Uruguay vs. Chile (Monday, 10.00pm)
Oscar Tabarez's men suffered a defeat to Argentina in their only game of the tournament so far, while Chile have collected four points from two matches, with a win sealing their place in the quarter-finals.
We say: Uruguay 1-1 Chile
Although Uruguay may boast the narrowly better squad out of the two sides, Chile come into the game with more momentum, having had a strong start to the continental campaign, potentially making this an even affair.
Given those factors, we see the sides sharing the points in a low-scoring draw on Monday between two solid outfits.
Argentina vs. Paraguay (Tuesday, 1.00am)
Argentina take on Paraguay in Copa America group action on Tuesday knowing that a win will see them confirm their qualification for the quarter-finals.
Lionel Scaloni's side sit at the top of their group with four points from their opening two games, while their opponents have had the perfect start to the tournament as they defeated Bolivia 3-1 in their only group game so far.
We say: Argentina 2-0 Paraguay
Although Paraguay undoubtedly look an exciting proposition, this classy Argentina side should have more than enough to come away from Tuesday's encounter with a victory.
They looked particularly solid at the back when tested against a good Uruguay front line, and those foundations could allow for an open attacking performance.