JETSFLY

Private Jet Charter Oakland (OAK) to Chicago (ORD)

Fly privately from Oakland San Francisco Bay Airport (OAK) to Chicago O'Hare International Airport (ORD), a 2,947 km (1,591 nm) flight, from 3h 43m in the fastest private jet. Estimated charter prices start around $17,000 all-in.

Distance
2,947 km
Fastest
3h 43m
From
$17,000
Non-stop sizes
5
From
To
Departure
Passengers

Or just tell us your trip

Check empty legs →

Which private jet is right for Oakland to Chicago?

  • Very Light JetsFuel stop
    Seats
    5-6
    Flight
    6h 19m
    Est. price
    $22,700

    e.g. Cirrus Vision Jet SF50 · HondaJet HA-420

  • Light JetsNon-stop
    Seats
    8-10
    Flight
    4h 35m
    Est. price
    $20,400

    e.g. Cessna Citation CJ3+ · Cessna Citation CJ4 Gen2

  • Midsize JetsNon-stop
    Seats
    8-9
    Flight
    4h 31m
    Est. price
    $27,200

    e.g. Hawker 800XP · Hawker 850XP

  • Super Midsize JetsNon-stop
    Seats
    9-12
    Flight
    4h 26m
    Est. price
    $40,500

    e.g. Bombardier Challenger 3500 · Gulfstream G200

  • Heavy JetsNon-stop
    Seats
    9-16
    Flight
    4h 17m
    Est. price
    $37,900

    e.g. Gulfstream G450 · Gulfstream G500

  • Ultra Long RangeNon-stop
    Seats
    15-19
    Flight
    4h 01m
    Est. price
    $56,400

    e.g. Gulfstream G600 · Gulfstream G650ER

  • TurbopropsFuel stop
    Seats
    7-8
    Flight
    8h 28m
    Est. price
    $17,000

    e.g. Beechcraft King Air B200 · Pilatus PC-12 NGX

Prices are all-in market estimates (crew, pilots, standard fees). Final price on request, tailored to your dates and aircraft.

Aircraft that fly Oakland to Chicago non-stop

79 of the 117 aircraft on JetsFly fly this 2,947 km route without a fuel stop. Prices are averages for the one-way flight, including crew, airport fees and taxes.
Cessna 441 Conquest II exteriorTurboprops

Cessna 441 Conquest II

Cessna

Pax
8
Time
6h 16m

about $22,300one way, average price for the whole aircraft, including fees

Dassault Falcon 10 exteriorLight

Dassault Falcon 10

Dassault Aviation

Pax
7
Time
4h 29m

about $24,700one way, average price for the whole aircraft, including fees

Cessna Citation III exteriorMidsize

Cessna Citation III

Cessna

Pax
8
Time
4h 22m

about $34,200one way, average price for the whole aircraft, including fees

Cessna Citation X+ exteriorHeavy

Cessna Citation X+

Cessna

Pax
9
Time
3h 58m

about $45,200one way, average price for the whole aircraft, including fees

Hawker 4000 exteriorSuper Midsize

Hawker 4000

Hawker Beechcraft

Pax
8
Time
4h 23m

about $49,200one way, average price for the whole aircraft, including fees

Gulfstream V exteriorUltra Long Range

Gulfstream V

Gulfstream Aerospace

Pax
14
Time
4h 20m

about $66,600one way, average price for the whole aircraft, including fees

Oakland to Chicago in local time

Take off from Oakland San Francisco Bay Airport (OAK) at 10:00 local time in a Bombardier Global 8000 and you land at Chicago O'Hare International Airport (ORD) at about 15:43 local time, after 3h 43m in the air. Chicago is 2 hours ahead of Oakland.

Return flight: Chicago to Oakland

Empty legs near this route

See all empty legs and set an alert

Oakland to Chicago price through the year

Average one-way estimate for the cheapest aircraft (Piper PA-31 Chieftain) each month. Cheapest in February at about $15,900; August is the dearest at about $18,500.
  1. Dec: about $18,200
  2. Jan: about $16,400
  3. Feb: about $15,900
  4. Mar: about $16,800
  5. Apr: about $16,900
  6. May: about $16,900
  7. Jun: about $18,400
  8. Jul: about $18,500
  9. Aug: about $18,500
  10. Sept: about $16,900
  11. Oct: about $16,900

From our booking engine (the prices /book shows): busier seasons, weekends and big events cost more; Tuesdays and Wednesdays and booking more than two weeks ahead cost less. Whole aircraft, taxes included; not a quote.

Private jet traffic at Oakland and Chicago

Private jets our live tracking counted on the ground at each airport in the last 30 days, and the other airports they use nearby.

Departure

1,150private jets at Oakland San Francisco Bay Airport

Busiest on Wednesdays (17% of the week's jets): book early for those days.

Other private-jet airports near Oakland

Arrival

289private jets at Chicago O'Hare International Airport

Busiest on Fridays (17% of the week's jets): book early for those days.

Other private-jet airports near Chicago

From the ADS-B feed behind our live jet map: each jet counted once per airport per day. No registrations or owners are stored. Coverage is best in North America and Europe.

Book now or wait?

Our read of the market for Oakland to Chicago on your date.

Fly Tue 24 Nov instead

Moving your flight to Tue 24 Nov should cost about 9% less. Sunday is one of the busiest days to fly.

