Defending champion:
Roger Federer (2) who defeated Stefanos Tsitsipas (5) 6-4 6-4
First round results
- Qualifier Dennis Novak defeated wildcard Prajnesh Gunneswaran 6-4 6-3
- Qualifier Yasutaka Uchiyama defeated Lu Yen-Hsun 3-6 6-1 6-2
- Benoit Paire (8) defeated Marin Cilic 2-6 7-5 7-6(1)
- Filip Krajinovic defeated João Sousa 4-6 6-3 6-3
- Pierre-Hugues Herbert defeated Yoshihito Nishioka 7-5 6-2
- Daniel Evans defeated Fabio Fognini (4) 3-6 6-4 7-5
- Jan-Lennard Struff defeated Roberto Bautista Agut (5) 7-6(2) 7-5
- Nikoloz Basilashvili defeated Ricardas Berankis 5-7 7-6(2) 6-3
- Alexander Bublik defeated Hubert Hurkacz 6-2 7-5
- Stefanos Tsitsipas (2) defeated Pablo Carreno Busta 7-6(1) 6-1
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.
First round results
- Alejandro Davidovich Fokina defeated Andrej Martin 2-6 7-6(5) 6-3
- Juan Ignacio Londero (5) defeated Federico Coria 6-4 6-2
- Qualifier Renzo Olivo defeated Pedro Sousa 4-6 6-3 6-4
- Thiago Monteiro (8) defeated Leonardo Mayer 6-7(0) 6-3 6-4
- Lucky loser Juan Pablo Varillas defeated qualifier Filip Horansky 6-4 6-2
- Federico Delbonis (7) defeated qualifier Martin Klizan 6-1 7-6(5)
- Salvatore Caruso defeated Jozef Kovalik 6-2 6-3
- Wildcard Alejandro Tabilo defeated Paolo Lorenzi 6-3 6-4
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