Oakland to Chicago/Prospect Heights/Wheeling (OAK–PWK) — Airlines, Schedules & Connections
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.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
OAK–PWK has no scheduled airline service; it is flown by charter / private operators.
On-Time Performance
Other ways to reach Chicago/Prospect Heights/Wheeling from Oakland
| Metric | OAK→PWK | SFO→PWK | SJC→PWK |
|---|---|---|---|
| Distance from OAK | – | 11 mi | 29 mi |
| Nonstop airlines | – | 4 | 2 |
| Weekly flights | ~1 | 1 | 1 |
| Flight time | 3h 36m | 3h 50m | 4h 9m |
| Departure OTP | 83% | – | – |
Travel Essentials
OAK: PDT · PWK: CDT
When it's 6:00 PM in Oakland, it's 8:00 PM in Chicago/Prospect Heights/Wheeling.
OAK–PWK Quick Facts
Frequently Asked Questions
Flights from OAK to PWK
San Francisco Bay Oakland International Airport (OAK) and Chicago Executive Airport (PWK) are connected through multiple connecting hub airports.
OAK to PWK Flight Duration and Schedule
Nonstop flight time from OAK to PWK is about 3 hours 36 minutes gate to gate. The route covers a distance of 1,831 miles (2,947 km).
Connecting Options and Alternatives
Nearby alternative airports include San Francisco (SFO) and San Jose (SJC).