| Women's singles | |
|---|---|
| 2016 Winnipeg National Bank Challenger | |
| Champion |  Francesca Di Lorenzo |
| Runner-up |  Erin Routliffe |
| Final score | 6–4, 6–1 |
Kristie Ahn was the defending champion, but decided not to participate this year.
Francesca Di Lorenzo won the title, defeating Erin Routliffe 6–4, 6–1 in the final.
Julia Glushko (first round)
Ksenia Lykina (first round) Lauren Albanese (second round) Carol Zhao (second round)
Alison Bai (first round) Ellie Halbauer (second round)
Caroline Roméo (first round)
Hsu Chieh-yu (first round)| Semifinals | Final | ||||||||||||
| Q | Francesca Di Lorenzo | 6 | 6 | ||||||||||
| Olivia Rogowska | 4 | 3 | |||||||||||
| Q | Francesca Di Lorenzo | 6 | 6 | ||||||||||
| Q | Erin Routliffe | 4 | 1 | ||||||||||
| Q | Erin Routliffe | 6 | 6 | ||||||||||
| Q | Ronit Yurovsky | 3 | 2 | ||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | J Glushko | 3 | 6 | 4 | |||||||||||||||||||||||
| Q | J Failla | 6 | 3 | 6 | Q | J Failla | 2 | 1 | |||||||||||||||||||
| Q | F Di Lorenzo | 6 | 6 | Q | F Di Lorenzo | 6 | 6 | ||||||||||||||||||||
| WC | M-A Leduc | 1 | 0 | Q | F Di Lorenzo | 6 | 4 | ||||||||||||||||||||
| C Robillard-Millette | 0 | 4 |  H Dart | 3 | 2r | ||||||||||||||||||||||
| H Dart | 6 | 6 | H Dart | 77 | 2 | 77 | |||||||||||||||||||||
| WC | B Andreescu | 6 | 77 | WC | B Andreescu | 64 | 6 | 63 | |||||||||||||||||||
| 7 | C Roméo | 3 | 63 | Q | F Di Lorenzo | 6 | 6 | ||||||||||||||||||||
| 3 | L Albanese | 6 | 6 | O Rogowska | 4 | 3 | |||||||||||||||||||||
| Q | C Leduc | 1 | 4 | 3 | L Albanese | 4 | 2 | ||||||||||||||||||||
| L Cabrera | 77 | 5 | 6 | L Cabrera | 6 | 6 | |||||||||||||||||||||
| Q | J Aney | 63 | 7 | 4 | L Cabrera | 6 | 2 | 1 | |||||||||||||||||||
| WC | I Boulais | 4 | 4 | O Rogowska | 3 | 6 | 6 | ||||||||||||||||||||
| K Boulter | 6 | 6 | K Boulter | 68 | 77 | 1 | |||||||||||||||||||||
| O Rogowska | 7 | 62 | 6 | O Rogowska | 710 | 64 | 6 | ||||||||||||||||||||
| 8 | C-y Hsu | 5 | 77 | 3 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | E Halbauer | 6 | 6 | ||||||||||||||||||||||||
| L Herring | 0 | 3 | 6 | E Halbauer | 6 | 4 | 2 | ||||||||||||||||||||
| Q | E Routliffe | 6 | 2 | Q | E Routliffe | 4 | 6 | 6 | |||||||||||||||||||
 N Totka | 2 | 1r | Q | E Routliffe | 6 | 6 | |||||||||||||||||||||
 M Ozeki | 6 | 77 | M Ozeki | 4 | 3 | ||||||||||||||||||||||
| P Januskova | 2 | 63 | M Ozeki | 6 | 7 | ||||||||||||||||||||||
| E Webley-Smith | 0 | 3 | 4/WC | C Zhao | 2 | 5 | |||||||||||||||||||||
| 4/WC | C Zhao | 6 | 6 | Q | E Routliffe | 6 | 6 | ||||||||||||||||||||
| 5 | A Bai | 2 | 0 | Q | R Yurovsky | 3 | 2 | ||||||||||||||||||||
| M Imanishi | 6 | 6 | M Imanishi | 6 | 6 | ||||||||||||||||||||||
| Q | K Smith | 0 | 5 | A Graham | 3 | 1 | |||||||||||||||||||||
| A Graham | 6 | 7 | M Imanishi | 4 | 5 | ||||||||||||||||||||||
| Q | K Shaffer | 6 | 6 | Q | R Yurovsky | 6 | 7 | ||||||||||||||||||||
| F Codino | 4 | 1 | Q | K Shaffer | 2 | 3 | |||||||||||||||||||||
| Q | R Yurovsky | 6 | 2 | 7 | Q | R Yurovsky | 6 | 6 | |||||||||||||||||||
| 2 | K Lykina | 3 | 6 | 5 | |||||||||||||||||||||||
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