If the White Sox finished the year on a 40-game win streak and the Indians finished the year on a 41-game losing streak, the Indians would still finish 3 games ahead of the White Sox.
If the White Sox played all 162 games at home based on their current win percentage there, they would finish 47-115.
If they did the same but on the road, they'd finish 30-132.
In the Astros' worst season ever, 51-111 in 2013, they were 11 games better than the White Sox through 122 games. 40-82 vs. 29-93.
The 1962 Mets and 2003 Detroit Tigers are the only teams to reach 100 losses before September 1. The Mets were 34-102 on August 31st thanks to a four-game losing streak to end the month. The Tigers were 34-101 after successfully going 6-23 in August including a nice stretch where they really were hittng on all cylinders and lost 18 out of 20.
As Impressive as this is, we must pay homage to the 1916 Philadelphia Athletics, who lost 117 games in a 154 game season, going 36-117-1, including an incredible 13-64 on the road. That team went a combined 5-47 in June and July. The season didn't start until April 12th and they hit29-100 on September 6th.