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Private jet charter, Chicago.

Midway is Chicago's private front door: closer in than O'Hare, faster off the ramp, and the natural start for the two-hour business shuttle east or the three-and-a-half-hour run to Vegas. Lake-effect winters make crew and alternate planning part of every cold-season quote.

Departing Chicago Midway (MDW) · whole aircraft · all-in

From $5,500

Chicago to New York · light · about 1h 55m

Prepare a trip brief

Prepare a trip brief

Give the details that matter.

Include every leg, your preferred local times and anything that can be flexible. Mention luggage, pets and access needs before the aircraft is selected — and the actual address on each end, so dispatch picks the right Chicago field.

  1. 01Departure and arrival points
  2. 02Dates and preferred local times
  3. 03Passengers and luggage
  4. 04Special requirements

The fields that matter

Chicago’s charter airports, chosen for the drive.

Primary charter field

Chicago Midway

MDW · KMDW

~10 mi to the Loop

Where Chicago flies

The lanes, priced live.

One-way, whole-aircraft indicative ranges from Chicago Midway, in the category recommended for each distance — computed by the same engine behind every quote.

DestinationDistanceCategoryFlight timeAll-in fromQuote
New York Teterboro (TEB)619 nmLight1h 55m$5,500
Las Vegas Harry Reid Intl. (LAS)1,319 nmMidsize3h 28m$13,000
DallasDallas Love (DAL)690 nmLight2h 05m$6,000
MiamiMiami Intl. (MIA)1,029 nmLight2h 55m$8,500

Indicative, whole aircraft, including 7.5% FET. Exact aircraft confirmed by dispatch within 30 minutes. The reverse direction prices identically.

By the hour

The rate card behind every Chicago quote.

CategoryTypical missionSample laneMarket hourlyCard locked
Light3–4 passengers · 1,500 nm · regional hopsLos Angeles (VNY) → Aspen (ASE)$3,200–3,600/hr$2,950/hr
Midsize5–6 passengers · 2,500 nm · coast to coastLos Angeles (VNY) → New York (TEB)$4,200–4,600/hr$3,950/hr
Super-mid6–8 passengers · 3,500 nm · coast to coast nonstopSan Francisco (SFO) → Miami (MIA)$5,400–5,900/hr$5,100/hr
Heavy8–12 passengers · 4,500 nm · transatlanticNew York (JFK) → London (LHR)$7,800–8,400/hr$7,400/hr
Ultra long range12–16 passengers · 6,500+ nm · transpacificLos Angeles (LAX) → Tokyo (HND)$10,400–11,200/hr$9,850/hr

Included: flight time, fuel, crew, landing, repositioning, 7.5% FET, standard catering, sedan transfer. Itemized separately: premium catering, de-icing, international handling. Rates reviewed quarterly · updated August 2026.

Private terminal lounge at sunset

Your next step

Review the proposed aircraft, operating carrier, itinerary and complete price. Ask what needs to happen before the booking is confirmed.

See confirmation details →

Asked about flying Chicago.

Live examples from Chicago Midway: Chicago to New York from $5,500 (light); Chicago to Las Vegas from $13,000 (midsize); Chicago to Dallas from $6,000 (light). All figures are for the whole aircraft, all-in — fuel, crew, landing, 7.5% FET — and locked at acceptance. Hourly rates by category are published on the rate card below.

Also flying from

From the Journal

From the desk · Chicago

All notes

Start a quote

Price a Chicago departure.

Chicago Midway is already filled in — add the destination, date, and passenger count and the wizard prices it as you type.

Chicago, on the standard.

Every aircraft we quote out of Chicago Midway flies for an ARG/US- or Wyvern-audited operator that passed our vetting. Dispatch knows what's in position today: +1 (424) 487-2707.