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| Date | Type | Move |
|---|---|---|
| 2026-09-29 | Outright | Chicago Cubs sent LHP Antoine Kelly outright to Iowa Cubs. |
| 2026-09-26 | DFA | Chicago Cubs designated LHP Antoine Kelly for assignment. |
| 2026-09-26 | Waiver claim | Chicago Cubs claimed RHP Julian Aguiar off waivers from Cincinnati Reds. |
| 2026-08-29 | DFA | Chicago Cubs designated LHP Hoby Milner for assignment. |
| 2026-08-24 | Outright | Chicago Cubs sent 2B Owen Miller outright to Iowa Cubs. |
| 2026-08-21 | DFA | Chicago Cubs designated 2B Owen Miller for assignment. |
| 2026-08-19 | Waiver claim | Chicago Cubs claimed 3B Gabriel Arias off waivers from New York Mets. |
| 2026-08-07 | Outright | Chicago Cubs sent RHP Jake Woodford outright to Iowa Cubs. |
| 2026-08-06 | Waiver claim | Kansas City Royals claimed LHP Luke Little off waivers from Chicago Cubs. |
| 2026-08-04 | DFA | Chicago Cubs designated RHP Jake Woodford for assignment. |
| 2026-08-03 | DFA | Chicago Cubs designated LHP Luke Little for assignment. |
| 2026-08-01 | Outright | Chicago Cubs sent RHP Andrew Wantz outright to Iowa Cubs. |
| 2026-07-29 | DFA | Chicago Cubs designated RHP Andrew Wantz for assignment. |
| 2026-07-27 | DFA | Chicago Cubs designated RHP Jameson Taillon for assignment. |
| 2026-07-23 | Outright | Chicago Cubs sent LHP Drew Pomeranz outright to Iowa Cubs. |
| 2026-07-20 | DFA | Chicago Cubs designated LHP Drew Pomeranz for assignment. |
| 2026-07-14 | Outright | Chicago Cubs sent RHP Jake Woodford outright to Iowa Cubs. |
| 2026-07-11 | DFA | Chicago Cubs designated RHP Jake Woodford for assignment. |
| 2026-07-07 | Outright | Chicago Cubs sent RHP Bryse Wilson outright to Iowa Cubs. |
| 2026-07-04 | DFA | Chicago Cubs designated RHP Bryse Wilson for assignment. |
| 2026-07-01 | Outright | Chicago Cubs sent RHP Eduarniel Núñez outright to Iowa Cubs. |
| 2026-06-30 | Outright | Chicago Cubs sent RHP Vince Velasquez outright to Iowa Cubs. |
| 2026-06-28 | DFA | Chicago Cubs designated RHP Vince Velasquez for assignment. |
| 2026-06-28 | Waiver claim | Baltimore Orioles claimed RHP Yosver Zulueta off waivers from Chicago Cubs. |
| 2026-06-25 | DFA | Chicago Cubs designated RHP Yosver Zulueta for assignment. |
| 2026-06-24 | DFA | Chicago Cubs designated RHP Eduarniel Núñez for assignment. |
| 2026-06-24 | DFA | Chicago Cubs designated RHP Christian Roa for assignment. |
| 2026-06-24 | Waiver claim | Chicago Cubs claimed RHP Bryse Wilson off waivers from Philadelphia Phillies. |
| 2026-06-24 | Outright | Chicago Cubs sent LHP Luis Peralta outright to Iowa Cubs. |
| 2026-06-20 | DFA | Chicago Cubs designated LHP Luis Peralta for assignment. |
| 2026-06-17 | Outright | Chicago Cubs sent LHP Doug Nikhazy outright to Iowa Cubs. |
| 2026-06-15 | DFA | Chicago Cubs designated LHP Doug Nikhazy for assignment. |
| 2026-06-08 | Waiver claim | Chicago Cubs claimed RHP Eduarniel Núñez off waivers from Baltimore Orioles. |
