There are 21 words that start with 'outwi'.
| outwit | outwile | outwill |
| outwind | outwish | outwith |
| outwits | outwiled | outwiles |
| outwills | outwinds | outwiling |
| outwilled | outwinded | outwished |
| outwishes | outwitted | outwilling |
| outwinding | outwishing | outwitting |
Note: These 21 words that start with 'outwi' are found from the USA & Canada version of the tournament Scrabble word list.