From, on Sun 22 Nov
$24,600
Empty legs, past year
6 · listed ~12d ahead
Get a price Empty leg alert

Private jet vs business class

Per person, with the hours you save door to door.

Travellers

4

Private jet

$6,180

per person · Dassault Falcon 10

4h 59m door to door

Business class

$1,800

per person · typical flexible fare

7h 17m door to door

You save 2h 18m each, 9h 12m for the group. The jet costs $4,030 more per person, after your time saved.

Jet: our average one-way price for the cheapest jet that seats your group. Airline: typical business fare for the distance, plus about 3 hours at airports.

How much does a private jet from Oakland to Chicago cost?

$17,000 – $66,600

one way, whole aircraft, all-in estimate

  • Return trip from about $31,900 (Piper PA-31 Chieftain, back another day): less than two one-way flights.
  • Light Jets and larger fly the route non-stop.
  • Empty legs on this routing can cut costs by up to 75% when the timing aligns.

Why fly this route privately?

  • Arrive at Oakland San Francisco Bay Airport's private terminal 15 minutes before take-off, not hours.
  • Land at Chicago O'Hare International Airport, closer to where you are going.
  • Fly when you want: your schedule decides, not the airline's.
DepartureOakland San Francisco Bay Airport (OAK)Oakland, United StatesArrivalChicago O'Hare International Airport (ORD)Chicago, United States
Fastest flight time: 3h 43mUp to 19 passengers

Oakland to Chicago, Frequently Asked Questions

How much does a private jet from Oakland to Chicago cost?
Estimated charter prices for the 2,947 km flight from Oakland (OAK) to Chicago (ORD) range from about $17,000 in the turboprops category to around $66,600 for ultra long range, all-in including crew and standard fees. Request a formal quote for an exact price for your dates.
How long is the flight from Oakland to Chicago by private jet?
Flight time depends on the aircraft: expect around 3h 43m in the fastest category, while smaller aircraft may need a fuel stop. Private terminals also save 1-2 hours versus airline check-in.
Which private jets can fly Oakland to Chicago non-stop?
Light Jets, Midsize Jets, Super Midsize Jets, Heavy Jets, Ultra Long Range can typically fly this 2,947 km route non-stop. Typical aircraft include Cessna Citation CJ3+, Cessna Citation CJ4 Gen2, Cessna Citation XLS+.
Can I book an empty leg from Oakland to Chicago?
Right now our empty-leg board has 27 flights leaving the Oakland area and 17 arriving in the Chicago area. Empty legs are one-way flights an aircraft makes anyway, sold below a normal charter when the timing fits. Check our empty legs page, or set a price alert and we e-mail you when one matches your route.
How much is a return private jet from Oakland to Chicago?
About $31,900 for the cheapest aircraft (Piper PA-31 Chieftain), out and back on different days, whole aircraft, taxes and fees included. A return usually costs less than two one-way flights because the aircraft is flown in and home once. Crew nights away add to it when you stay longer.
When is the cheapest time to fly private from Oakland to Chicago?
On our booking engine's estimates for the cheapest aircraft (Piper PA-31 Chieftain), February averages about $15,900 and August about $18,500. Tuesdays and Wednesdays are usually cheaper than Fridays and Sundays, and booking more than two weeks ahead avoids last-minute prices.
Which airport do private jets use most near Oakland?
In the last 30 days our live tracking counted the most private jets at Norman Y. Mineta San Jose International Airport (SJC): 2,056, 47 km from OAK. We quote the airport that suits you best; tell us where you are going in Oakland.
Which airport do private jets use most near Chicago?
In the last 30 days our live tracking counted the most private jets at Chicago Midway International Airport (MDW): 785, 25 km from ORD. We quote the airport that suits you best; tell us where you are going in Chicago.

Fly private from Oakland

Nearby cities, airports and destinations, with prices and empty legs.
All airports

Aircraft for Oakland to Chicago

These jets can fly the 2,947 km non-stop. Open one for photos, cabin size and an estimated hourly rate.

Nextant 400XTi3,480 km rangeHawker 850XP4,630 km rangeEmbraer Legacy 6005,920 km rangeBombardier Challenger 35005,926 km rangeGulfstream G60012,220 km range

Compare them on the private jet fleet page, or track charter prices and empty legs.

More private jet routes from Oakland

Oakland → Merced (MCE)158 kmOakland → Fresno (FAT)245 kmOakland → Truckee (TKF)254 kmOakland → Reno (RNO)291 kmOakland → Mammoth Lakes (MMH)297 kmOakland → Redding (RDD)310 kmOakland → San Luis Obispo (SBP)310 kmOakland → Bishop (BIH)342 kmOakland → Santa Maria (SMX)351 kmOakland → Bakersfield (BFL)380 kmOakland → Arcata/Eureka (ACV)397 kmOakland → Santa Barbara (SBA)424 km

More private jet routes to Chicago

Madison (MSN) → Chicago174 kmBloomington/Normal (BMI) → Chicago187 kmMuskegon (MKG) → Chicago190 kmWest Lafayette (LAF) → Chicago192 kmKalamazoo (AZO) → Chicago196 kmPeoria (PIA) → Chicago209 kmSavoy (CMI) → Chicago218 kmGrand Rapids (GRR) → Chicago220 kmMoline (MLI) → Chicago224 km

More on both ends of this trip: private jet charter in Oakland and private jet charter in Chicago.

Live jet map