Charter route · Southeast
Chicago → St. Augustine
KPWK → KSGJ · 796 nm · 2h 17m typical block · $23,000–$32,000 midsize jet
796 nm
Distance
2h 17m
Block time (midsize jet)
$23,000–$32,000
Typical one-way estimate
10
Operators at the endpoints
The Chicago–St. Augustine run covers 796 nautical miles, typically flown on a midsize jet in about 2h 17m block time from KPWK to KSGJ.
St. Augustine peaks Year-round — strongest demand around winter and spring and summer and fall. Book 2–4 weeks ahead in season; slots and ramp space at KSGJ tighten around holidays and major events.
Cost by aircraft class
| Class | Typical aircraft | Seats | Block | One-way est. |
|---|---|---|---|---|
| Turboprop | King Air 350, Pilatus PC-12 | 6–9 | 3h 19m | $10,000–$14,000 |
| Light Jet | Citation CJ3, Phenom 300 | 4–7 | 2h 21m | $16,500–$23,000 |
| Midsize JetTypical | Citation XLS+, Learjet 60XR | 7–9 | 2h 17m | $23,000–$32,000 |
| Super-Midsize Jet | Citation Longitude, Challenger 350 | 8–12 | 2h 11m | $26,000–$36,500 |
| Heavy Jet | Gulfstream G550, Global 6000 | 12–19 | 2h 08m | $36,500–$51,000 |
Estimates only — class rate card × block time on great-circle distance +8% routing, the same math as the cost estimator. Real quotes vary with dates, positioning, and demand.
Airport options
Chicago, IL
- Chicago Executive AirportPrimaryKPWK
- Chicago Midway International AirportKMDW
- Dupage AirportKDPA
- Waukegan National AirportKUGN
Nearby alternates
Chicago destination guide →Rated operators on this route
Operators based at either end fly it without positioning an aircraft first — often the sharpest quotes.
04 / Answers
Chicago to St. Augustine: what fliers ask
How long is the flight from Chicago to St. Augustine?
The trip covers about 796 nautical miles. Plan on roughly 2h 17m block time on a midsize jet — a light jet runs about 2h 21m, a heavy jet about 2h 08m. Block time includes taxi and climb, not just cruise.
How much does a private jet from Chicago to St. Augustine cost?
One-way estimates run $23,000–$32,000 on a midsize jet, the class most travelers book at this distance. Across the whole rate card the spread is $10,000 (turboprop) to $51,000 (heavy jet). Real quotes move with dates, positioning, and demand.
Which airports do private jets use between Chicago and St. Augustine?
Departures typically use KPWK, KMDW, KDPA, KUGN; arrivals use KSGJ, KJAX. When KSGJ is slot-restricted or weathered in, nearby alternates include KNIP, KCRG, KNRB, KVQQ.
What size aircraft is right for Chicago to St. Augustine?
At 796 nm, most charters book a midsize jet (Citation XLS+, Learjet 60XR, 7–9 seats). Larger cabins fly it faster with more room; smaller classes trade comfort for price.
Are there empty-leg flights from Chicago to St. Augustine?
Empty legs on this route are posted by operators as repositioning flights come up — they clear in hours, not days. Watch the empty-legs board or set an alert to catch the next one.