| Date: | July 11–17 |
| Edition: | 1st (men) 4th (women) |
| Category: | ATP Challenger Tour ITF Women's Circuit |
| Prize Money: | (men) (women) |
| Surface: | Hard – outdoors |
| Location: | Winnipeg, Manitoba, Canada |
| Venue: | Winnipeg Lawn Tennis Club |
| Champms: |  Go Soeda |
| Champws: |  Francesca Di Lorenzo |
| Champmd: | Mitchell Krueger / Daniel Nguyen |
| Champwd: | Francesca Di Lorenzo / Ronit Yurovsky |
| Main Name: | Winnipeg Challenger |
The 2016 Winnipeg National Bank Challenger was a professional tennis tournament played on outdoor hard courts. It was the 1st edition, for men, and 4th edition, for women, of the tournament and part of the 2016 ATP Challenger Tour and the 2016 ITF Women's Circuit, offering totals of $75,000, for men, and $25,000, for women, in prize money. It took place in Winnipeg, Manitoba, Canada between July 11 and July 17, 2016.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
| Bjorn Fratangelo | 112 | 1 | ||
| Japan | Yoshihito Nishioka | 122 | 2 | |
| Tim Smyczek | 125 | 3 | ||
 France | Vincent Millot | 137 | 4 | |
| Japan | Go Soeda | 156 | 5 | |
| Peter Gojowczyk | 157 | 6 | ||
| Frances Tiafoe | 167 | 7 | ||
 Kazakhstan | Andrey Golubev | 208 | 8 |
The following players received wildcards into the singles main draw:
Félix Auger-Aliassime Kevin Kylar Brayden Schnur Benjamin SigouinThe following player entered the singles main draw with a protected ranking:
The following players received entry from the qualifying draw:
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
 Israel | Julia Glushko | 134 | 1 | |
 Russian Federation | Ksenia Lykina | 208 | 2 | |
| Lauren Albanese | 279 | 3 | ||
| Canada | Carol Zhao | 334 | 4 | |
 Australia | Alison Bai | 386 | 5 | |
| Ellie Halbauer | 399 | 6 | ||
| France | Caroline Roméo | 407 | 7 | |
| Hsu Chieh-yu | 431 | 8 |
The following players received wildcards into the singles main draw:
Bianca Andreescu Isabelle Boulais Marie-Alexandre Leduc Carol ZhaoThe following players received entry from the qualifying draw:
Jessie Aney Francesca Di Lorenzo Jessica Failla Catherine Leduc Erin Routliffe Kennedy Shaffer Kristina Smith Ronit YurovskySee main article: article and 2016 Winnipeg National Bank Challenger – Men's singles.
Go Soeda def. Blaž Kavčič, 6–7(4–7), 6–4, 6–2See main article: article and 2016 Winnipeg National Bank Challenger – Women's singles.
Francesca Di Lorenzo def. Erin Routliffe, 6–4, 6–1 Mitchell Krueger / Daniel Nguyen def. Jarryd Chaplin / Benjamin Mitchell, 6–2, 7–5See main article: article and 2016 Winnipeg National Bank Challenger – Women's doubles.
Francesca Di Lorenzo / Ronit Yurovsky def. Marie-Alexandre Leduc / Charlotte Robillard-Millette, 1–6, 7–5, [10–6]
