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Private jet charter to Chicago, Illinois, with the downtown skyline on Lake Michigan

Private Jet Charter to Chicago: The Loop, North Shore or West Suburbs

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  4. Private Jet Charter to Chicago: The Loop, North Shore or West Suburbs

Private jet charter to Chicago costs $1,300 to $2,500 per turboprop hour, $2,300 to $3,800 per light jet hour. For the Loop, most private flights use Chicago Midway International (KMDW / MDW), about 9 miles away. Its longest runway, 13L/31R, is 6,522 feet and takes heavy jets.

Chicago Executive (PWK) serves the North Shore, but its 5,001-foot runway suits light jets and smaller. DuPage (DPA) and O'Hare (ORD) take larger jets. Hogani Jets coordinates every charter through licensed Part 135 operators or carriers approved by the applicable aviation authority.

Chicago at a Glance
Best airportChicago Midway International (KMDW / MDW)
Runway6,522 ft (13L/31R)
To the Loop9 mi to the Loop
CustomsInternational airport of entry
Charter from$1,300/hr turboprop; $2,300/hr light jet
Elevation620 ft
AlternativesChicago Executive, DuPage, Chicago O'Hare International, Gary/Chicago International
  • Chicago Executive (KPWK / PWK): 5,001 ft (16/34), 9 mi to Winnetka, elevation 645 ft. User-fee customs Mon-Fri 11:00 to 19:00, 2-hour PPR.
  • DuPage (KDPA / DPA): 7,571 ft (2L/20R), 12 mi to Naperville, user-fee customs by prior permission, elevation 759 ft.
  • Chicago O'Hare International (KORD / ORD): 13,000 ft (10L/28R), 10 mi to Oak Brook, customs landing rights, elevation 680 ft.
  • Gary/Chicago International (KGYY / GYY): 8,859 ft (12/30), 19 mi to McCormick Place, customs landing rights, elevation 597 ft.

Chicago's private jet airports ring the city, from Gary in Indiana to Wheeling on the North Shore. Six airports take private jets, and the best one depends on whether the trip ends downtown, north or west.

Rates shown are hourly charter rates by aircraft category. Your quote shows one all-in price, including taxes, permits and handling.

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Private flights to Chicago can land near the Loop, the North Shore or the western suburbs, avoiding airline crowds. Midway is about 9 miles from downtown. Milwaukee, Indianapolis and Detroit are under an hour away. New York takes under 2 hours.

  • City access: Midway is the closest airport to the Loop and McCormick Place.
  • Suburban fields: Chicago Executive for the North Shore, DuPage for the western suburbs.
  • Customs options: Midway, O'Hare and Gary are full customs airports; PWK, DuPage and Waukegan are user-fee.

Midway is closest to the Loop, the Magnificent Mile and McCormick Place. Chicago Executive is nearest to Winnetka and Lake Forest. O'Hare is the shortest ride to Oak Brook. DuPage serves Naperville and the far western suburbs, and Gary covers northwest Indiana, see more top private jet airports in the US

What should travelers know about a Chicago Executive Airport private jet arrival?

A Chicago Executive Airport private jet trip lands on runway 16/34, which is 5,001 feet long. That suits light jets and turboprops best. Customs runs only Monday to Friday, 11 a.m. to 7 p.m., with 2 hours' notice. The airport sits 18 miles northwest of downtown.

Matt's Recommendation

Midway for the city, Chicago Executive for the North Shore in a light jet. Anything bigger, or anything arriving from abroad on a weekend, goes to DuPage, Gary or O'Hare.

Customs hours decide where international flights can land. Chicago Executive and Waukegan clear customs only on weekday afternoons. The three larger airports clear international flights at any day of the week. In winter, snow and de-icing can add time, since Chicago averages about 38 inches of snow a year.

Can large jets use DuPage Airport?

