Chicago/Prospect Heights/Wheeling to Oakland (PWK–OAK) — Airlines, Schedules & Connections

PWK Airport Page →
1,831 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 3w ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago/Prospect Heights/Wheeling to Oakland
Flown by charter / private operators — no scheduled airline service.
1,831 mi 4h 41m nonstop -2h behind

PWK–OAK has no scheduled airline service; it is flown by charter / private operators.

On-Time Performance

What to expect at each end of your journey.
Outbound
PWK → OAK
100%
Generally reliable. Most flights run on time.
Arriving
100%
Return
OAK → PWK
81%
Generally reliable. Most flights run on time.
Departing
81%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. OAK delays →

Other ways to reach Oakland from Chicago/Prospect Heights/Wheeling

Nearby airports with service to San Francisco Bay Oakland International Airport.
Metric PWK→OAK ORD→OAK MDW→OAK
Distance from PWK 9 mi 24 mi
Nonstop airlines 1 6
Weekly flights ~1 1 14
Flight time 4h 41m 4h 4h 30m
Airports within 200 miles of PWK with service to San Francisco Bay Oakland International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-2h
Oakland is 2 hours behind Chicago/Prospect Heights/Wheeling.
PWK: CDT · OAK: PDT

When it's 6:00 PM in Chicago/Prospect Heights/Wheeling, it's 4:00 PM in Oakland.
Distance & Flight Time
1,831 mi / 2,947 km
Nonstop flight time is approximately 4h 41m gate to gate.

PWK–OAK Quick Facts

Key statistics for the Chicago/Prospect Heights/Wheeling to Oakland route.
Route details
Distance1,831 mi / 2,947 km
Flight time4h 41m
Time difference-2 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
Origin: PWK
IATA / ICAOPWK / KPWK
TimezoneAmerica/Chicago
Elevation647 ft / 197 m
Destination: OAK
IATA / ICAOOAK / KOAK
TimezoneAmerica/Los_Angeles
Passengers/yr10.6M
Elevation9 ft / 3 m

Frequently Asked Questions

Common questions about PWK to OAK flights.
Nonstop flights from Chicago Executive Airport to San Francisco Bay Oakland International Airport take about 4h 41m gate to gate. The route covers 1,831 miles.
Oakland is 2 hours behind Chicago/Prospect Heights/Wheeling.
Yes, return flights from OAK to PWK are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, MDW and MKE. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from PWK to OAK

Chicago Executive Airport (PWK) and San Francisco Bay Oakland International Airport (OAK) are connected through multiple connecting hub airports.

PWK to OAK Flight Duration and Schedule

Nonstop flight time from PWK to OAK is about 4 hours 41 minutes gate to gate. The route covers a distance of 1,831 miles (2,947 km).

Connecting Options and Alternatives

Nearby alternative airports include Chicago (ORD), Chicago (MDW) and Milwaukee (MKE).