Private Jet from Chicago, US (MDW) to Enterprise, US (ETS)

Charter private jets from Chicago (MDW) to Enterprise (ETS). Compare prices, view aircraft options and book your luxury flight instantly.

Private jet charter from Chicago to Enterprise

The route from Chicago (MDW) to Enterprise (ETS) covers approximately 1,178 km, about 2h 28m nonstop by private jet.

We did not observe a regular nonstop pattern between Chicago and Enterprise 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.

Available Flights

Browse available private jets for your charter flight from Chicago Midway International Airport (MDW) - Chicago to Enterprise Municipal Airport (ETS) - Enterprise. Compare aircraft options, prices, and specifications for 1 passenger.

Bombardier Learjet 75

i
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High-speed WiFi
Satellite Phone
Entertainment System
Refreshment Center
Private Lavatory
Up to 6 passengers
MDW
ETS
13:2815:56 (10/08/2026)

$8,633 - $12,333

2.5h × $3,500-$5,000/hr

Embraer Phenom 100EV

i
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Garmin G1000 NXi
LED Lighting
Individual Climate Control
Premium Leather Seating
Refreshment Center
Up to 4 passengers
MDW
ETS
11:3314:01 (10/08/2026)

$6,413 - $9,620

2.5h × $2,600-$3,900/hr

Daher TBM 960

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Garmin G3000
LED Lighting
Individual Climate Control
Premium Leather Seating
Refreshment Center
Up to 4 passengers
MDW
ETS
12:1914:47 (10/08/2026)

$6,167 - $9,373

2.5h × $2,500-$3,800/hr

Flight Summary: Chicago → Enterprise

1,178 km transcontinental route

1h 23m
Flight Time
1,178 km
Distance
$5K - $8K
Price Range
Turboprop
Best Aircraft

Traffic at Both Ends: Chicago and Enterprise

No regular nonstop pattern observed on this sector — here is the activity we did track over 12 months

Departure: Chicago

24,583 movements tracked · average fleet year 2014

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.

Departure: Chicago Midway International Airport

Chicago, US

Chicago Midway International Airport is a regional airport located in Chicago, US. The airport provides excellent private aviation services with dedicated facilities.

Private Jet Facilities
Dedicated private jet terminal
VIP lounges
Crew rest areas
Baggage handling
Ground Services
Local FBORegional operator

Arrival: Enterprise Municipal Airport

Enterprise, US

Enterprise Municipal Airport is a regional airport located in Enterprise, US. The airport provides excellent private aviation services with dedicated facilities.

Private Jet Facilities
Dedicated private jet terminal
VIP lounges
Crew rest areas
Baggage handling
Ground Services
Local FBORegional operator

Best Private Jets from Chicago to Enterprise

Our recommended aircraft for this route, optimized for distance, passenger capacity, and cost efficiency.

Challenger 350

EFFICIENT
✓ Range: 5,926 km
✓ Flight Time: 1h 53m
✓ Passengers: Up to 8
✓ Price: $9,600 - $13,600
+ Excellent range capability
+ Short runway capability

Challenger 3500

EFFICIENT
✓ Range: 6,296 km
✓ Flight Time: 1h 53m
✓ Passengers: Up to 8
✓ Price: $10,000 - $14,000
+ Excellent range capability
+ Short runway capability

Challenger 650

EFFICIENT
✓ Range: 7,408 km
✓ Flight Time: 1h 53m
✓ Passengers: Up to 10
✓ Price: $11,000 - $15,000
+ Excellent range capability

How Much Does It Cost to Charter from Chicago to Enterprise?

Real-time cost calculation based on your selected aircraft type and passenger count.

Estimated Total Cost
$11,206

Mid-Size Jet1 passenger

Includes fees & positioning

Cost Breakdown
Base Flight (1.4h @ $5,000/h)$6,917
Fuel Surcharge (15%)$1,038
Permits & Handling (8%)$553
Crew & Insurance (12%)$830
Positioning Fee (20%)$1,868
Money-Saving Tips
Book in advance for better rates
Consider off-peak travel dates
Choose return flights to avoid positioning fees
Compare multiple aircraft options
Book during low-demand periods
Best Value Months
FebMarOct

Onboard Services for Chicago to Enterprise Private Jets

Premium onboard amenities including entertainment, catering, WiFi, and personalized cabin configuration for your flight.

