Charter New York to Chicago privately from US$13,000, about 1h 53m gate to gate. 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 midsize jet sits at the lower end, larger jets above. Pets are welcome in-cabin on every option.
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 |
|---|---|---|---|---|
| Midsize Jet · rec. | 1h 53m | 1h 42m – 2h 04m | US$27,000 | 7-9 |
| 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, Republic Airport, Newark Liberty International Airport, LaGuardia Airport, Teterboro Airport and Morristown Municipal Airport.
Chicago, United States: Chicago O'Hare International Airport, Dupage Airport, Chicago Executive Airport, Chicago Midway International Airport, Gary/Chicago International Airport and Lewis University Airport.
Counts every airfield flown for each city — New York: Teterboro (TEB), New York (LGA, JFK), Newark (EWR); Chicago: Chicago (MDW, ORD), Chicago/West Chicago (DPA), Chicago/Prospect Heights/Wheeling (PWK), Chicago/Romeoville (LOT), Gary (GYY).
Observed traffic makes this a weekday route with afternoon departures: departures cluster on Wed, most often around 00:00 UTC.
New York→Chicago runs about 18 minutes longer, which is the prevailing wind rather than the distance.
Sun is the quietest day we observe on this pairing, which is usually when an aircraft is easiest to source at short notice.
| Direction | Departures observed | Typical block | Fastest seen | Aircraft observed |
|---|---|---|---|---|
| New York → Chicago | 503 | 111 min | 89 min | Bombardier Challenger 350 (66), Embraer Phenom 300 (59), Hawker BEECHCRAFT Hawker 750/850 (38), Bombardier Challenger (33) |
| Chicago → New York | 391 | 93 min | — | Bombardier Challenger 350 (45), Cessna Citation Latitude (32), Cessna Citation Longitude (29), Embraer Phenom 300 (29) |
894 movements observed, 2025-08-17 to 2026-08-16.
| John F. Kennedy International Airport | Chicago O'Hare International Airport | |
|---|---|---|
| Code | KJFK / JFK | KORD / ORD |
| Longest hard runway | 14,511 ft | 13,000 ft |
| Surface | Porous friction course | Concrete |
| Field elevation | 13 ft | 680 ft |
All 19 aircraft we quote for New York to Chicago can use both airfields and fly the route non-stop. John F. Kennedy International Airport has 14,511 ft and Chicago O'Hare International Airport 13,000 ft, both comfortably beyond the 6,000 ft the largest types here need, so field length is not what decides the aircraft on this route — cabin size and range are. At 1,188 km it is close to the limit for the shortest-legged aircraft here, the Pilatus PC-12 NGX at 1,800 km.
Alternates within range: Republic Airport (6,833 ft, 32 km) · Newark Liberty International Airport (11,000 ft, 33 km) · LaGuardia Airport (7,002 ft, 17 km) · Teterboro Airport (6,997 ft, 33 km) · Dupage Airport (7,571 ft, 30 km) · Chicago Executive Airport (5,001 ft, 15 km) · Chicago Midway International Airport (6,522 ft, 25 km) · Gary/Chicago International Airport (8,859 ft, 57 km)
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 midsize jet (Cessna Citation XLS+) at the lower end. Final pricing depends on dates, group size and availability.
About 1h 53m gate to gate over 1,188 km (738 miles), similar both ways; larger jets are marginally faster.
This sector is mainly served by Midsize Jet. We lead with a midsize 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
