| Middlesbrough to Redondela | 913.11 mi (1,469.51 km) |
| Middlesbrough to Reinosa | 810.40 mi (1,304.21 km) |
| Middlesbrough to Requena | 1,042.68 mi (1,678.03 km) |
| Middlesbrough to Reus | 933.56 mi (1,502.43 km) |
| Middlesbrough to Rianxo | 892.63 mi (1,436.55 km) |
| Middlesbrough to Ribadeo | 806.32 mi (1,297.65 km) |
| Middlesbrough to Rincon de la Victoria | 1,242.46 mi (1,999.55 km) |
| Middlesbrough to Ripoll | 869.13 mi (1,398.73 km) |
| Middlesbrough to Ripollet | 916.94 mi (1,475.68 km) |
| Middlesbrough to Rojales | 1,139.47 mi (1,833.80 km) |
| Middlesbrough to Ronda | 1,246.62 mi (2,006.24 km) |
| Middlesbrough to Roquetas de Mar | 1,232.46 mi (1,983.46 km) |
| Middlesbrough to Rosas | 874.04 mi (1,406.63 km) |
| Middlesbrough to Rubi | 916.24 mi (1,474.55 km) |
| Middlesbrough to Rute | 1,201.70 mi (1,933.95 km) |
