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Outbound flight: 01/25/22
21:22 CHI
07:55 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$66
Check
Outbound flight: 01/25/22
21:22 CHI
07:55 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$66
Check
Outbound flight: 11/16/21
14:40 CHI
17:15 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
direct
Spirit Airlines
$76
Check
Outbound flight: 01/31/22
21:10 CHI
08:12 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$88
Check
Outbound flight: 01/31/22
21:10 CHI
08:12 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$88
Check
Outbound flight: 01/25/22
13:35 CHI
21:37 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$94
Check
Outbound flight: 10/20/21
20:48 CHI
08:29 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
Return flight: 10/24/21
11:45 OAK
05:00 CHI
Oakland International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$102
Check
Outbound flight: 10/20/21
13:10 CHI
22:00 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
Return flight: 10/24/21
11:45 OAK
05:00 CHI
Oakland International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$104
Check
Outbound flight: 01/24/22
21:10 CHI
08:23 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$108
Check
Outbound flight: 01/10/22
21:10 CHI
08:23 OAK
Chicago-IL all Airports (ORD, MDW, RFD)
Oakland International Airport, CA
1 Stopover
Spirit Airlines
$109
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
25 % of flights booked on the route from Chicago to Oakland are booked with Spirit Airlines and Southwest.
Spirit Airlines
17 %
Southwest
8 %
Direct flights are more expensive
Direct flights on this route are $98.00 more expensive on average than flights with a stopover.
non stop flight
1 stop
04h 35min
11h 23min
$250
$152
The favorite connection is non-stop
28 % of travelers decide to book a direct flight on this route.
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.