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Tips and tricks to help you find cheap flights from Chicago to Oakland

Favorite airline: Spirit Airlines
The most popular airline for flights from Chicago to Oakland is Spirit Airlines.
Spirit Airlines
17 %
Southwest
8 %
Stopover flights are the cheapest connection
Flights with a stopover are on average $98.00 cheaper than direct flights.
non stop flight
1 stop
04h 35min
11h 23min
$250
$152
The favorite connection is non-stop
Flights from Chicago to Oakland are most often booked as a direct flight.
Route
bookings
Direct flights
04h 35min, from $250
28 %
1 stopover Las Vegas - McCarran International Airport, NV
11h 23min, from $152
26 %
1 stopover Los Angeles International Airport, CA
12h 34min, from $214
13 %
Flight details Chicago - Oakland
  • Flight duration: min. 04:50 / max. 10:15
  • Distance: 2974 km
  • Flights per week: 63
  • Return flight duration: min. 04:00 / max. 08:30