Yes. DuPage Airport's longest runway, 2L/20R, is 7,571 feet long, and a second runway measures 6,451 feet. The airport is staffed around the clock and offers user-fee customs by prior permission. It sits about 29 miles west of downtown Chicago.

A private jet New York to Chicago flight from Teterboro takes about 1 hour 40 minutes. A private jet Miami to Chicago trip from Opa-Locka runs about 2 hours 35 minutes. Minneapolis is about an hour away. Atlanta takes about 1 hour 30 minutes.

  • Washington, D.C.: a private jet Washington DC to Chicago flight from Dulles lasts about 1 hour 30 minutes.
  • Aspen: the private jet Aspen to Chicago return takes roughly 2 hours 20 minutes in a midsize.
  • Las Vegas: book about 3 hours 20 minutes for any private jet Chicago to Las Vegas trip.
  • Los Angeles: each private jet Los Angeles to Chicago leg from Van Nuys lasts about 3 hours 35 minutes.
  • Milwaukee: about 35 minutes by turboprop.
  • Houston: a private jet Houston to Chicago flight from Hobby takes about 2 hours 10 minutes by midsize jet.
  • White Plains: a private jet White Plains to Chicago trip takes about 1 hour 45 minutes by midsize jet.
  • London: a private jet Chicago to London flight takes about 7 hours 25 minutes by ultra-long-range jet.
  • Hawaii: a private jet Chicago to Hawaii trip reaches Honolulu in about 8 hours by ultra-long-range jet.

RouteDistanceFlight TimeBest AircraftHourly Rate
Milwaukee (MKE) to Midway (MDW)70 nmAbout 35 minTurboprop$1,300–$2,500/hr
Indianapolis (IND) to Midway (MDW)141 nmAbout 40 minLight jet$2,300–$3,800/hr
Detroit (DTW) to Midway (MDW)198 nmAbout 45 minLight jet$2,300–$3,800/hr
St. Louis (STL) to Midway (MDW)218 nmAbout 50 minLight jet$2,300–$3,800/hr
Cleveland (CLE) to Midway (MDW)266 nmAbout 55 minLight jet$2,300–$3,800/hr
Minneapolis (MSP) to Midway (MDW)303 nmAbout 1 hrLight jet$2,300–$3,800/hr
Washington Dulles (IAD) to Midway (MDW)500 nmAbout 1 hr 30 minLight jet$2,300–$3,800/hr
Atlanta Peachtree (PDK) to Midway (MDW)502 nmAbout 1 hr 30 minLight jet$2,300–$3,800/hr
Teterboro (TEB) to Midway (MDW)619 nmAbout 1 hr 40 minMidsize jet$2,800–$5,500/hr
White Plains (HPN) to Midway (MDW)633 nmAbout 1 hr 45 minMidsize jet$2,800–$5,500/hr
Dallas Love (DAL) to Midway (MDW)690 nmAbout 1 hr 50 minMidsize jet$2,800–$5,500/hr
Boston Hanscom (BED) to Midway (MDW)733 nmAbout 2 hrsMidsize jet$2,800–$5,500/hr
Denver Centennial (APA) to Midway (MDW)788 nmAbout 2 hrs 5 minMidsize jet$2,800–$5,500/hr
Houston Hobby (HOU) to Midway (MDW)815 nmAbout 2 hrs 10 minMidsize jet$2,800–$5,500/hr
Aspen (ASE) to Midway (MDW)884 nmAbout 2 hrs 20 minMidsize jet$2,800–$5,500/hr
West Palm Beach (DJT) to Midway (MDW)982 nmAbout 2 hrs 30 minMidsize jet$2,800–$5,500/hr
Miami-Opa Locka (OPF) to Midway (MDW)1,023 nmAbout 2 hrs 35 minMidsize jet$2,800–$5,500/hr
Las Vegas (LAS) to Midway (MDW)1,319 nmAbout 3 hrs 20 minMidsize jet$2,800–$5,500/hr
Los Angeles Van Nuys (VNY) to Midway (MDW)1,514 nmAbout 3 hrs 35 minSuper midsize jet$4,500–$7,500/hr
London Farnborough (FAB) to O’Hare (ORD)3,420 nmAbout 7 hrs 25 minUltra-long-range jet$9,500–$20,000/hr
Honolulu (HNL) to O’Hare (ORD)3,682 nmAbout 8 hrsUltra-long-range jet$9,500–$20,000/hr

