| Year | Peak | Loss | State | Clue | Answer | % Correct |
|---|---|---|---|---|---|---|
| 1940 | 253,504 | 25% | RI | The largest city in its state | Providence | 97%
|
| 1930 | 442,337 | 31% | NJ | Tony Soprano's hometown | Newark | 88%
|
| 1940 | 112,504 | 10% | DE | Has more registered corporations than any other city | Wilmington | 83%
|
| 1930 | 143,433 | 47% | PA | Home to Jim, Pam, Dwight, and their boss Michael | Scranton | 79%
|
| 1930 | 101,740 | 37% | NY | They don't have steamed hams in this city starting with U | Utica | 74%
|
| 1940 | 64,094 | 40% | NJ | Setting of the HBO show "Boardwalk Empire" | Atlantic City | 73%
|
| 1920 | 15,203 | 89% | IL | Mississippi river town pronounced "Care-O" | Cairo | 69%
|
| 1930 | 111,171 | 15% | PA | Monopoly players will be familiar with its railroad | Reading | 60%
|
| 1910 | 76,813 | 12% | NY | Named for the city conquered in the Iliad | Troy | 55%
|
| 1930 | 61,659 | 38% | WV | Former industrial capital of West Virginia | Wheeling | 55%
|
| 1920 | 41,611 | 15% | MT | Copper mining boom town whose name is a landform similar to a mesa | Butte | 52%
|
| 1920 | 11,757 | 5% | OK | The first state capital of Oklahoma, no relation to folk singer Woody | Guthrie | 52%
|
| 1900 | 12,488 | 70% | AK | Where the Iditarod sled dog race ends | Nome | 50%
|
| 1920 | 14,027 | 27% | OR | Setting of "Goonies", "Kindergarten Cop", and "Short Circuit" | Astoria | 40%
|
| 1920 | 121,217 | 17% | MA | Whaling center visited in "Moby Dick" prior to Nantucket | New Bedford | 38%
|
| 1880 | 3,423 | 62% | AZ | Where Wyatt Earp had a shootout | Tombstone | 38%
|
| 1880 | 14,820 | 82% | CO | Gold-mining boom town which has the highest elevation of any city in the U.S. | Leadville | 21%
|