Chesapeake
- Battle of the Chesapeake
- Chesapeake (album)
- Chesapeake (band)
- Chesapeake (novel)
- Chesapeake (train)
- Chesapeake (train, 1994–1995)
- Chesapeake 1000
- Chesapeake Bay
- Chesapeake Bay Bridge
- Chesapeake Bay Bridge–Tunnel
- Chesapeake Bay Retriever
- Chesapeake College
- Chesapeake High School, Anne Arundel County
- Chesapeake High School, Baltimore
- Chesapeake Mill
- Chesapeake Shores
- Chesapeake Utilities
- Chesapeake and Ohio Canal
- Chesapeake and Ohio Railway
- Chesapeake people
- Chesapeake, Indiana
- Chesapeake, Missouri
- Chesapeake, Northampton County, Virginia
- Chesapeake, Ohio
- Chesapeake, Virginia
- Chesapeake, West Virginia
- Delmarva Peninsula
- Expand Energy
- HMS Chesapeake (1855)
- Paycom Center
- Phoebus, Virginia
- Polycythemia
- Porcher (1799 ship)
- SB2U Vindicator
- SS Chesapeake
- Sherryl Woods
- USS Chesapeake (1799)
- USS Chesapeake (1898)
- USS Chesapeake (ID-3395)
- USS Patapsco (1799)
- United States lightship Chesapeake (LV-116)
- Van Sweringen railroad holdings
- Vought SB2U Vindicator