27 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Coolbaugh | 1 | 20,579 | 20,798 | 0.01% | 239 | 86 | Township |
| Stroud | 2 | 19,578 | 19,845 | -0.11% | 630 | 31 | Township |
| Chestnuthill | 3 | 16,493 | 16,728 | -0.12% | 441 | 37 | Township |
| Middle Smithfield | 4 | 15,910 | 16,044 | -0.08% | 299 | 53 | Township |
| Pocono | 5 | 10,760 | 10,886 | -0.11% | 314 | 34 | Township |
| East Stroudsburg | 6 | 9,389 | 9,667 | -0.59% | 3,301 | 3 | Borough |
| Tobyhanna | 7 | 8,347 | 8,308 | 0.25% | 166 | 50 | Township |
| Arlington Heights | 8 | 6,472 | 6,015 | 0.15% | 1,220 | 5 | CDP |
| Sierra View | 9 | 6,079 | 5,539 | 1.4% | 1,143 | 5 | CDP |
| Stroudsburg | 10 | 5,789 | 5,939 | -0.52% | 3,356 | 2 | Borough |
| Ross | 11 | 5,484 | 5,481 | 0.24% | 240 | 23 | Township |
| Saw Creek | 12 | 4,085 | 3,848 | 0.12% | 1,289 | 3 | CDP |
| Penn Estates | 13 | 4,012 | 4,688 | -0.79% | 1,984 | 2 | CDP |
| Barrett | 14 | 3,995 | 4,049 | -0.08% | 76 | 52 | Township |
| Price | 15 | 3,793 | 3,691 | 0.9% | 151 | 25 | Township |
| Emerald Lakes | 16 | 3,314 | 2,961 | 0.88% | 1,114 | 3 | CDP |
| Pine Ridge | 17 | 3,067 | 2,544 | 0.79% | 1,293 | 2 | CDP |
| Mount Pocono | 18 | 3,026 | 3,089 | -0.43% | 876 | 3 | Borough |
| Effort | 19 | 2,226 | 2,356 | -0.13% | 441 | 5 | CDP |
| Sun Valley | 20 | 2,158 | 2,412 | -0.74% | 757 | 3 | CDP |
| Brodheadsville | 21 | 1,754 | 1,770 | -0.17% | 410 | 4 | CDP |
| Pocono Ranch Lands | 22 | 1,257 | 1,189 | 1.05% | 397 | 3 | CDP |
| Saylorsburg | 23 | 1,065 | 1,445 | -0.37% | 883 | 1 | CDP |
| Pocono Mountain Lake Estates | 24 | 1,006 | 842 | 1.11% | 473 | 2 | CDP |
| Mountainhome | 25 | 996 | 711 | -1.19% | 526 | 2 | CDP |
| Delaware Water Gap | 26 | 662 | 675 | -0.45% | 343 | 2 | Borough |
| Pocono Pines | 27 | 465 | 815 | -11.93% | 90 | 5 | CDP |
Coolbaugh is the largest city in Monroe County, with a population of 20,579.
Pocono Pines is the smallest city in Monroe County, with a population of 465.
There are 27 cities in Monroe County, Pennsylvania.