Diego Chará
MF · Born April 5, 1986
Age in each playoff game
- 2013 MLS Cup Playoffs (November 2, 2013), Portland Timbers vs Seattle Sounders 2–1: 27 years, 211 days
- 2013 MLS Cup Playoffs (November 7, 2013), Portland Timbers vs Seattle Sounders 3–2: 27 years, 216 days
- 2013 MLS Cup Playoffs (November 10, 2013), Portland Timbers vs Real Salt Lake 2–4: 27 years, 219 days
- 2013 MLS Cup Playoffs (November 24, 2013), Portland Timbers vs Real Salt Lake 0–1: 27 years, 233 days
- 2015 MLS Cup Playoffs (November 8, 2015), Portland Timbers vs Vancouver Whitecaps 2–0: 29 years, 217 days
- 2015 MLS Cup Playoffs (November 22, 2015), Portland Timbers vs FC Dallas 3–1: 29 years, 231 days
- 2015 MLS Cup Playoffs (November 29, 2015), Portland Timbers vs FC Dallas 2–2: 29 years, 238 days
- MLS Cup 2015 (December 6, 2015), Portland Timbers vs Columbus Crew 2–1: 29 years, 245 days
- 2017 MLS Cup Playoffs (October 30, 2017), Portland Timbers vs Houston Dynamo 0–0: 31 years, 208 days
- 2018 MLS Cup Playoffs (October 31, 2018), Portland Timbers vs FC Dallas 2–1: 32 years, 209 days
- 2018 MLS Cup Playoffs (November 4, 2018), Portland Timbers vs Seattle Sounders 2–1: 32 years, 213 days
- 2018 MLS Cup Playoffs (November 8, 2018), Portland Timbers vs Seattle Sounders 2–3 (4–2 pens): 32 years, 217 days
- 2018 MLS Cup Playoffs (November 25, 2018), Portland Timbers vs Sporting Kansas City 0–0: 32 years, 234 days
- 2018 MLS Cup Playoffs (November 29, 2018), Portland Timbers vs Sporting Kansas City 3–2: 32 years, 238 days
- MLS Cup 2018 (December 8, 2018), Portland Timbers vs Atlanta United 0–2: 32 years, 247 days
- 2019 MLS Cup Playoffs (October 19, 2019), Portland Timbers vs Real Salt Lake 1–2: 33 years, 197 days
- 2020 MLS Cup Playoffs (November 22, 2020), Portland Timbers vs FC Dallas 1–1 (7–8 pens): 34 years, 231 days
- 2021 MLS Cup Playoffs (November 21, 2021), Portland Timbers vs Minnesota United 3–1: 35 years, 230 days
- 2021 MLS Cup Playoffs (November 25, 2021), Portland Timbers vs Colorado Rapids 1–0: 35 years, 234 days
- 2021 MLS Cup Playoffs (December 4, 2021), Portland Timbers vs Real Salt Lake 2–0: 35 years, 243 days
- MLS Cup 2021 (December 11, 2021), Portland Timbers vs NYCFC 1–1 (2–4 pens): 35 years, 250 days
- 2024 MLS Cup Playoffs (October 23, 2024), Portland Timbers vs Vancouver Whitecaps 0–5: 38 years, 201 days
- 2025 MLS Cup Playoffs (October 22, 2025), Portland Timbers vs Real Salt Lake 3–1: 39 years, 200 days
- 2025 MLS Cup Playoffs (October 26, 2025), Portland Timbers vs San Diego 1–2: 39 years, 204 days
- 2025 MLS Cup Playoffs (November 1, 2025), Portland Timbers vs San Diego 2–2 (3–2 pens): 39 years, 210 days
- 2025 MLS Cup Playoffs (November 9, 2025), Portland Timbers vs San Diego 0–4: 39 years, 218 days
Age in each season
- 2013 (Portland Timbers): 26 years, 331 days to 27 years, 205 days
- 2014 (Portland Timbers): 27 years, 337 days to 28 years, 204 days
- 2015 (Portland Timbers): 28 years, 335 days to 29 years, 203 days
- 2016 (Portland Timbers): 29 years, 336 days to 30 years, 201 days
- 2017 (Portland Timbers): 30 years, 332 days to 31 years, 200 days
- 2018 (Portland Timbers): 31 years, 332 days to 32 years, 206 days
- 2019 (Portland Timbers): 32 years, 331 days to 33 years, 184 days
- 2020 (Portland Timbers): 33 years, 330 days to 34 years, 217 days
- 2021 (Portland Timbers): 35 years, 11 days to 35 years, 216 days
- 2022 (Portland Timbers): 35 years, 327 days to 36 years, 187 days
- 2023 (Portland Timbers): 36 years, 326 days to 37 years, 199 days
- 2024 (Portland Timbers): 37 years, 322 days to 38 years, 197 days
- 2025 (Portland Timbers): 38 years, 323 days to 39 years, 196 days
- 2026 (Portland Timbers): 39 years, 322 days to 40 years, 216 days