 6 of us at Xmas/ New Years time. ( My kids were old enough to have to pay adult rates.) About a week before departure my MIL had a very mild stroke. ( She is alright now.) We simply got a doctor note saying that due to medical conditions, travel was not advised and I took it into the travel agent. She filled in a form and I signed it. The funds were refunded on my credit card in 48 hours.
(It may have helped that at the time I was living in a small city and had gone to elementary school with both the agent and her husband and my father and her FIL had been best friends back in the day.)