Charter route · Southeast
Chicago → Hilton Head
KPWK → KHXD · 686 nm · 2h 01m typical block · $20,000–$28,000 midsize jet
686 nm
Distance
2h 01m
Block time (midsize jet)
$20,000–$28,000
Typical one-way estimate
6
Operators at the endpoints
The Chicago–Hilton Head run covers 686 nautical miles, typically flown on a midsize jet in about 2h 01m block time from KPWK to KHXD.
Hilton Head peaks Mar–Oct — strongest demand around spring and summer and fall. Book 2–4 weeks ahead in season; slots and ramp space at KHXD tighten around holidays and major events. 4,300ft runway — mostly light jet territory.
Cost by aircraft class
| Class | Typical aircraft | Seats | Block | One-way est. |
|---|---|---|---|---|
| Turboprop | King Air 350, Pilatus PC-12 | 6–9 | 2h 54m | $8,500–$12,000 |
| Light Jet | Citation CJ3, Phenom 300 | 4–7 | 2h 04m | $14,500–$20,500 |
| Midsize JetTypical | Citation XLS+, Learjet 60XR | 7–9 | 2h 01m | $20,000–$28,000 |
| Super-Midsize Jet | Citation Longitude, Challenger 350 | 8–12 | 1h 56m | $23,000–$32,500 |
| Heavy Jet | Gulfstream G550, Global 6000 | 12–19 | 1h 54m | $32,000–$45,000 |
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 Hilton Head: what fliers ask
How long is the flight from Chicago to Hilton Head?
The trip covers about 686 nautical miles. Plan on roughly 2h 01m block time on a midsize jet — a light jet runs about 2h 04m, a heavy jet about 1h 54m. Block time includes taxi and climb, not just cruise.
How much does a private jet from Chicago to Hilton Head cost?
One-way estimates run $20,000–$28,000 on a midsize jet, the class most travelers book at this distance. Across the whole rate card the spread is $8,500 (turboprop) to $45,000 (heavy jet). Real quotes move with dates, positioning, and demand.
Which airports do private jets use between Chicago and Hilton Head?
Departures typically use KPWK, KMDW, KDPA, KUGN; arrivals use KHXD, KSAV. When KHXD is slot-restricted or weathered in, nearby alternates include KNBC, KSVN, KCHS, KBQK.
What size aircraft is right for Chicago to Hilton Head?
At 686 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 Hilton Head?
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.