I just finished watching the broadcast coverage of the game while thinking about the offensive line and made some notes about the plays during which our QBs were pressured early. This isn't meant to be a grading of overall line play at all or an inclusion of penalties, rather only a look at what went wrong when pass protection broke down too quickly.
#1 12:23 1st Q
Carpenter pulls back across to pick up Lamarr Houston (#99) and gets beat around the right edge, Lynch tries to pick up Johnathan Bostic (#57) who was initially lined up across from Carpenter and also whiffs. Wilson throws the ball out of bounds.
#2 5:05 1st Q.
Okung gets beat by Willie Young (#97) and Britt also gets partially beat by Houston (#99), Young sacks Wilson.
#3 4:25 1st Q.
Britt gets beat inside by Jeremiah Ratliff (#90), Wilson scrambles for a gain and late hit penalty.
#4 1:19 1st Q.
Wilson forced to get rid of the ball immediately when Houston (#99) blows right past Britt on the outside.
#5 1:15 1st Q.
Britt gets overwhelmed by Houston (#99) and Wilson is forced to scramble. Fortunately, Okung pushed Young (#97) so far upfield that Wilson had a clear path to the endzone.
#6 10:53 3rd Q.
Coleman tries to pick up Austen Lane (#73) but fails to do so. Carpenter also inexplicably stops blocking Will Sutton (#93) to help Okung who is losing against Trevor Scott (#76). Carpenter flagrantly holds Scott (#76) uncalled and Sutton stumbles and falls only to be then stepped on by Carpenter, so I guess it sort of worked?
#7 4:46 3rd Q.
Wade Smith lets Will Sutton (#93) get up field and pressure elsewhere results in TJack opting to scramble to his right rather than to step up into the pocket. Winston ends up blocking nobody but there were 6 blockers against 4 rushers so that isn't really the issue.
#8 4:38 3rd Q.
Lane (#73) blows right by Alvin Bailey on the outside and TJack barely flips the ball out before he gets nailed.
#9 4:01 3rd Q.
Scott (#76) beats Winston to the inside and hammers TJack as he is releasing a deep ball to Richardson. I didn't notice the pressure on this play while in the stadium and thought it was a pretty weak deep ball that TJack just put up for grabs. On review he had Scott right in his face as he was trying to get the ball out.
#10 3:55 3rd Q.
This one was beyond ugly, pretty much everybody but Wade Smith was beaten and it looked like Smith's man wasn't really trying to get up field. I can only hope Lem snapped the ball on the wrong count or something. TJack managed to get the ball away to Lockette for 18 yards but definitely not a good trade for the punishment in a preseason game.
#11 15:00 4th Q.
Alvin Bailey gets beaten outside by Lane (#73).
#12 13:23 4th Q.
RaShaun Allen TE (#84) gets beaten outside by Austen Lane (#73), TJack is sacked by Lane.
#13 5:14 4th Q.
The Bears blitz and Cornelius Washington (#94) comes through untouched, Pryor throws that bad interception as a result. Not picking up the blitz could be Pryor's fault here but it also looks like Bronson (bottom of the image) should have either picked up Washington (#94) or turned around quicker as a hot outlet.
Conclusions?
Of the breakdowns in pass protection that stood out to me only the last one really seemed like a possible QB/line chemistry/knowledge issue. The rest were all the result of individual players having a blocking assignment and losing the match up against a pass rusher. That was very often either Lamarr Houston in the first half or Austen Lane in the second half, and those two were clearly the bright spots of the game for the Bears in an otherwise disappointing game.
The surprising part to me was how distributed the missed blocks were. I was expecting to see that the Britt-Houston matchup was responsible for pretty much everything but that was definitely not the case. Unger and Sweezy were the only linemen that I did not note as failing at least one block that led to a pressure.
#1 12:23 1st Q
Carpenter pulls back across to pick up Lamarr Houston (#99) and gets beat around the right edge, Lynch tries to pick up Johnathan Bostic (#57) who was initially lined up across from Carpenter and also whiffs. Wilson throws the ball out of bounds.

#2 5:05 1st Q.
Okung gets beat by Willie Young (#97) and Britt also gets partially beat by Houston (#99), Young sacks Wilson.

#3 4:25 1st Q.
Britt gets beat inside by Jeremiah Ratliff (#90), Wilson scrambles for a gain and late hit penalty.

#4 1:19 1st Q.
Wilson forced to get rid of the ball immediately when Houston (#99) blows right past Britt on the outside.

#5 1:15 1st Q.
Britt gets overwhelmed by Houston (#99) and Wilson is forced to scramble. Fortunately, Okung pushed Young (#97) so far upfield that Wilson had a clear path to the endzone.

#6 10:53 3rd Q.
Coleman tries to pick up Austen Lane (#73) but fails to do so. Carpenter also inexplicably stops blocking Will Sutton (#93) to help Okung who is losing against Trevor Scott (#76). Carpenter flagrantly holds Scott (#76) uncalled and Sutton stumbles and falls only to be then stepped on by Carpenter, so I guess it sort of worked?


#7 4:46 3rd Q.
Wade Smith lets Will Sutton (#93) get up field and pressure elsewhere results in TJack opting to scramble to his right rather than to step up into the pocket. Winston ends up blocking nobody but there were 6 blockers against 4 rushers so that isn't really the issue.

#8 4:38 3rd Q.
Lane (#73) blows right by Alvin Bailey on the outside and TJack barely flips the ball out before he gets nailed.

#9 4:01 3rd Q.
Scott (#76) beats Winston to the inside and hammers TJack as he is releasing a deep ball to Richardson. I didn't notice the pressure on this play while in the stadium and thought it was a pretty weak deep ball that TJack just put up for grabs. On review he had Scott right in his face as he was trying to get the ball out.

#10 3:55 3rd Q.
This one was beyond ugly, pretty much everybody but Wade Smith was beaten and it looked like Smith's man wasn't really trying to get up field. I can only hope Lem snapped the ball on the wrong count or something. TJack managed to get the ball away to Lockette for 18 yards but definitely not a good trade for the punishment in a preseason game.

#11 15:00 4th Q.
Alvin Bailey gets beaten outside by Lane (#73).

#12 13:23 4th Q.
RaShaun Allen TE (#84) gets beaten outside by Austen Lane (#73), TJack is sacked by Lane.

#13 5:14 4th Q.
The Bears blitz and Cornelius Washington (#94) comes through untouched, Pryor throws that bad interception as a result. Not picking up the blitz could be Pryor's fault here but it also looks like Bronson (bottom of the image) should have either picked up Washington (#94) or turned around quicker as a hot outlet.

Conclusions?
Of the breakdowns in pass protection that stood out to me only the last one really seemed like a possible QB/line chemistry/knowledge issue. The rest were all the result of individual players having a blocking assignment and losing the match up against a pass rusher. That was very often either Lamarr Houston in the first half or Austen Lane in the second half, and those two were clearly the bright spots of the game for the Bears in an otherwise disappointing game.
The surprising part to me was how distributed the missed blocks were. I was expecting to see that the Britt-Houston matchup was responsible for pretty much everything but that was definitely not the case. Unger and Sweezy were the only linemen that I did not note as failing at least one block that led to a pressure.