Are both Ubuntu and Windows installed in Legacy mode, meaning Grub boot code in the MBR? Or is either in UEFI mode? Run either command below to see if you have an EFI partition to determine if it is a Legacy or EFI install as either will list partitions.
Code:
sudo parted -l
sudo fdisk -l
Since you can boot Ubuntu, do that and run sudo update-grub and wath the output to see if there is a windows entry.