Entertainment

• 4K Entertainment System
• Streaming Capabilities
• Digital Library
• Gaming Console

Catering

• Gourmet Meals
• Premium Bar Service
• Fresh Coffee & Tea
• Custom Menu Options

Comfort

• Fold-flat Seats
• Premium Leather Seating
• Individual Climate Control
• Premium Linens

Connectivity

• High-Speed WiFi
• Satellite Phone
• USB/Power Outlets
• Wireless Charging

Special Features

• Private Lavatory
• Baggage Compartment
• Conference Table
• LED Lighting System

Highlights

Most Popular
"98% of guests rate the service as excellent"
Service level varies by specific aircraft model

Private Jet Comparison: Chicago to Enterprise Routes

Compare all available private jet options with detailed specifications, rental costs, and performance data.

AircraftFlight TimePassengersRangePrice RangePopularitySuitabilityAction
Challenger 350
Bombardier Aerospace
FASTEST
1h 53mUp to 85,926 km$9,600 - $13,600
100%
Challenger 3500
Bombardier Aerospace
1h 53mUp to 86,296 km$10,000 - $14,000
100%
Challenger 650
Bombardier Aerospace
1h 53mUp to 107,408 km$11,000 - $15,000
100%
Global 5500
Bombardier Aerospace
1h 53mUp to 1010,926 km$13,000 - $18,000
100%
Global 6500
Bombardier Aerospace
1h 53mUp to 1212,223 km$14,400 - $20,000
100%
Global 7500
Bombardier Aerospace
MOST POPULAR
1h 53mUp to 1414,260 km$20,000 - $28,000
100%
Need help choosing? Contact our experts for personalized recommendations
Showing 6 of 6 available aircraft

Available Aircraft Classes for Chicago to Enterprise Flights

Explore all aircraft classes suitable for this route. Compare by passenger capacity, range, and hourly rates to find the perfect jet.

Market Trends for Chicago to Enterprise Charters

View seasonal pricing patterns and demand fluctuations to find the best time to book your flight.

Popular Jets on Chicago to Enterprise Route

See which aircraft are most frequently chosen by travelers on this route.

Charter Cost Breakdown: Chicago to Enterprise

Detailed breakdown of all fees including base flight cost, fuel surcharge, permits, crew, and positioning.

Weather Considerations for Chicago to Enterprise Flights

Monthly weather patterns and how they affect flight operations throughout the year.

Excellent
Good
Challenging

Frequently Asked Questions

Find answers to common questions about charter costs, booking process, aircraft options, and travel requirements.

How busy is private aviation out of Chicago?

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 Enterprise in that period, so expect an ad hoc charter rather than a well-worn sector.

How long does a private jet flight from Chicago to Enterprise take?

Flight time varies by aircraft type, typically ranging from 1h to 1h for this 1,178km route.

What's the cost of a private jet from MDW to ETS?

Pricing depends on aircraft size and season, typically ranging from $11800 to $23600 for this route.

How far in advance should I book?

We recommend booking 24-48 hours in advance for best aircraft availability, though same-day flights are often possible.

Can I bring pets on the private jet?

Yes, pets are welcome on private jets. International flights require health certificates and may need quarantine arrangements.

What amenities are available on board?

Amenities vary by aircraft but may include Wi-Fi, entertainment systems, gourmet catering, bedroom suites, and shower facilities.

Is catering included in the charter price?

Basic refreshments are typically included, but gourmet catering can be arranged for an additional fee based on your preferences.

Flight Details: Chicago to Enterprise Route

Detailed technical information including flight distance, navigation details, airspace regulations, and operational requirements.

Flight Details
Great Circle Distance1,178 km
Time Zone Difference0h
ETOPS RequiredNo
Regulations
Standard domestic flight plan
Slot reservations if required
Weather Conditions
Best months: May, Jun, Jul, Aug, Sep
Weather window: May through September typically offers the best flying conditions

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Mila Chase

Mila Chase

Aviation Specialist

Private Jet from Chicago, US (MDW) to Enterprise, US (ETS) - Charter Flight