| 2026-05-25 | Outright | Chicago Cubs sent 2B Nicky Lopez outright to Iowa Cubs. |
| 2026-05-23 | DFA | Chicago Cubs designated 2B Nicky Lopez for assignment. |
| 2026-05-22 | Outright | Chicago Cubs sent LHP Ty Blach outright to Iowa Cubs. |
| 2026-05-19 | DFA | Chicago Cubs designated LHP Ty Blach for assignment. |
| 2026-05-17 | Waiver claim | Chicago Cubs claimed RHP Christian Roa off waivers from Baltimore Orioles. |
| 2026-05-10 | Outright | Chicago Cubs sent RHP Corbin Martin outright to Iowa Cubs. |
| 2026-05-09 | Waiver claim | Los Angeles Dodgers claimed LHP Charlie Barnes off waivers from Chicago Cubs. |
| 2026-05-07 | DFA | Chicago Cubs designated RHP Corbin Martin for assignment. |
| 2026-05-06 | DFA | Chicago Cubs designated LHP Charlie Barnes for assignment. |
| 2026-05-06 | Outright | Chicago Cubs sent RHP Yacksel Ríos outright to Iowa Cubs. |
| 2026-05-03 | DFA | Chicago Cubs designated RHP Yacksel Ríos for assignment. |
| 2026-05-03 | Outright | Chicago Cubs sent 3B Ben Cowles outright to Iowa Cubs. |
| 2026-05-03 | Waiver claim | Chicago Cubs claimed LHP Luis Peralta off waivers from St. Louis Cardinals. |
| 2026-04-28 | DFA | Chicago Cubs designated 3B Ben Cowles for assignment. |
| 2026-04-28 | Outright | Chicago Cubs sent RHP Vince Velasquez outright to Iowa Cubs. |
| 2026-04-28 | Waiver claim | Chicago Cubs claimed LHP Doug Nikhazy off waivers from Chicago White Sox. |
| 2026-04-27 | Outright | Chicago Cubs sent SS Scott Kingery outright to Iowa Cubs. |
| 2026-04-26 | DFA | Chicago Cubs designated RHP Vince Velasquez for assignment. |
| 2026-04-24 | DFA | Chicago Cubs designated 2B Scott Kingery for assignment. |
| 2026-04-12 | Outright | Chicago Cubs sent LF Dylan Carlson outright to Iowa Cubs. |
| 2026-04-10 | DFA | Chicago Cubs designated LF Dylan Carlson for assignment. |
| 2026-03-28 | Outright | Chicago Cubs sent RHP Jack Neely outright to Iowa Cubs. |
| 2026-03-25 | DFA | Chicago Cubs designated RHP Jack Neely for assignment. |
| 2026-03-01 | Waiver claim | Chicago Cubs claimed 3B Ben Cowles off waivers from Toronto Blue Jays. |
| 2026-02-18 | Waiver claim | Toronto Blue Jays claimed 3B Ben Cowles off waivers from Chicago Cubs. |
| 2026-02-15 | DFA | Chicago Cubs designated 3B Ben Cowles for assignment. |
| 2026-01-15 | Waiver claim | Chicago Cubs claimed 3B Ben Cowles off waivers from Chicago White Sox. |
| 2026-01-13 | Waiver claim | Chicago Cubs claimed CF Justin Dean off waivers from San Francisco Giants. |
| 2026-01-07 | Waiver claim | Chicago Cubs claimed LHP Ryan Rolison off waivers from Chicago White Sox. |
Waiver rows: the official MLB StatsAPI transaction feed's waiver-claim, designated-for-assignment and outright-assignment entries involving the club on either side, 2026 season to date. Free-agency elections that follow a DFA are a different feed type and stay on the transaction log. Every trade, signing and release involving the Cubs is also staged: see the 2026 Cubs transaction log or the full 1945-2026 transaction archive.