After entering the first Form 1099 you have to option to "add another Form 1099".
For example for Form 1099-R:
- Login to your TurboTax Account
- Click on "Search" on the top right and type “1099-R”
- Click on “Jump to 1099-R”
- Enter your first Form 1099-R
- Continue until you see the “Review your 1099-R info” screen
- Click on "Add another 1099-R"
If this doesn't answer your question then please provide more details on what Form 1099 you are trying to add.