Summary Confidently defending Massachusetts from Ben & Adam, Sam & Brian proceed to Hartford airport for their Nashville flight. Ben & Adam book a flight from Boston to Chicago to claim Illinois. Several hours later, Sam & Brian land in Nashville and drive an hour and a half to Buc-ee's at Crossville. They buy a collection of items, claiming Tennessee. Their new card is "Ineffectively Advertise Jet Lag: The Game". Meanwhile, Ben & Adam arrive in Chicago, and attempt to pick up their rented Chevy; but are instead given a Ford F-150. They ask the car hire service if they could swap for a Chevy, and are able to pick it up just in time for the rest period. The next day, Adam purchases a Key Lime Pie and eats it at a Chicago levee, claiming Illinois. Ben reveals their plan to use a power-up to unlock the border to Indiana, allowing them to Uber across to nearby Dunes National Park and complete the challenge "Criticise the Most Beautiful Place". They draw "Shoot a Bullseye" as replacement. Sam & Brian are pleased to hear the news, as they feared Ben & Adam might beat them to Texas; they board their plane to Austin.

Ben & Adam arrive at Dunes National Park and criticize the size of the park given the 'only interesting thing' is Mt Baldy, the fact the Mt Baldy might crush the visitor center (being a massive sand dune), and the nearby Nuclear Plant that spoils the view, yielding them Indiana. They draw "Go Sky Diving". Sam & Brian land in Austin and pick up their car, and "Eat at In-N-Out" to claim Texas. Ben & Adam call Judge JT to ask him to elaborate on the outdated Michigan law "A man must not seduce and debauch an unmarried woman", and decide they must find an unmarried woman and convince her to commit a 'sin' she has never committed before. They use another power-up to unlock the border and cross into Michigan; on the way, they receive the worrying news that Sam & Brian have claimed Texas, putting the score at 9-7 (provided Sam & Brian maintain their +2 area bonus).

• Adventure
• Comedy
• Game Show