Alaska Airlines Chicago to Oakland Flights

Return flight: Oakland – Chicago

Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Oakland. Compare airline ticket prices and book air tickets starting from $102 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Alaska Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Oakland (CA) by Alaska Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in may: one-way - $102, two-way – $175.
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Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
2:05 pm — 11:59 pm
2:05 pm — 4:43 pm AS29 Alaska Airlines
Chicago — Seattle
5h 2m stop
9:45 pm — 11:59 pm AS356 Alaska Airlines
Seattle — Oakland
11h 54m
including layover
Find flight
from$137
2:05 pm — 7:45 am
+1 day
2:05 pm — 4:43 pm AS29 Alaska Airlines
Chicago — Seattle
12h 52m stop
5:35 am — 7:45 am AS352 Alaska Airlines
Seattle — Oakland
19h 40m
including layover
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from$138
5:40 pm — 11:59 pm
5:40 pm — 8:18 pm AS51 Alaska Airlines
Chicago — Seattle
1h 27m stop
9:45 pm — 11:59 pm AS356 Alaska Airlines
Seattle — Oakland
8h 19m
including layover
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from$103
5:40 pm — 6:10 pm
+1 day
5:40 pm — 8:32 pm AS687 Alaska Airlines
Chicago — Portland
19h 53m stop
4:25 pm — 6:10 pm AS2563 Alaska Airlines
Portland — Oakland
26h 30m
including layover
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from$148
6:00 am — 12:02 pm
6:00 am — 8:35 am AS27 Alaska Airlines
Chicago — Seattle
1h 5m stop
9:40 am — 12:02 pm AS379 Alaska Airlines
Seattle — Oakland
8h 2m
including layover
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from$104
7:05 pm — 8:47 am
+1 day
7:05 pm — 9:54 pm AS105 Alaska Airlines
Chicago — Los Angeles
9h 31m stop
7:25 am — 8:47 am NK949 Spirit Airlines
Los Angeles — Oakland
15h 42m
including layover
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from$122
7:05 pm — 6:50 am
+1 day
7:05 pm — 9:54 pm AS105 Alaska Airlines
Chicago — Los Angeles
7h 36m stop
5:30 am — 6:50 am WN1087 Southwest Airlines
Los Angeles — Oakland
13h 45m
including layover
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from$137
9:15 am — 8:30 am
+1 day
9:15 am — 11:49 am AS635 Alaska Airlines
Chicago — Portland
18h 51m stop
6:40 am — 8:30 am AS2537 Alaska Airlines
Portland — Oakland
25h 15m
including layover
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from$124
3:25 pm — 11:59 pm
3:25 pm — 6:00 pm AS687 Alaska Airlines
Chicago — Portland
1h stop
7:00 pm — 7:53 pm AS696 Alaska Airlines
Portland — Seattle
1h 52m stop
9:45 pm — 11:59 pm AS356 Alaska Airlines
Seattle — Oakland
10h 34m
including layover
Find flight
from$102
3:25 pm — 11:59 pm
3:25 pm — 6:00 pm AS687 Alaska Airlines
Chicago — Portland
1h 55m stop
7:55 pm — 8:47 pm AS2116 Alaska Airlines
Portland — Seattle
58m stop
9:45 pm — 11:59 pm AS356 Alaska Airlines
Seattle — Oakland
10h 34m
including layover
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from$103
6:00 am — 6:10 pm
6:00 am — 8:45 am AS27 Alaska Airlines
Chicago — Seattle
3h stop
11:45 am — 12:41 pm AS2161 Alaska Airlines
Seattle — Portland
3h 44m stop
4:25 pm — 6:10 pm AS2563 Alaska Airlines
Portland — Oakland
14h 10m
including layover
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from$103
8:00 am — 7:01 pm
8:00 am — 10:38 am AS23 Alaska Airlines
Chicago — Seattle
1h 27m stop
12:05 pm — 1:10 pm AS700 Alaska Airlines
Seattle — Portland
3h 54m stop
5:04 pm — 7:01 pm AS2563 Alaska Airlines
Portland — Oakland
13h 1m
including layover
Find flight
from$102
8:00 am — 7:01 pm
8:00 am — 10:38 am AS23 Alaska Airlines
Chicago — Seattle
2h 37m stop
1:15 pm — 2:09 pm AS2063 Alaska Airlines
Seattle — Portland
2h 55m stop
5:04 pm — 7:01 pm AS2563 Alaska Airlines
Portland — Oakland
13h 1m
including layover
Find flight
from$102
9:15 am — 11:59 pm
9:15 am — 11:49 am AS635 Alaska Airlines
Chicago — Portland
1h 46m stop
1:35 pm — 2:29 pm AS905 Alaska Airlines
Portland — Seattle
7h 16m stop
9:45 pm — 11:59 pm AS356 Alaska Airlines
Seattle — Oakland
16h 44m
including layover
Find flight
from$137
*Departure and arrival times are local. Last updated on 05/06/2024

Flight Information

There are 88 flights by Alaska Airlines from Chicago to Oakland every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Oakland Int, Convention Center Heliport, Oakland/Coliseum Stat.

Departures start from 2:05 pm to 9:15 am. Nonstop flight is 8h 2m. The time difference between Chicago and Oakland is 2h.

  • The fastest flight 8h 2m
  • Average flight time 15h 51m
  • The earliest flight 2:05 pm
  • The latest flight 9:15 am
  • Distance 1846 ml

The cheapest flight by Alaska Airlines that our users were able to find is $102. This airfare is economy class on one-way AS687 flight for October 20, 2018 leaving O'Hare International in Chicago at 3:25 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 7 airline carriers between Chicago and Oakland. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Oakland.

Nonstop flights

There are 13 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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