
San Francisco Bay Area → Chicago
A private flight from San Francisco Bay Area to Chicago covers 1,599 nautical miles (2,961 km) and takes about 3h 56m in a midsize jet. For 4 passengers, expect roughly $34,243 – $49,951 one-way — about $10,524 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 | 1 fuel stop | 6h 46m | $27,135 – $40,150 | $42,576 – $56,496 | $48,376 – $69,096 | $8,411 | 970 kg |
| Very light jet Phenom 100, Vision Jet, HondaJet · up to 5 seats | 1 fuel stop | 5h 22m | $25,176 – $35,928 | $39,655 – $50,797 | $45,855 – $64,197 | $7,638 | 1,028 kg |
| Light jet Phenom 300E, CJ4, PC-24 · up to 7 seats | 1 fuel stop | 4h 51m | $32,582 – $46,993 | $51,510 – $66,680 | $59,010 – $83,680 | $9,947 | 1,743 kg |
| Midsize jet Citation XLS, Praetor 500, Learjet 75 · up to 8 seats | Non-stop | 3h 56m | $34,243 – $49,951 | $53,604 – $70,139 | $62,604 – $91,139 | $10,524 | 2,165 kg |
| Super-midsize jet Challenger 3500, Praetor 600, Longitude · up to 9 seats | Non-stop | 3h 47m | $41,263 – $60,147 | $64,635 – $84,514 | $75,135 – $110K | $12,676 | 2,529 kg |
| Large jet Challenger 650, Falcon 2000, G450 · up to 12 seats | Non-stop | 3h 42m | $51,686 – $79,876 | $81,133 – $112K | $93,633 – $144K | $16,445 | 3,100 kg |
| Ultra-long-range jet G650ER, Global 7500, Falcon 8X · up to 14 seats | Non-stop | 3h 34m | $63,201 – $97,255 | $99,309 – $137K | $114K – $176K | $20,057 | 4,092 kg |
| VIP airliner BBJ, ACJ320neo · up to 19 seats | Non-stop | 3h 47m | $102K – $182K | $161K – $257K | $182K – $322K | $35,497 | 8,130 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 San Francisco Bay Area–Chicago non-stop
San Francisco Bay Area: where you’d land
- Oakland International Airport KOAK
Airport with private terminal · 10,520 ft runway · 30 min to centre · customs · 24h - San José Mineta International Airport KSJC
Airport with private terminal · 11,000 ft runway · 70 min to centre · customs · 24h - San Francisco International Airport KSFO
Major hub · 11,870 ft runway · 30 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 (midsize jet) | 4.9 h | 2,165 kg | $10,524 |
| Airline, economy | 7.3 h | 296 kg | Typically $355–$888 |
| Airline, first / business | 6.8 h | 1184 kg | Typically $1,481–$3,553 |
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.


