Massie, 29, has started in 46 games for the Bears in his three seasons with the team. His tenure with the team got off to a bit of a rocky start, but he put together his best season in 2018, playing a key role on an offensive line that allowed just 33 sacks, the eighth-best total in the league.
Before joining the Bears, Massie spent four seasons with the Arizona Cardinals. Chicago signed him to a three-year, $18 million contract in March of 2016.
The seven-year veteran was one of just three Bears starters - excluding special teams players - slated to enter free agency, so this extension leaves just Adrian Amos and Bryce Callahan without deals. Both are talented players in their secondary, but they may not have the cap space to bring both of them back.
EDIT: Spotrac has the deal down as a 4-year, $30.8 million contract, including a signing bonus of $5.2 million, with $14.5 million guaranteed. This makes his average annual salary $7.7 million.