
Boston → Chicago
A private flight from Boston to Chicago covers 746 nautical miles (1,381 km) and takes about 2h 19m in a very light jet. For 4 passengers, expect roughly $11,463 – $16,317 one-way — about $3,473 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 | 2h 58m | $12,413 – $18,328 | $19,512 – $25,838 | $25,312 – $38,438 | $3,843 | 425 kg |
| Very light jet Phenom 100, Vision Jet, HondaJet · up to 5 seats | Non-stop | 2h 19m | $11,463 – $16,317 | $18,097 – $23,127 | $24,297 – $36,527 | $3,473 | 443 kg |
| Light jet Phenom 300E, CJ4, PC-24 · up to 7 seats | Non-stop | 2h 05m | $14,810 – $21,295 | $23,477 – $30,303 | $30,977 – $47,303 | $4,513 | 745 kg |
| Midsize jet Citation XLS, Praetor 500, Learjet 75 · up to 8 seats | Non-stop | 2h 00m | $19,118 – $27,457 | $30,335 – $39,113 | $39,335 – $60,113 | $5,822 | 1,098 kg |
| Super-midsize jet Challenger 3500, Praetor 600, Longitude · up to 9 seats | Non-stop | 1h 55m | $23,179 – $33,253 | $36,814 – $47,418 | $47,314 – $72,418 | $7,054 | 1,287 kg |
| Large jet Challenger 650, Falcon 2000, G450 · up to 12 seats | Non-stop | 1h 53m | $29,267 – $44,342 | $46,642 – $63,333 | $59,142 – $95,333 | $9,201 | 1,580 kg |
| Ultra-long-range jet G650ER, Global 7500, Falcon 8X · up to 14 seats | Non-stop | 1h 49m | $36,038 – $54,334 | $57,520 – $77,737 | $72,520 – $117K | $11,297 | 2,092 kg |
| VIP airliner BBJ, ACJ320neo · up to 19 seats | Non-stop | 1h 55m | $58,629 – $101K | $94,353 – $145K | $115K – $210K | $19,986 | 4,136 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 Boston–Chicago non-stop
Boston: where you’d land
- Laurence G. Hanscom Field KBED
Business-aviation airport · 7,011 ft runway · 35 min to centre · customs · 24h - Boston Logan International Airport KBOS
Major hub · 10,083 ft runway · 15 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 (very light jet) | 3.3 h | 443 kg | $3,473 |
| Airline, economy | 5.5 h | 138 kg | Typically $166–$414 |
| Airline, first / business | 5 h | 552 kg | Typically $690–$1,657 |
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.


