With the full-scale Russian invasion, Ukraine has made digital transformation and technologies one of the pillars of its resilience and strength. Digital integration is an area where Ukraine has already achieved significant progress. Ukraine’s practical experience of introducing digital technologies is highly valued by the EU, while Ukraine follows the implementation of the European regulations and standards to become part of the EU Single Digital Market and digital space overall. This article provides an overview of the results and gaps in the digital integration processes of Ukraine, with the designed recommendation of how to achieve the maximum win-win in EU-Ukraine cooperation in the digital domain.