Flights from Chicago to Oakland

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Outbound flight: 01/20/21
07:45 CHI
19:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$46
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Outbound flight: 02/09/21
10:46 CHI
19:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$49
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Outbound flight: 01/30/21
10:46 CHI
19:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$52
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Outbound flight: 01/12/21
07:45 CHI
19:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$52
Check
Outbound flight: 01/12/21
07:45 CHI
19:09 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$52
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Outbound flight: 11/03/20
12:11 CHI
14:46 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$67
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Outbound flight: 01/20/21
10:21 CHI
17:18 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$76
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Outbound flight: 02/27/21
10:21 CHI
15:02 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$76
Check
Outbound flight: 02/27/21
10:21 CHI
15:02 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$76
Check
Outbound flight: 01/23/21
10:21 CHI
15:02 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$77
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
Spirit Airlines is the most popular airline for flights from Chicago to Oakland.
Spirit Airlines
17 %
Southwest
8 %
Direct flights are more expensive
On this route, direct flights are $98.00 more expensive than flights with a stopover.
non stop flight
1 stop
04h 35min
11h 23min
$250
$152
The favorite connection is non-stop
28 % of all bookings on the route Chicago to Oakland are for non-stop flights.
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
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.