The private jet to Chicago price begins at $1,300 an hour for turboprops from Milwaukee or Indianapolis. Light jets around the Midwest and East cost $2,300 to $3,800 hourly. Florida and Rockies trips usually call for a midsize jet, from $2,800 to $5,500 hourly.

CategoryExample AircraftPassengersHourly RateBest For
TurbopropPilatus PC-12 NGX, King Air 3504–10$1,300–$2,500/hrMilwaukee, Indianapolis and Great Lakes hops
Very Light JetHondaJet Elite II, Phenom 1004–6$1,600–$2,800/hrCouples from across the Midwest
Light JetPhenom 300E, Citation CJ46–9$2,300–$3,800/hrWashington, Atlanta; Chicago Executive arrivals
Midsize JetCitation Latitude, Hawker 900XP8–9$2,800–$5,500/hrNew York, Florida, Texas and Aspen
Super Midsize JetChallenger 350, Praetor 6008–10$4,500–$7,500/hrCalifornia nonstop
Heavy JetChallenger 650, Falcon 900LX12–19$5,500–$8,500/hrLarge groups into Midway, DuPage or Gary
Ultra-Long-Range JetGlobal 6000, Gulfstream G65016–19$9,500–$20,000/hrEurope and Asia, via O’Hare, Gary or Midway customs
Narrowbody VIP AirlinerBoeing BBJ, Airbus ACJ320neo18–70$10,000–$29,000/hrTeams and tours, via O’Hare
Widebody VIP AirlinerBoeing 787 Dreamliner VIP, Airbus ACJ350 XWB50–100$28,000–$60,000/hrDelegations, via O’Hare

Each estimate multiplies the flight time by the category's hourly rate range. Flights under one hour are priced as a full hour. Taxes, airport fees and any repositioning are not included. The private jet Chicago to Miami cost matches the reverse trip, $7,200 to $14,200 by midsize jet.

Likewise, the private jet Chicago to Las Vegas cost is $9,300 to $18,300 in a midsize jet.

FromAircraftFlight TimeEstimated One-Way Price
Milwaukee (MKE)Turboprop35 min (1 hr billed)$1,300–$2,500
Indianapolis (IND)Light jet40 min (1 hr billed)$2,300–$3,800
Detroit (DTW)Light jet45 min (1 hr billed)$2,300–$3,800
St. Louis (STL)Light jet50 min (1 hr billed)$2,300–$3,800
Cleveland (CLE)Light jet55 min (1 hr billed)$2,300–$3,800
Minneapolis (MSP)Light jet1 hr$2,300–$3,800
Washington Dulles (IAD)Light jet1 hr 30 min$3,500–$5,700
Atlanta Peachtree (PDK)Light jet1 hr 30 min$3,500–$5,700
Teterboro (TEB)Midsize jet1 hr 40 min$4,700–$9,200
White Plains (HPN)Midsize jet1 hr 45 min$4,900–$9,600
Dallas Love (DAL)Midsize jet1 hr 50 min$5,100–$10,100
Boston Hanscom (BED)Midsize jet2 hr$5,600–$11,000
Denver Centennial (APA)Midsize jet2 hr 5 min$5,800–$11,500
Houston Hobby (HOU)Midsize jet2 hr 10 min$6,100–$11,900
Aspen (ASE)Midsize jet2 hr 20 min$6,500–$12,800
West Palm Beach (DJT)Midsize jet2 hr 30 min$7,000–$13,800
Miami-Opa Locka (OPF)Midsize jet2 hr 35 min$7,200–$14,200
Las Vegas (LAS)Midsize jet3 hr 20 min$9,300–$18,300
Los Angeles Van Nuys (VNY)Super midsize jet3 hr 35 min$16,100–$26,900
London Farnborough (FAB)Ultra-long-range jet7 hr 25 min$70,500–$148,300
Honolulu (HNL)Ultra-long-range jet8 hr$76,000–$160,000

