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Cheap Flights from Oakland to Chicago - OAK to CHI (reverse)

Popular Flights from Oakland to Chicago

  • Airfare from Oakland to Chicago on Spirit from $228 round trip
  • Airfare from Oakland to Chicago on Delta from $300 round trip
  • Airfare from Oakland to Chicago on United from $322 round trip
  • Airfare from Oakland to Chicago on JetBlue from $340 round trip
  • Airfare from Oakland to Chicago on American from $374 round trip

Did You Know?

  • 8 airlines operate between Oakland, CA and Chicago, IL
  • 92,267 seats are available per day to fly out of Oakland, CA connecting to Chicago, IL
  • The largest aircraft operated by Southwest flying between Oakland, CA and Chicago, IL is a 737 with 137 seats.
  • Denver, CO is the most popular connection for one stop flights between Oakland, CA and Chicago, IL.
  • Southwest has the most nonstop flights between Oakland, CA and Chicago, IL.
  • The smallest aircraft operated by JetBlue flying between Oakland, CA and Chicago, IL is a 32S with 150 seats.
  • The shortest flight between Oakland, CA and Chicago, IL on US Airways is 1,839 miles.
  • JetBlue has 1 one stop flight between Oakland, CA and Chicago, IL.

Advance Purchase Prices from Oakland to Chicago

  • Carrier
    0 Days
    1 Day
    3 Days
    7 Days
    10 Days
    14 Days
    21 Days
  • Alaska
    $489
    $489
    $339
    $241
    $341
    $301
    $353
  • American
    $641
    $641
    $641
    $241
    $241
    $453
    $453
  • Continental
    $497
    $497
    $347
    $249
    $349
    $401
    $361
  • Delta
    $489
    $489
    $339
    $241
    $341
    $301
    $353
  • JetBlue
    $975
    $975
    $975
    $241
    $341
    $491
    $491
  • Spirit
    $405
    $405
    $405
    $405
    $405
    $405
    $405
  • US Airways
    $517
    $517
    $367
    $249
    $349
    $309
    $309
  • United
    $497
    $497
    $347
    $249
    $349
    $401
    $361

Daily Non-stop Flight Schedules from Metropolitan Oakland International to Chicago Midway

  • Airline
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    Sun
    Earliest Flight
    Latest Flight
  • Southwest
    2
    2
    2
    2
    2
    0
    1
    6:20 AM
    1:45 PM

Cheap Domestic Flights from Oakland - OAK

Flights
Airline
Lowest Price
JetBlue, AirTran, Spirit, US Airways, Delta, Alaska
$88
Hawaiian, Spirit, US Airways, Delta, Alaska
$116
Alaska, Delta, Hawaiian, American, US Airways
$138
US Airways, Delta, Alaska, Hawaiian, American
$378
Spirit, AirTran, JetBlue, American, US Airways
$287
Spirit, US Airways, Delta
$156
US Airways, Alaska, Delta, American, Spirit
$200
US Airways, Spirit, Delta, Alaska
$242
Delta, Alaska, US Airways, Spirit
$180
Delta, AirTran, US Airways, American, Spirit, Alaska
$221
US Airways, American, Hawaiian, Alaska, Delta, Spirit
$138
American, US Airways, Delta, Hawaiian, Alaska
$494
American, AirTran, JetBlue, Alaska, Delta, US Airways
$286
Delta, Hawaiian, American, US Airways, Alaska
$494
American, Delta, US Airways, Hawaiian, Alaska
$378
Cheap Flights from Oakland to Chicago, from $228 Round trip from OAK to CHI