Flight time 2h 00m · 650nm · Empty legs from $7,200
650 nautical miles
Light Jet
30-75% off standard rates
Best value for this route
| Aircraft | Examples | Passengers | Estimated Cost | Empty Leg Estimate |
|---|---|---|---|---|
| Light Jet | Citation CJ3+, Phenom 300E | 4-8 | $14,000 – $21,000 | $4,200 – $9,625 |
| Midsize Jet | Citation XLS+, Hawker 800XP | 7-9 | $18,500 – $27,000 | $5,550 – $12,375 |
| Super Midsize Jet | Citation Sovereign+, Challenger 350 | 8-10 | $23,000 – $34,000 | $6,900 – $15,400 |
| Heavy Jet | Challenger 604, Gulfstream G450 | 10-16 | $34,000 – $50,000 | $10,200 – $22,550 |
| Ultra Long Range | Global 7500, Gulfstream G650ER | 12-19 | $45,000 – $68,000 | $13,500 – $30,250 |
* Estimates based on industry averages. Actual pricing varies by operator, season, and availability. Use the calculator for detailed breakdowns.
Empty legs on this route start from $7,200 — that's up to 75% off the standard charter rate. Empty legs occur when an aircraft needs to reposition after dropping off passengers. These deals are time-sensitive and typically available 1-7 days before departure. This is primarily a business route with consistent demand Monday-Friday. Weekday rates are 10-15% higher than weekends. Avoid booking during market-moving Fed meeting days.
Examples: Citation CJ3+, Phenom 300E, Learjet 75
Passengers: 4-8
Ideal for short to medium routes under 3 hours. Comfortable cabin for 4-6 passengers with light luggage. Best value for trips under 1,500 miles.
Examples: Citation XLS+, Hawker 800XP, Learjet 60XR
Passengers: 7-9
The sweet spot for most private travelers. Stand-up cabin, enclosed lavatory, and enough range for coast-to-coast or transatlantic with one stop.
Chicago Executive (PWK) is the North Shore's private aviation hub — closer to downtown than O'Hare. Teterboro is 15 minutes from Midtown Manhattan via helicopter transfer.
Year-round business travel
This is primarily a business route with consistent demand Monday-Friday. Weekday rates are 10-15% higher than weekends. Avoid booking during market-moving Fed meeting days.
Chicago to New York is the backbone of American business aviation. The two-hour flight connects the financial centers of the Midwest and East Coast, making it one of the most frequently flown private jet routes in the country. Light jets dominate this corridor — they're fast enough, comfortable for the duration, and significantly cheaper than larger aircraft. The route sees heavy Monday morning and Friday afternoon traffic as executives commute between offices.
Ready to get an estimate? Use our charter cost calculator to compare pricing across all aircraft types for Chicago to New York.