Your custom quote will include every tax and fee upfront with no hidden costs. Speak with our aviation experts for complete itinerary details.

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Yes, when the operator clears the animal for the chosen aircraft. Domestic trips carry no federal pet import step. Dogs flying in from abroad must meet CDC entry rules at the customs airport. Include breed, weight and carrier dimensions when asking for a quote.

The private jet to Chicago cost depends mainly on hours aloft and the aircraft class. Great Lakes hops are short and usually bill one full hour. Winter de-icing can add a fee. Picking an airport with the right runway and customs hours avoids costly changes.

  • Runway length: Chicago Executive limits the trip to a light jet or smaller.
  • Customs timing: weekend international arrivals need a full customs airport.
  • Winter weather: de-icing and snow delays can extend the trip.
  • One-way trips: the return of an empty aircraft to base can be billed.

What is the cheapest private jet to Chicago?

The cheapest private jet to Chicago is a turboprop from Milwaukee, about 35 minutes. Short legs are charged a full hour, so the price is $1,300 to $2,500, plus taxes and fees. From Indianapolis or Detroit, a light jet also bills one hour, at $2,300 to $3,800.

Which private jet is best for a flight to Chicago?

The best private jet to Chicago for most trips is a Citation Latitude midsize jet. It carries 8 to 9 passengers nonstop from New York, Florida, Texas or Aspen into Midway. For the North Shore, a Phenom 300E light jet fits the 5,001-foot runway at Chicago Executive. California groups pick a Challenger 350.

Chicago empty legs come up often, because many aircraft are based at Chicago Executive, Midway and DuPage. They follow drop-offs in Florida, New York, Aspen and the Southwest. They are priced below a standard hourly booking. Each one leaves when the earlier client's schedule allows, so plans may shift, learn how to find empty leg deals.

To find Chicago empty legs for your dates, contact charter@hoganijets.com with passenger numbers, or call +1-855-660-0573.

Private flights to Chicago are busiest in summer and during big conventions. Lollapalooza and the Air and Water Show fill August weekends. McCormick Place, the largest convention center in the country, drives business travel year-round. Winters are cold, with January highs near 32°F.

DatesWhat Is HappeningPlanning Tip
Late July to early AugustLollapalooza, Grant ParkMidway is about 9 miles from Grant Park.
AugustChicago Air and Water ShowExpect lakefront airspace restrictions.
Year-roundConventions at McCormick PlaceMidway is about 8 miles from the convention center.
December to MarchWinter snow and de-icingBuild extra time into departures.
Late November to early JanuaryHoliday travel

Book aircraft several weeks ahead.

see the best time to book

What was Chicago Executive Airport called before 2006?

Chicago Executive Airport was known as Palwaukee Municipal Airport until October 17, 2006. It opened in 1926 as Gauthier's Flying Field. Prospect Heights and Wheeling own it jointly. It logged about 108,000 aircraft movements in fiscal 2022, about 80% of them general aviation.

Most private flyers stay near the Magnificent Mile or the Gold Coast. Four Seasons Hotel Chicago and The Ritz-Carlton, Chicago both sit just off Michigan Avenue. Park Hyatt Chicago overlooks Water Tower Park. Midway is about 10 miles from the Magnificent Mile, with ground transport booked to meet you.

Chicago pairs landmark architecture with a long Lake Michigan shoreline. The city counts 26 miles of waterfront and 24 public beaches. Willis Tower, once the Sears Tower, was the world's tallest building from 1974. Cloud Gate in Millennium Park is a city icon.

