Flights from Chicago to Oakland

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Outbound flight: 08/26/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$70
Check
Outbound flight: 08/26/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$70
Check
Outbound flight: 09/04/22
07:40 CHI
10:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$71
Check
Outbound flight: 08/26/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$73
Check
Outbound flight: 08/26/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$73
Check
Outbound flight: 08/31/22
07:40 CHI
10:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$87
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Outbound flight: 10/12/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$97
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Outbound flight: 10/25/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$98
Check
Outbound flight: 10/15/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$98
Check
Outbound flight: 10/29/22
21:21 CHI
23:59 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$99
Check
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Oakland

Favorite airline: Spirit Airlines
The favorite airline for flights from Chicago to Oakland is Spirit Airlines.
Spirit Airlines
17 %
Southwest
8 %
Stopover flights are the cheapest connection
Compared to direct flights, flights with a stopover on this route are on average 64 % cheaper.
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 information Chicago - Oakland
Alternative flight routes
Cheap direct flights
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
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.