This article discusses how various forms of connectivity – such as trade, digital networks, cultural ties, and diplomacy – are linked to international cooperation in the South Caucasus region. It examines how these connections interact with the efforts of multilateral organizations active in the region. The article also highlights some of the main problems faced by these organizations. For example, the OSCE is often seen as weak when it comes to conflict resolution, and there are doubts about how fairly the UN, OSCE, and EU apply international law in this context. At the same time, the article points out some successes achieved by international organizations. They have supported economic development, encouraged more diverse economies, and helped to build better infrastructure in the South Caucasus. The UN and others have also supported economic growth, new industries, and infrastructure development in the countries of this region. The article also highlights that cooperation among regional organizations is often weak or not well coordinated. As a result, countries in the region are beginning to focus more on regional cooperation, especially when larger international actors appear to have less influence than before. One of the key results of this study is that the countries of the South Caucasus are increasingly seeking to rely on their own regional initiatives whenever external actors appear less effective. Ultimately, the article suggests that building strong and fair linkages – while understanding the needs of the countries of the South Caucasus – can help create lasting peace, stability, and shared progress in the region.