Charter New York to Chicago privately from US$13,000, about 2h 03m in the air. Request your price in minutes.
This route runs both ways — New York (JFK) to Chicago (ORD) and Chicago to New York — timed and priced alike.
New York and Chicago lie approximately 1,188 km apart (738 mi / 641 nm) on a direct routing.
From US$13,000 · Reply within the hour · No obligation
Expect US$13,000 – US$38,000 for a one-way charter between New York and Chicago, depending on the aircraft — a very light jet sits at the lower end, larger jets above. Pets are welcome in-cabin on every option.
Efficient for short hops with two to four passengers. With seating for 4-6, it balances cabin comfort against running cost.
The popular choice for this distance — strong value and cabin comfort. 6-8 seats and 3,700 km of range make it a dependable fit here.
A stand-up cabin and more baggage room for medium-haul comfort. 7-9 seats and 3,900 km of range make it a dependable fit here.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Very Light Jet · rec. | 2h 03m | 1h 51m – 2h 15m | US$13,000 | 4-6 |
| Light Jet | 1h 55m | 1h 44m – 2h 07m | US$19,000 | 6-8 |
| Midsize Jet | 1h 53m | 1h 42m – 2h 04m | US$27,000 | 7-9 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Embraer Phenom 100EV | 2h 03m | US$13,000 – US$18,000 | 4-6 |
| Cessna Citation M2 | 1h 59m | US$14,500 – US$20,000 | 4-6 |
| HondaJet Elite II | 1h 56m | US$15,500 – US$21,500 | 4-6 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation CJ3+ | 1h 55m | US$19,000 – US$26,500 | 6-8 |
| Embraer Phenom 300E | 1h 52m | US$21,000 – US$29,000 | 6-8 |
| Learjet 75 Liberty | 1h 47m | US$23,000 – US$32,000 | 6-8 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 1h 53m | US$27,000 – US$38,000 | 7-9 |
| Hawker 900XP | 1h 52m | US$29,500 – US$42,000 | 7-9 |
| Embraer Praetor 500 | 1h 48m | US$32,500 – US$45,500 | 8-10 |
Outbound and return are priced alike on identical aircraft; expect roughly ±10% variation in time by wind.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
Several variables shape what you pay for a New York–Chicago charter: the distance and prevailing winds on the day, fuel costs at both ends, handling and landing fees at both airports, and the specific aircraft confirmed against live availability.
You can fly to or from any of these airports at each end; we match the most convenient to your trip:
New York, United States: John F. Kennedy International Airport and LaGuardia Airport.
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.
Private jets are pet-friendly by default. Your companion flies in the cabin with you, not in cargo.
We do the due diligence on every operator so you don't have to. Certified, insured, and audited before your wheels leave the ground.
You speak to people, not chatbots. A response with real aircraft options is typically with you within the hour.
New York–Chicago is a frequently chartered domestic sector for executives and families alike, prized for flexibility and time saved.
As a guide, charter ranges US$13,000 – US$38,000 one-way — from a very light jet (Embraer Phenom 100EV) at the lower end. Final pricing depends on dates, group size and availability.
About 2h 03m in the air over 1,188 km (738 miles), similar both ways; larger jets are marginally faster.
This sector is mainly served by Very Light Jet, Light Jet, Midsize Jet. We lead with a very light jet for the best balance of cost, cabin and range.
Yes — we handle last-minute New York–Chicago charters, often with as little as 4 hours' notice, subject to aircraft and crew availability.
Absolutely — pets travel in the cabin with you on this route; just tell us the details when you ask for a quote.
Of course: Chicago to New York runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from New York | Chicago | United States | North America
