| OREGONTRAIL | Long pioneer route used by mid-19th century American settlers (6,5) |
| OREGON | US overland pioneer route used for migration, ... Trail |
| OUTMEASURED | A route used somehow to acquire money is exceeded in size? (11) |
| SEALANE | A route used by ships regularly to cross a large body of water (3,4) |
| FLYWAY | An ornithological term for a migration route used by birds (6) |
| MAINLINE | Sea route used by trains (4,4) |
| CANAL | Wet route used by a clan (5) |
| LANE | Ocean route used by ships |
| LINE | Rail route used by Berliners (4) |
| SEAWAY | Any regular route used by ships; a rough or heavy ocean; or, a vessel's progress through the waves (6) |
| AIRLANE | Route used by planes |
| CHANNELTUNNEL | Route used by Eurostar (7,6) |
| GOTHICREVIVAL | Style of architecture in Britain and USA from mid-18th century to mid-19th century (6,7) |
| RALPHWALDOEMERSON | American poet and essayist who led the transcendentalist movement of the mid-19th century |
| GRANITE | Material transported by the Haytor Tramway in Devon in the mid-19th century |
| AIRLANES | Routes used by planes (3,5) |
| WELLSFARGO | Pioneer mail courier and banking service that operated in the western US from the mid-19th century (55) |
| CRINOLINE | Stiffened or hooped petticoat worn by women to expand a skirt, popular in Europe in the mid 19th century (9) |
| SHIPOFTHELINE | Large vessel of western navies forming part of a battle fleet, in use from the mid-17th to the mid-19th century (4,2,3,4) |
| TEAGOWN | Loose, long decorative dress worn for informal entertaining at home from the mid-19th Century (3,4) |
