| Date: | 25 April – 1 May |
| Edition: | 17th |
| Draw: | 32S / 16D |
| Surface: | Green clay |
| Prize Money: | $50,000 |
| Location: | Tallahassee, Florida, United States |
| Champs: |  Quentin Halys |
| Champd: |  Dennis Novikov / Julio Peralta |
The 2016 Tallahassee Tennis Challenger was a professional tennis tournament played on green clay courts. It was the 17th edition of the tournament which was part of the 2016 ATP Challenger Tour. It took place in Tallahassee, Florida, United States between April 25 and May 1, 2016.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
| Donald Young | 84 | 1 | ||
 Austria | Gerald Melzer | 112 | 2 | |
| Tim Smyczek | 119 | 3 | ||
| Bjorn Fratangelo | 126 | 4 | ||
 Georgia | Nikoloz Basilashvili | 130 | 5 | |
 Argentina | Facundo Argüello | 143 | 6 | |
| Jared Donaldson | 147 | 7 | ||
| Dennis Novikov | 148 | 8 |
The following players received wildcards into the singles main draw:
The following players received entry into the singles main draw as special exempts:
The following players received entry from the qualifying draw:
See main article: article.
Quentin Halys def. Frances Tiafoe, 6–7(6–8), 6–4, 6–2See main article: article.
Dennis Novikov / Julio Peralta def. 
Peter Luczak / Marc Polmans, 3–6, 6–4, [12–10]