  • Magnificent Mile: shopping along Michigan Avenue.
  • Millennium Park: Cloud Gate and outdoor concerts.
  • Willis Tower: skyline views from the Loop.
  • Lakefront: beaches and trails along Lake Michigan.
  • McCormick Place: the largest convention center in the US.

  • Convention trips: Midway keeps the drive to McCormick Place short.
  • North Shore weekends: Chicago Executive works for light jets and turboprops.
  • International returns: check customs hours before choosing a weekend arrival airport.
  • Winter travel: allow time for de-icing before departure.

Chicago runs on Central Time. Lake-effect weather can change quickly, especially from November to March. Midway, O'Hare and Gary handle customs full time, while user-fee airports keep set hours. Every international guest needs a valid passport.

Hogani Jets plans each Chicago private jet charter around the destination, the runway and the customs hours. Midway covers the city, while Chicago Executive, DuPage and O'Hare cover the suburbs. Matt Hogan, the founder, has helped arrange more than 2,000 private flights across over 90 countries.

Every operator's Part 135 certificate, insurance coverage, and safety record is independently reviewed before booking learn what these safety ratings mean with ARGUS, Wyvern, or IS-BAO ratings considered where they exist as one part of that review.

  • Destination-first airport choice: Loop, North Shore or western suburbs.
  • Runway-checked aircraft: light jets for Chicago Executive, larger jets elsewhere.
  • Customs timing: weekend and evening international arrivals routed to full-time customs.

To book a Chicago private jet charter, contact Hogani Jets at charter@hoganijets.com or +1-855-660-0573.

Reviewed by Matt Hogan — Founder, Hogani Jets & Aviation Specialist.

Frequently Asked Questions (FAQ)

A turboprop runs $1,300 to $2,500 hourly, and a light jet $2,300 to $3,800. Midsize jets from Florida or Aspen cost $2,800 to $5,500 an hour.

Chicago Midway International, about 9 miles from the Loop in a straight line.

Its longest runway is 5,001 feet, so it best suits light jets and turboprops. Larger jets usually choose DuPage, Midway or O'Hare.

Yes, as a user-fee airport with weekday afternoon hours only. Flights must call 2 hours ahead.

Yes. Gary is a customs landing rights airport, and its main runway, 12/30, is 8,859 feet long.

Yes. Van Nuys to Midway covers 1,514 nautical miles, roughly 3 hours 35 minutes in a Challenger 350.

Yes. Overnight, departing aircraft are asked to climb quickly to reduce noise.

Yes, user-fee customs by prior permission. DuPage sits 29 miles west of downtown.

Yes, on weekdays with two hours' notice. Waukegan's 6,001-foot runway also takes every jet size.

Yes. Runway 13L/31R is rated for 165,000 pounds on double wheels. Wingspans over 94 feet cannot use taxiways A and F, so the largest jets often choose O'Hare or Gary.

A two-hour midsize trip, about the Boston Hanscom run to Midway, is $5,600 to $11,000. Two hours in a light jet come to $4,600 to $7,600.

Midway serves the Loop, Chicago Executive the North Shore and DuPage the western suburbs. O'Hare and Gary take the largest jets, and Midway, O'Hare and Gary clear customs every day.

Yes. Private jet rental in Chicago means chartering the whole aircraft and crew from a licensed Part 135 operator. Your group picks Midway, Chicago Executive, DuPage or O'Hare.

Yes. Midway is listed as an international airport of entry, so charters arriving from abroad can be cleared on site.

No. Hogani Jets is an air charter broker. Licensed operators fly every trip and hold operational control.

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Planning your next private flight? Share your journey, preferred aircraft, dates and requirements, and the Hogani Jets team will send a tailored set of quotes.

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Last Updated: 23 Oct 2026, 07:44 AM

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