Charter Chicago to San Antonio privately from US$24,500, about 2h 30m gate to gate. Request your price in minutes.
This route runs both ways — Chicago (ORD) to San Antonio (SAT) and San Antonio to Chicago — timed and priced alike.
As the crow flies, Chicago to San Antonio is roughly 1,677 kilometres — 1,042 miles, or 906 nautical miles.
From US$24,500 · Reply within the hour · No obligation
Chartering a private jet from Chicago to San Antonio (and San Antonio to Chicago) ranges from US$24,500 for a midsize jet like the Cessna Citation XLS+, up to US$68,000 for a super midsize jet such as the Challenger 350. Charters on this route are dog- and pet-friendly, with in-cabin access for your companion.
A stand-up cabin and more baggage room for medium-haul comfort. With seating for 7-9, it balances cabin comfort against running cost.
Intercontinental comfort with a full stand-up cabin and separate sleeping area. 9-12 seats and 5,926 km of range make it a dependable fit here.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 2h 30m | 2h 15m – 2h 45m | US$35,000 | 7-9 |
| Super Midsize Jet | 2h 20m | 2h 06m – 2h 34m | US$48,500 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 2h 30m | US$35,000 – US$49,000 | 7-9 |
| Hawker 900XP | 2h 28m | US$38,500 – US$54,000 | 7-9 |
| Embraer Praetor 500 | 2h 22m | US$42,000 – US$59,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 2h 20m | US$48,500 – US$68,000 | 9-12 |
| Cessna Citation Longitude | 2h 20m | US$53,500 – US$75,000 | 9-12 |
| Embraer Praetor 600 | 2h 22m | US$58,000 – US$81,500 | 9-12 |
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.
Guide prices reflect the key cost drivers on this sector — distance, fuel costs at both ends, and airport fees at both ends. Every quote is checked against live availability before we confirm it.
Private departures on this route use the following airports — we will recommend the best fit for your schedule:
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.
San Antonio, United States: San Antonio International Airport, Stinson Municipal Airport, Nighthawks Nest Airport, New Braunfels National Airport, Boerne Stage Field and Castroville Municipal Airport.
Counts every airfield flown for each city — Chicago: Chicago/West Chicago (DPA), Chicago (MDW, ORD), Chicago/Prospect Heights/Wheeling (PWK), Chicago/Romeoville (LOT); San Antonio: San Antonio (SAT), New Braunfels (KBAZ).
Observed traffic points to a weekday route with afternoon departures, on the departures logged so far.
Chicago→San Antonio runs about 16 minutes longer, which is the prevailing wind rather than the distance.
| Direction | Departures observed | Typical block | Fastest seen | Aircraft observed |
|---|---|---|---|---|
| Chicago → San Antonio | 14 | 150 min | 129 min | Dassault Falcon 2000 (3), Cessna Citation CJ3 (3), Cessna Citation Sovereign (2) |
| San Antonio → Chicago | 23 | 134 min | — | Cessna Citation 10 (4), Dassault Falcon 2000 (3), Embraer Praetor 500 (3), Bombardier Challenger 300 (2) |
37 movements observed, 2025-08-17 to 2026-08-16.
| Chicago O'Hare International Airport | San Antonio International Airport | |
|---|---|---|
| Code | KORD / ORD | KSAT / SAT |
| Longest hard runway | 13,000 ft | 8,505 ft |
| Surface | Concrete | Concrete |
| Field elevation | 680 ft | 809 ft |
All 16 aircraft we quote for Chicago to San Antonio can use both airfields and fly the route non-stop. Chicago O'Hare International Airport has 13,000 ft and San Antonio International Airport 8,505 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 1,677 km it is close to the limit for the shortest-legged aircraft here, the Embraer Phenom 100EV at 2,180 km.
Alternates within range: 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) · Stinson Municipal Airport (5,000 ft, 22 km) · Nighthawks Nest Airport (7,634 ft, 31 km) · New Braunfels National Airport (6,503 ft, 45 km) · Boerne Stage Field (5,006 ft, 30 km)
Charter safety is non-negotiable. All operators on our network carry current AOC certification and third-party audits.
Our team responds to Chicago–San Antonio quote requests within the hour during business hours, with real aircraft options.
Airline schedules are fixed; yours doesn't have to be. Depart Chicago–San Antonio when the time is right.
Commercial adds hours in terminals. Private charter cuts the Chicago–San Antonio trip to about 2h 30m gate to gate.
The Chicago to San Antonio route is a popular domestic private-jet path for both business travellers and leisure flyers seeking direct access without commercial schedules.
As a guide, charter ranges US$24,500 – US$68,000 one-way — from a midsize jet (Cessna Citation XLS+) at the lower end. Final pricing depends on dates, group size and availability.
About 2h 30m gate to gate over 1,677 km (1,042 miles), similar both ways; larger jets are marginally faster.
This sector is mainly served by Midsize Jet, Super Midsize Jet. We lead with a midsize jet for the best balance of cost, cabin and range.
Often yes: same-day and next-day Chicago–San Antonio departures are possible when aircraft and crew are positioned nearby.
Absolutely — pets travel in the cabin with you on this route; just tell us the details when you ask for a quote.
Of course: San Antonio to Chicago runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Chicago | San Antonio | United States | North America
