Private charter between Madison and Chicago starts at US$10,000 aboard a turboprop.
We fly Madison (MSN) ⇄ Chicago (ORD) in both directions, on the same aircraft and guide pricing.
The straight-line distance between Madison and Chicago is about 174 km (108 miles), or 94 nautical miles.
From US$10,000 · Reply within the hour · No obligation
Chartering a private jet from Madison to Chicago (and Chicago to Madison) ranges from US$10,000 for a turboprop like the Pilatus PC-12 NGX, up to US$15,500 for a light jet such as the Cessna Citation CJ3+. Charters on this route are dog- and pet-friendly, with in-cabin access for your companion.
Short-runway specialist — ideal for remote airstrips and island hops. It seats 6-9 and is a frequent choice on sectors of this length.
Efficient for short hops with two to four passengers. It seats 4-6 and is a frequent choice on sectors of this length.
The popular choice for this distance — strong value and cabin comfort. It seats 6-8 and is a frequent choice on sectors of this length.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Turboprop · rec. | 45 min | 41 min – 50 min | US$10,000 | 6-9 |
| Very Light Jet | 38 min | 34 min – 42 min | US$10,000 | 4-6 |
| Light Jet | 37 min | 33 min – 41 min | US$11,000 | 6-8 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Pilatus PC-12 NGX | 45 min | US$10,000 – US$11,000 | 6-9 |
| King Air 350 | 43 min | US$10,000 – US$12,000 | 8-11 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Embraer Phenom 100EV | 38 min | US$10,000 – US$13,500 | 4-6 |
| Cessna Citation M2 | 38 min | US$10,500 – US$15,000 | 4-6 |
| HondaJet Elite II | 37 min | US$11,500 – US$16,000 | 4-6 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation CJ3+ | 37 min | US$11,000 – US$15,500 | 6-8 |
| Embraer Phenom 300E | 37 min | US$12,000 – US$17,000 | 6-8 |
| Learjet 75 Liberty | 36 min | US$13,000 – US$18,500 | 6-8 |
The return leg uses the same aircraft and guide pricing; timings may shift up to ±10% depending on winds.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
What determines the price between Madison and Chicago? Primarily: flight distance and typical jet-stream winds, fuel costs at both ends, and the handling and parking fees charged at each airport. We confirm everything against real-time aircraft availability.
Both cities are served by several airports, giving flexibility on slots and routing:
Madison, United States: Dane County Regional Truax Field, Bruce Campbell Field, Godfrey Airport, Hay Field, Lindsay Airport and Earhart Landing.
Chicago, United States: Chicago O'Hare International Airport, Chicago Midway International Airport and Lansing Municipal Airport.
From boarding to arrival, the aircraft is exclusively yours. Discretion is built into every private charter.
Travel Madison–Chicago with your dog, cat or other pet beside you in the cabin. Simply flag it when you request a quote.
Every aircraft and crew we place is from a certified, audited operator. You fly with professionals, not unknowns.
Our team responds to Madison–Chicago quote requests within the hour during business hours, with real aircraft options.
Demand on Madison–Chicago comes from corporate trips and getaways in equal measure — a domestic route where private charter pays off in time and privacy.
Budget US$10,000 – US$15,500 one-way depending on aircraft; a turboprop sits at the entry point. We confirm a firm figure against live availability.
About 45 min in the air over 174 km (108 miles), similar both ways; larger jets are marginally faster.
Turboprop, Very Light Jet, Light Jet are the usual choices here; our pick is a turboprop for value and comfort on this distance.
Yes — we handle last-minute Madison–Chicago charters, often with as little as 4 hours' notice, subject to aircraft and crew availability.
Yes. Our Madison–Chicago charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Yes — the route is fully bidirectional, with the same guide price and timing on the return leg.
Other flights from Madison | Chicago | United States | North America
