Private Jet from Chicago, US (MDW) to Lahaina, US (JHM)
Charter private jets from Chicago (MDW) to Lahaina (JHM). Compare prices, view aircraft options and book your luxury flight instantly.
Mila Chase
Aviation Specialist
Charter private jets from Chicago (MDW) to Lahaina (JHM). Compare prices, view aircraft options and book your luxury flight instantly.
The route from Chicago (MDW) to Lahaina (JHM) covers approximately 6,754 km, about 11h 45m nonstop by private jet.
We did not observe a regular nonstop pattern between Chicago and Lahaina over the last 12 months, so this sector is normally flown ad hoc. Departure-end activity is solid though: 24,583 business aircraft movements were tracked at Chicago, around 2,049 a month.
Aircraft based at or passing through Chicago are led by the Cessna Citation Latitude and the Embraer Phenom 300, with an average build year of 2014 — that is the pool a charter for this route is most likely to come from.
Browse available private jets for your charter flight from Chicago Midway International Airport (MDW) - Chicago to Kapalua Airport (JHM) - Lahaina. Compare aircraft options, prices, and specifications for 1 passenger.
$64,625 - $88,125
11.8h × $5,500-$7,500/hr
$76,375 - $105,750
11.8h × $6,500-$9,000/hr
$99,875 - $141,000
11.8h × $8,500-$12,000/hr
$117,500 - $164,500
11.8h × $10,000-$14,000/hr
$70,500 - $105,750
11.8h × $6,000-$9,000/hr
6,754 km transcontinental route
No regular nonstop pattern observed on this sector — here is the activity we did track over 12 months
Thursday is the busiest day, departures cluster around 21:00–00:00 UTC.
Source: ADS-B position reports for 12 months (July 2025 – June 2026), filtered to business jet and turboprop types. Movements are counted from aircraft actually on the ground at the airport, so the figures reflect observed traffic rather than published schedules or price estimates.
Chicago, US
Chicago Midway International Airport is a regional airport located in Chicago, US. The airport provides excellent private aviation services with dedicated facilities.
Lahaina, US
Kapalua Airport is a regional airport located in Lahaina, US. The airport provides excellent private aviation services with dedicated facilities.
Our recommended aircraft for this route, optimized for distance, passenger capacity, and cost efficiency.
Real-time cost calculation based on your selected aircraft type and passenger count.
Mid-Size Jet • 1 passenger
Includes fees & positioning
Premium onboard amenities including entertainment, catering, WiFi, and personalized cabin configuration for your flight.
Compare all available private jet options with detailed specifications, rental costs, and performance data.
| Aircraft | Flight Time | Passengers | Range | Price Range | Popularity | Suitability | Action |
|---|---|---|---|---|---|---|---|
Global 5500 Bombardier Aerospace FASTEST | 8h 27m | Up to 10 | 10,926 km | $54,898 - $76,013 | ★★★★★ | 100% | |
Global 6500 Bombardier Aerospace | 8h 27m | Up to 12 | 12,223 km | $60,810 - $84,459 | ★★★★★ | 100% | |
Global 7500 Bombardier Aerospace MOST POPULAR | 8h 27m | Up to 14 | 14,260 km | $84,459 - $118,242 | ★★★★★ | 100% | |
Global 8000 Bombardier Aerospace | 8h 27m | Up to 14 | 14,816 km | $84,459 - $118,242 | ★★★★★ | 100% | |
Falcon 10X Dassault Aviation | 8h 27m | Up to 12 | 13,890 km | $109,796 - $168,918 | ★★★★★ | 100% | |
Falcon 6X Dassault Aviation | 8h 27m | Up to 12 | 10,186 km | $71,790 - $105,574 | ★★★★★ | 100% |
Explore all aircraft classes suitable for this route. Compare by passenger capacity, range, and hourly rates to find the perfect jet.
Popular models:
Citation Mustang, Phenom 100, Eclipse 550
Ideal for:
Short business trips, regional flights
Popular models:
Citation CJ3+, Learjet 75, Phenom 300
Ideal for:
Medium-distance flights, small groups
Popular models:
Citation Latitude, Hawker 900XP, Learjet 60XR
Ideal for:
Continental flights, business groups
Popular models:
Citation X+, Challenger 350, G280
Ideal for:
Transcontinental flights, luxury travel
Popular models:
Falcon 900EX, Challenger 605, Legacy 650
Ideal for:
Long-range flights, large groups, luxury
Popular models:
G650ER, Global 7500, Falcon 8X
Ideal for:
Intercontinental flights, maximum luxury
Popular models:
King Air 350, TBM 960, Pilatus PC-12
Ideal for:
Short regional flights, cost-effective
Get personalized aircraft recommendations from our experts
View seasonal pricing patterns and demand fluctuations to find the best time to book your flight.
See which aircraft are most frequently chosen by travelers on this route.
Detailed breakdown of all fees including base flight cost, fuel surcharge, permits, crew, and positioning.
Monthly weather patterns and how they affect flight operations throughout the year.
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Find answers to common questions about charter costs, booking process, aircraft options, and travel requirements.
24,583 business aircraft movements were tracked at Chicago over the last 12 months, most commonly the Cessna Citation Latitude. We did not see a regular nonstop pattern to Lahaina in that period, so expect an ad hoc charter rather than a well-worn sector.
Flight time varies by aircraft type, typically ranging from 6h to 8h for this 6,754km route.
Pricing depends on aircraft size and season, typically ranging from $67500 to $135100 for this route.
Ultra-long-range aircraft can fly direct, while smaller jets may require a technical fuel stop for optimal safety margins.
We recommend booking 24-48 hours in advance for best aircraft availability, though same-day flights are often possible.
Yes, pets are welcome on private jets. International flights require health certificates and may need quarantine arrangements.
Amenities vary by aircraft but may include Wi-Fi, entertainment systems, gourmet catering, bedroom suites, and shower facilities.
Detailed technical information including flight distance, navigation details, airspace regulations, and operational requirements.
Get personalized quotes from our network of verified operators. Compare prices, aircraft specifications, and book your perfect flight.
Aviation Specialist