Tachira vs. Olimpia (Tuesday, 11.15pm)
The visitors have lifted the trophy on three separate occasions, most recently in 2002, while the hosts are yet to add the continental title to their trophy cabinet.
We say: Deportivo Tachira 0-2 Olimpia
Olimpia's advantage in quality and experience should see them to a victory in their opening Copa Libertadores game on Tuesday.
While they did win last time out, the hosts have played very little football recently, while the Paraguayan outfit find themselves half way through the season, and their extra momentum and match sharpness could make a major difference.
Always Ready vs. Internacional (Tuesday, 11.15pm)
This season is just a second Copa Libertadores appearance for the hosts, and their first since 1968, while the Brazilian outfit have lifted the trophy twice in their history.
We say: Always Ready 0-3 Internacional
While Always Ready will come into this game with plenty of desire, given their lengthy absence from the Copa Libertadores, we see the Brazilian side being a class above their opponents.
Their experience at this level could prove key, as the visitors look to kickstart their bid for the trophy with a victory on Tuesday.
Argentinos Jrs vs. Nacional (Tuesday, 11.15pm)
The visitors will look to extend their three-game winning run in all competitions, while the Argentinian outfit have drawn their last three matches domestically.
We say: Argentinos Juniors 1-2 Nacional
The visitors come into this game in a strong run of form, and we see their momentum carrying them to another important victory on Tuesday.
Nacional have plenty of experience on the continental stage, and we would expect that to see them over the line in Buenos Aires.
Santos vs. Barcelona (Tuesday, 11.15pm)
The 22-time Brazilian champions last lifted the trophy in 2011, while the visitors have reached the final on two separate occasions but are yet to win on the biggest stage.
We say: Santos 2-0 Barcelona SC
Despite their relatively differing fortunes in domestic action this campaign, we see Santos having too much for the visitors on Tuesday.
The Brazilian giants battled hard to get through qualifying, and have plenty of experience on this stage which we feel will fire them to an important victory.
Cristal vs. Sao Paulo (Wednesday, 1.30am)
This is the first of two meetings between the sides, who will square up once more at the Cicero Pompeu de Toledo Stadium in just over a months' time.
We say: Sporting Cristal 1-2 Sao Paulo
Both sides are in really good form coming into this one which should make for a highly entertaining clash. We are tipping the visitors to carry the day and secure all three points in this one.
Velez Sarsfield vs. Flamengo (Wednesday, 1.30am)
The hosts are making their first appearance in the tournament since 2014, while the visitors have taken part in each of the last four years.
We say: Velez Sarsfield 0-2 Flamengo
Flamengo are the superior side in terms of squad quality, and we expect that gulf in class to translate into a victory for the visitors, but the hosts have shown enough to suggest that they will be no pushovers.