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

Favorite airline: Spirit Airlines
Flight tickets on the route Oakland – Chicago are most frequently booked with Spirit Airlines.
Spirit Airlines
36 %
Direct flights are cheaper
On this route, direct flights are $16.00 cheaper than flights with a stopover.
non stop flight
1 stop
04h 00min
08h 02min
The favorite connection is non-stop
Flights from Oakland to Chicago are most often booked as a direct flight.
Direct flights
04h 00min, from $47
56 %
1 stopover Los Angeles International Airport, CA
08h 02min, from $63
33 %
1 stopover Fort Lauderdale-Hollywood International Airport, FL
09h 25min, from $80
11 %
Flight details Oakland - Chicago
  • Flight duration: min. 04:00 / max. 08:30
  • Distance: 2974 km
  • Flights per week: 49
  • Return flight duration: min. 04:50 / max. 10:15