To enter Medical expenses in TurboTax Online, please follow these steps;

1. Select Find from the TurboTax menu
2. Enter medical expenses in the Find window
3. Select Medical Expenses Profile from the list of results
4. Select Go. The Your Medical Profile step appears
5. Select all checkboxes that apply, then select Continue.

Yes, You can claim both, the portion that you paid for your insurance/premium (Please note that the premiums that are paid to private health services plans including medical, dental and hospitalization plans are considered to be eligible medical expenses by the Canada Revenue Agency), and the amount that was not paid/reimbursed by your Private Insurance.

Please see the following TurboTax articles for more information, 

Everything You Need to Know About Medical Expenses and Your Taxes

Deducting Premiums for a private Health Insurance Plan.

What Qualifies As Medical Expenses When Filing Taxes?

Thank you for choosing TurboTax.