| Bindle stiff | 12 |
| "The Grapes of Wrath" figure | 38 |
| Rail rider | 10 |
| Freight car hopper, stereotypically | 35 |
| Jobless wanderer | 16 |
| Dust Bowl figure | 16 |
| Bindle bearer | 13 |
| TV dog | 6 |
| Footloose fellow | 16 |
| Red Skelton persona | 19 |
| Knight of the road | 18 |
| Freddie the Freeloader, e.g. | 28 |
| Depression figure | 17 |
| Bum kin | 7 |
| Boxcar Willie dressed as one | 28 |
| Bindle carrier | 14 |
| "I Am a Lonesome ___" (Bob Dylan song) | 48 |
| Traveling tramp | 15 |
| Tracks traveler | 15 |
| Ticketless rail rider | 21 |
| Roads scholar? | 14 |
| Penniless traveler | 18 |
| Gentleman of the road | 21 |
| Freight-train hopper | 20 |
| Freight train hopper | 20 |
| Freight hopper | 14 |
| Boxcar hopper | 13 |
| "King of the road" | 28 |
| Weary Willie | 12 |
| Wandering soul | 14 |
| Sundowner | 9 |
| Stereotypical boxcar rider | 26 |
| Skid row denizen | 16 |
| Rod-rider | 9 |
| Rail-riding wanderer | 20 |
| One who's left holding the bag? | 35 |
| One of Skelton's personas | 29 |
| Mulligan-stew maker | 19 |
| Man of the road | 15 |
| Freight train stowaway, stereotypically | 39 |
| Freight train stowaway | 22 |
| Freight car hopper, perhaps | 27 |
| Freight car hopper | 18 |
| Drifting type | 13 |
| Depression-era figure | 21 |
| Wandering stewbum | 17 |
| Wandering sort | 14 |
| Traveler sans tickets | 21 |
| Transient who travels by rail | 29 |
| Trainyard vagabond | 18 |
| Train rider | 11 |
| Train hopper | 12 |
| To whom a horizontal zigzag meant "barking dog" | 57 |
| To whom "bullets" are beans | 37 |
| The Littlest____(famous Canadian dog) | 37 |
| Stereotypical skid row denizen | 30 |
| Stereotypical rail rider | 24 |
| Stereotypical freight-train hopper | 34 |
| Skid row frequenter | 19 |
| Skelton persona | 15 |
| Rider of the rods | 17 |
| Rider of the rails | 18 |
| Railroad freeloader | 19 |
| Person called a "swagman" in Australia | 48 |
| Peripatetic person | 18 |
| Penniless person | 16 |
| One who rides the rails | 23 |
| One asking for a handout | 24 |
| Oldtime hippie | 14 |
| Old-fashioned camp resident | 27 |
| Odd jobs doer | 13 |
| Nonpaying train rider, stereotypically | 38 |
| Nonpaying train rider, perhaps | 30 |
| Nonpaying train passenger | 25 |
| Nonpaying rail rider | 20 |
| Nomad of a sort | 15 |
| National ___ Convention (annual Britt, Iowa event) | 50 |
| Mulligan stew maker | 19 |
| Knight, road version | 20 |
| He's a bum | 14 |
| Handbag brand with a bindle-toting icon | 39 |
| Great Depression rail rider | 27 |
| Great Depression itinerant | 26 |
| Great Depression figure | 23 |
| Freight hopper, stereotypically | 31 |
| Freeloading rail rider | 22 |
| Freddie the Freeloader, for one | 31 |
| Dust Bowl rail rider | 20 |
| Down Under swagman, in the States | 33 |
| Ding-donger | 11 |
| Depression-era traveler | 23 |
| Depression-era freight-hopper | 29 |
| Character often seen in a rail yard | 35 |
| Boxcar Willie's persona | 27 |
| Boxcar Willie, for one | 22 |
| Boxcar rider, maybe | 19 |
| Boxcar passenger | 16 |
| Box-car passenger | 17 |
| Bindlestiff, e.g. | 17 |
| "Rolling stone" | 25 |