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Route

Oakland → Chicago

OAKOaklandOakland San Francisco Bay Airport
RFDChicagoChicago Rockford International Airport
Distance
1,770 mi
Estimated flight time
~4h 5m

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
2
busiest month · Dec
1
quietest month · Oct
3 hr 18 min
measured flight time
11 / 12
months seen

Through the year

Per day, month by month

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

In August 2026 we do not see this direction because of limited reception; the opposite direction is seen.

Airlines

Who flies it

UPS Airlinesall year

Through the day

Departure times

Local time in Oakland. Most departures between 18:00 and 21:00.

  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. 0.8Tue
  3. 0.8Wed
  4. 0.7Thu
  5. 0.6Fri
  6. 0Sat
  7. 0Sun

Fleet

Aircraft observed

  1. Boeing 757-200B75241%
  2. Boeing 767-300B76335%
  3. Airbus A300-600A30623%
All the numbers in a table
MonthPer daySeenAirlines
January 2026113
  • UPS Airlines13×
February 2026115
  • UPS Airlines15×
March 2026114
  • UPS Airlines14×
April 2026115
  • UPS Airlines15×
May 2026112
  • UPS Airlines12×
June 2026117
  • UPS Airlines17×
July 202617
  • UPS Airlines7×
August 2026We do not see this direction because of limited reception; the opposite direction is seen.
September 202618
  • UPS Airlines8×
October 2025113
  • UPS Airlines13×
November 2025112
  • UPS Airlines12×
December 2025229
  • UPS Airlines29×

Airlines observed on this route

From observed callsign routes on OAK-RFD - 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: 61.

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 Rockford International Airport

Chicago, United StatesRFD / KRFD

Regional airport · 61 direct destinations · 2 runways · longest runway 10,003 ft

53 °F · CloudySource: 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 Rockford International Airport (RFD) covers approximately 1,770 mi. The estimated flight time is around 4h 5m. UPS Airlines 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 Rockford International Airport is approximately 1,770 mi.
How long is the flight from Oakland to Chicago?
Based on the distance, the estimated flight time is about 4h 5m. This is an estimate, not a schedule.
Is there a direct connection from Oakland to Chicago?
Yes, a direct connection between OAK and RFD has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: UPS Airlines.
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 155 observed flights. Mainly UPS Airlines. 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.