The veteran left-hander finished T4 on debut here in 2009 and while he missed the cut in his only other appearance in 2011 will like his chances of another good result this week.
As the bulk of the PGA TOUR's big names tee up in the WGC – Dell Match Play in Texas, the opposite field Puerto Rico Open presents a big opportunity for the nine Australians in the field, Chalmers included.
Playing on limited PGA TOUR status for the season a win would secure Chalmers a card for two years while a high finish will go a long way towards securing playing rights for 2017.
Chalmers is joined in this week's field by Robert Allenby, Aaron Baddeley, Cameron Smith, Rhein Gibson, Rod Pampling, Cameron Percy, Mark Hensby and Jarrod Lyle.
Like Chalmers, Pampling has good memories of the Trump International course after a T10 finish here last year and is in need of a turnaround in form after a difficult start to his season.
Having won his PGA TOUR card via the 2015 Web.com Tour money list, Pampling has found the going tough early in the year with just one cut made in five starts.
Rhein Gibson is in a similar position after also graduating from the secondary Tour, three cuts from nine starts not the debut he was looking for on the world's biggest circuit.
The story is similar for Jarrod Lyle and Cameron Percy in 2016, Lyle missing five of six cuts including his last four in a row while Percy has played two weekends from four starts.
For Cameron Smith a rough start to his PGA TOUR career seems in the rear view mirror with improved showings in recent weeks and with his Masters debut just a fortnight away he will be motivated to play well.
Smith has made the cut in each of his last three events on some difficult golf courses suggesting his game is in good shape and it would be no surprise to see him contend this week.
Headlines at a glance
- Volunteer in paradise at the 2017 Fiji International 29.03.2017
- Legends Tour set to arrive in SA 29.03.2017
- Yoyo on the ride of her life 29.03.2017
- Houston happy hunting ground for Aussies 29.03.2017
- Maroon Festival Amateur Golf Championship 28.03.2017
- European Tour's Holman confirmed for Vic pro-am events 28.03.2017
Volunteer in paradise at the 2017 Fiji International
The 2017 Fiji International at Natadola Bay is one of the most picturesque venues on the ISPS HANDA PGA Tour of Australasia and you can now be a part ...
Yoyo on the ride of her life
Born into a family of athletes in China, Qianyao Han has used the PGA of Australia Trainee Program to launch a sporting career on her own two feet....
Houston happy hunting ground for Aussies
There are good vibes aplenty for the Australian contingent teeing up this week in the final PGA TOUR event before the Masters.