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Route

Oakland → Chicago

OAKOaklandOakland San Francisco Bay Airport
ORDChicagoChicago O'Hare International Airport
Distance
1,831 mi
Estimated flight time
~4h 10m

Chicago is currently 2 hours ahead of Oakland.

Observed nonstop

How often does this route fly?

Frequency

Daily at most

On average around 1 flights a day, observed from October 2025 to September 2026.

1
flights per day
1
busiest month · Oct
3 hr 35 min
measured flight time
6 / 12
months seen

Through the year

Per day, month by month

  1. 1Jan2026
  2. 1Feb
  3. –Mar
  4. –Apr
  5. –May
  6. –Jun
  7. –Jul
  8. 1Aug
  9. 1Sep
  10. 1Oct2025
  11. –Nov
  12. 1Dec

Airlines

Who flies it

FedExnow and then

Through the day

Departure times

Local time in Oakland. Most departures between 13:00 and 16:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 0Mon
  2. 0.1Tue
  3. 0.1Wed
  4. 0.1Thu
  5. 0Fri
  6. 0Sat
  7. 0Sun

Fleet

Aircraft observed

  1. Boeing 767-300B76353%
  2. Cessna Citation LongitudeC70016%
All the numbers in a table
MonthPer daySeenAirlines
January 202612–
    February 202612–
      March 2026Not seen in this month.
      April 2026Not seen in this month.
      May 2026Not seen in this month.
      June 2026Not seen in this month.
      July 2026Not seen in this month.
      August 202612–
        September 202612
        • FedEx2×
        October 202512–
          November 2025Not seen in this month.
          December 202519
          • FedEx8×

          Airlines observed on this route

          From observed callsign routes on OAK-ORD - not a booking guarantee.

          About this route

          • Domestic route: both airports are in the same country.
          • The opposite direction has also been observed as a direct connection.
          • Direct destinations observed from Oakland: 61.
          • Direct destinations observed from Chicago: 259.

          The airports on this route

          Oakland San Francisco Bay Airport

          Oakland, United StatesOAK / KOAK

          Major airport · 61 direct destinations · 4 runways · longest runway 10,518 ft

          68 °F · ClearSource: METAR observation via the NOAA Aviation Weather Center

          Chicago O'Hare International Airport

          Chicago, United StatesORD / KORD

          International hub · 259 direct destinations · 8 runways · longest runway 12,999 ft

          52 °F · RainSource: METAR observation via the NOAA Aviation Weather Center

          Alternative airports for this journey

          Same journey, a different airport nearby - with an observed direct connection.

          About the route from Oakland to Chicago

          The observed direct connection between Oakland San Francisco Bay Airport (OAK) and Chicago O'Hare International Airport (ORD) covers approximately 1,831 mi. The estimated flight time is around 4h 10m. FedEx has been observed on this connection in the available route data.

          Frequently asked questions about this route

          How far is Oakland from Chicago by air?
          The great-circle distance between Oakland San Francisco Bay Airport and Chicago O'Hare International Airport is approximately 1,831 mi.
          How long is the flight from Oakland to Chicago?
          Based on the distance, the estimated flight time is about 4h 10m. This is an estimate, not a schedule.
          Is there a direct connection from Oakland to Chicago?
          Yes, a direct connection between OAK and ORD has been observed in our route data.
          Which airlines have been observed on this route?
          In the available route data: FedEx.
          How often is there a flight from Oakland to Chicago?
          On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 19 observed flights. Mainly FedEx. That is an observation, not a timetable.
          What is the current time difference between Oakland and Chicago?
          Chicago is currently 2 hours ahead of Oakland.

          Where this data comes from

          The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

          The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

          Route data updated on October 11, 2026.