Defending champion:
Roger Federer (2) who defeated Stefanos Tsitsipas (5) 6-4 6-4
First round results
- Novak Djokovic (1) defeated wildcard Malek Jaziri 6-1 6-2
- Philipp Kohlschreiber defeated wildcard Mohamed Safwat 4-6 6-4 6-0
- Karen Khachanov (7) defeated Mikhail Kukushkin 7-6(2) 6-1
- Gaël Monfils (3) defeated Marton Fucsovics 6-4 7-5
- Richard Gasquet defeated qualifier Lloyd Harris 7-6(5) 6-4
- Andrey Rublev (6) defeated qualifier Lorenzo Musetti 6-4 6-4
Defending champion:
This tournament was originally held in Santiago in 1993. It shifted location to Viña del Mar for two stretches, 2001-2009 and 2012-2014. It folded after 2014, but 2020 sees its revival and back at Santiago.
Gianluca Mager was a late withdrawal with a leg injury, after the main draw was published, and was replaced by lucky loser Juan Pablo Varillas.
First round results
- Wildcard Thiago Seyboth Wild defeated Facundo Bagnis 6-1 3-6 6-1
- Hugo Dellien (6) defeated Marco Cecchinato 6-3 1-6 6-3
- Roberto Carballes Baena defeated Jaume Munar 6-4 4-6 6-4
- Wildcard Marcelo Tomáš Barrios Vera defeated qualifier Carlos Taberner 4-6 6-4 6-2
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