
Chicago → Milan
A private flight from Chicago to Milan covers 3,947 nautical miles (7,310 km) and takes about 8h 21m in a ultra-long-range jet. For 4 passengers, expect roughly $138K – $215K one-way — about $44,168 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 | 3 fuel stops | 16h 39m | $64,921 – $96,424 | $102K – $135K | $107K – $148K | $20,168 | 2,390 kg |
| Very light jet Phenom 100, Vision Jet, HondaJet · up to 5 seats | 4 fuel stops | 13h 58m | $63,937 – $91,281 | $101K – $129K | $107K – $142K | $19,402 | 2,673 kg |
| Light jet Phenom 300E, CJ4, PC-24 · up to 7 seats | 2 fuel stops | 11h 12m | $71,176 – $104K | $112K – $146K | $119K – $163K | $21,855 | 4,019 kg |
| Midsize jet Citation XLS, Praetor 500, Learjet 75 · up to 8 seats | 1 fuel stop | 10h 01m | $83,720 – $123K | $131K – $172K | $140K – $193K | $25,785 | 5,514 kg |
| Super-midsize jet Challenger 3500, Praetor 600, Longitude · up to 9 seats | 1 fuel stop | 9h 38m | $101K – $148K | $157K – $207K | $168K – $232K | $31,049 | 6,451 kg |
| Large jet Challenger 650, Falcon 2000, G450 · up to 12 seats | 1 fuel stop | 9h 27m | $126K – $196K | $197K – $274K | $210K – $306K | $40,251 | 7,911 kg |
| Ultra-long-range jet G650ER, Global 7500, Falcon 8X · up to 14 seats | Non-stop | 8h 21m | $138K – $215K | $214K – $300K | $229K – $339K | $44,168 | 9,595 kg |
| VIP airliner BBJ, ACJ320neo · up to 19 seats | Non-stop | 8h 53m | $221K – $404K | $345K – $563K | $366K – $628K | $78,186 | 19,122 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 Chicago–Milan non-stop
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
Milan: where you’d land
- Milan Linate Airport LIML
Airport with private terminal · 8,012 ft runway · 20 min to centre · customs - Milan Malpensa Airport LIMC
Major hub · 12,861 ft runway · 50 min to centre · customs · 24h
Private vs airline vs first class on this route
| Door to door | CO₂ / passenger | Price per seat | |
|---|---|---|---|
| Private (ultra-long-range jet) | 9.4 h | 9,595 kg | $44,168 |
| Airline, economy | 12.3 h | 731 kg | Typically $877–$2,193 |
| Airline, first / business | 11.8 h | 2924 kg | Typically $3,655–$8,772 |
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.
