
Naples, Florida → Chicago
A private flight from Naples, Florida to Chicago covers 984 nautical miles (1,823 km) and takes about 2h 39m in a light jet. For 4 passengers, expect roughly $18,135 – $26,239 one-way — about $5,547 per seat.
Price by aircraft class · 4 passengers
| Aircraft class | Non-stop? | Flight time | One-way | Round trip, same day | Round trip, 2–3 days | Per seat (one-way) | CO₂ / pax |
|---|---|---|---|---|---|---|---|
| Turboprop King Air 360, PC-12 · up to 8 seats | Non-stop | 3h 49m | $15,516 – $23,024 | $24,286 – $32,316 | $30,086 – $44,916 | $4,818 | 548 kg |
| Very light jet Phenom 100, Vision Jet, HondaJet · up to 5 seats | 1 fuel stop | 3h 43m | $18,267 – $25,813 | $29,026 – $36,846 | $35,226 – $50,246 | $5,510 | 710 kg |
| Light jet Phenom 300E, CJ4, PC-24 · up to 7 seats | Non-stop | 2h 39m | $18,135 – $26,239 | $28,592 – $37,123 | $36,092 – $54,123 | $5,547 | 949 kg |
| Midsize jet Citation XLS, Praetor 500, Learjet 75 · up to 8 seats | Non-stop | 2h 32m | $23,349 – $33,749 | $36,844 – $47,792 | $45,844 – $68,792 | $7,137 | 1,396 kg |
| Super-midsize jet Challenger 3500, Praetor 600, Longitude · up to 9 seats | Non-stop | 2h 26m | $28,238 – $40,776 | $44,596 – $57,795 | $55,096 – $82,795 | $8,627 | 1,634 kg |
| Large jet Challenger 650, Falcon 2000, G450 · up to 12 seats | Non-stop | 2h 24m | $35,539 – $54,282 | $56,290 – $77,044 | $68,790 – $109K | $11,228 | 2,005 kg |
| Ultra-long-range jet G650ER, Global 7500, Falcon 8X · up to 14 seats | Non-stop | 2h 19m | $43,637 – $66,341 | $69,210 – $94,298 | $84,210 – $133K | $13,747 | 2,651 kg |
| VIP airliner BBJ, ACJ320neo · up to 19 seats | Non-stop | 2h 26m | $70,770 – $124K | $113K – $176K | $134K – $241K | $24,325 | 5,253 kg |
Editorial estimates from 2026 benchmark hourly rates; greyed classes are too small for your party. One-way prices include a share of the empty return leg; “2–3 days” adds crew overnights and daily minimums. Peak dates run 20–40% higher; empty legs can be 50–75% lower. How charter pricing works →
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Aircraft that fly Naples, Florida–Chicago non-stop
Naples, Florida: where you’d land
- Naples Airport KAPF
Business-aviation airport · 6,600 ft runway · 10 min to centre · customs · 24h
Chicago: where you’d land
- Chicago Executive Airport KPWK
Business-aviation airport · 5,001 ft runway · 45 min to centre · customs · 24h - Chicago Midway International Airport KMDW
Airport with private terminal · 6,522 ft runway · 25 min to centre · customs · 24h - Chicago O'Hare International Airport KORD
Major hub · 13,000 ft runway · 40 min to centre · customs · 24h
Private vs airline vs first class on this route
| Door to door | CO₂ / passenger | Price per seat | |
|---|---|---|---|
| Private (light jet) | 3.6 h | 949 kg | $5,547 |
| Airline, economy | 6 h | 182 kg | Typically $219–$547 |
| Airline, first / business | 5.5 h | 729 kg | Typically $911–$2,187 |
Door-to-door assumes 15 minutes at the private terminal vs 2.5 hours for airline check-in and security. Airline fares are indicative ranges by distance, not live prices.


