Winning Lottery Tickets Sold in Chesapeake, VA
Big winning Virginia Lottery tickets sold at stores in Chesapeake: how much, which game, and which store. From official records, Mar 29, 2013 to Mar 18, 2026.
Last updated:
Biggest winners sold in Chesapeake
| Date | Prize | Game | Where sold |
|---|---|---|---|
| Aug 29, 2025 | $7 million | prize in 500X the Money | 7-Eleven 437 Kempsville Road |
| Mar 10, 2023 | $5 million | Retired educator from Chesapeake wins $5 million prize in Virginia Lottery game | 7-Eleven 907 Great Bridge Blvd |
| Dec 12, 2014 | $2.5 million | Money | 7-Eleven 1025A North Eden Way |
| Oct 30, 2025 | $2 million | Mega Millions | Wawa 471 Kempsville Road |
| Sep 30, 2025 | $2 million | Mega Millions | Wawa 471 Kempsville Road |
| Aug 6, 2021 | $2 million | Powerball | Food Lion 2617 Moses Grandy Trail |
| Jul 26, 2021 | $2 million | Powerball | Food Lion 2617 Moses Grandy Trail |
| Apr 26, 2024 | $1 million | Bank a Million | 7-Eleven 956 North Battlefield Boulevard |
| Jan 7, 2022 | $1 million | Six friends split $1 million prize in Virginia’s New Year’s Millionaire Raffle | Cedar Mart 1229 Cedar Road |
| Aug 27, 2021 | $1 million | any Virginia Lottery | 7-Eleven 1488 Butts Station Road |
| Jul 23, 2020 | $1 million | Cash4Life | 7-Eleven 956 North Battlefield Boulevard |
| Jan 7, 2020 | $1 million | Chesapeake man finds out while in the drive-through line that he won $1 million | Wawa 720 Woodlake Drive |
| Oct 30, 2019 | $1 million | Mega Millions | Food Lion 109 Gainsborough Square |
| Oct 19, 2018 | $1 million | Pick 3 | Speedway 3260 Western Branch Blvd |
| Aug 9, 2018 | $1 million | Bank a Million | 7-Eleven 242 Battlefield Boulevard South |
| Feb 28, 2017 | $1 million | Mega Millions | 7-Eleven 1729 Military Highway South |
| Sep 19, 2016 | $1 million | Mega Millions | 7-Eleven 1729 Military Highway South |
| Sep 24, 2015 | $1 million | “I have a good husband. He gave me the money!” | 7-Eleven 600 Landers Drive |
| Jun 28, 2022 | $712,544 | Cash 5 | Rite Aid 101 Gainsborough Square |
| Jan 10, 2025 | $566,044 | Chesapeake man wins $566,000 playing Virginia Lottery | Food Lion 109 Gainsborough Square |
| Nov 22, 2023 | $500,000 | Chesapeake man celebrates $500,000 win with his dogs | 7-Eleven 536 Kempsville Road |
| Mar 18, 2026 | $300,000 | Crossword Spectacular | Wawa 3400 South Military Highway |
| Jan 8, 2025 | $257,745 | Cash 5 | Wawa 101 Hillcrest Parkway |
| Jun 27, 2019 | $250,000 | Truckdriver makes a big haul: $250,000 in Golden Nugget® game | Kmart 2001 South Military Highway |
| Dec 27, 2018 | $250,000 | Chesapeake man scratches to win $250,000 | Harris Teeter 237 Hanbury Road East |
Stores in Chesapeake that sold the most winners
| Store | Winners | Biggest |
|---|---|---|
| Food Lion 2617 Moses Grandy Trail | 3 | $2 million |
| 7-Eleven 1729 Military Highway South | 3 | $1 million |
| 7-Eleven 1928 Battlefield Boulevard | 3 | $136,200 |
| Wawa 471 Kempsville Road | 2 | $2 million |
| Food Lion 109 Gainsborough Square | 2 | $1 million |
| 7-Eleven 956 North Battlefield Boulevard | 2 | $1 million |
| Cedar Mart 1229 Cedar Road | 2 | $1 million |
| Wawa 101 Hillcrest Parkway | 2 | $257,745 |
| 7-Eleven 3445 Western Branch Boulevard | 2 | $200,000 |
| 7-Eleven 1268 Cedar Road | 2 | $100,000 |
Stores that sell lots of tickets sell lots of winners. Every ticket's outcome is set when it is printed.
See these on the winner map · Best Virginia scratch-offs right now