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Try HostPal free for 7 days →Chicago has 6,325 active Airbnb listings (of 8,695 listed), counting only homes with at least one booking in the last 12 months. The median listing runs at 35.1% occupancy (up 2.2 points year on year) and £171 a night, for a median annual revenue of £21,629 per listing. Occupancy peaks in September at 54% and dips to 24% in February.
| Neighbourhood | Occupancy | Annual revenue | Active listings |
|---|---|---|---|
| Near North Side | 41.1% | £35,422 | 542 |
| Loop | 32.9% | £34,985 | 319 |
| Lincoln Park | 41.1% | £33,167 | 237 |
| Lake View | 44.4% | £31,959 | 490 |
| Burnside | 42.7% | £31,016 | 1 |
Source: Inside Airbnb 2026-09 snapshot, active listings only; figures in GBP at reference rates. The paid report above adds the financial model, stress tests and verdict for a specific address.