OAK

$120 Find Cheap Flights from Illinois to Oakland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oakland departing on 2/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$238
Overall average: $570
Alaska Airlines
Wed 12/3Sat 12/6
ORD - OAK • 1 stop
Cheapest non-stop
$269
Southwest
Sat 12/6Sun 12/7
MDW - OAK • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Illinois to Oakland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Oakland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Oakland

Wed, Dec 3 - Sat, Dec 6
Alaska Airlines Logo
5:51 pm - 11:59 pmORD-OAK
8h 08m1 stop
Alaska Airlines Logo
6:40 am - 4:55 pmOAK-ORD
8h 15m1 stop
$238Alaska Airlines
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Thu, Jan 22 - Sun, Jan 25
Southwest Logo
8:10 am - 2:55 pmMDW-OAK
8h 45m2 stops
Southwest Logo
6:30 am - 12:35 pmOAK-MDW
4h 05mnonstop
$254Southwest
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Wed, Dec 3 - Tue, Dec 9
Alaska Airlines Logo
5:51 pm - 11:59 pmORD-OAK
8h 08m1 stop
Alaska Airlines Logo
2:31 pm - 11:59 pmOAK-ORD
7h 28m1 stop
$256Alaska Airlines
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Fri, Dec 5 - Sat, Dec 13
Alaska Airlines Logo
3:35 pm - 11:59 pmORD-OAK
10h 24m1 stop
Alaska Airlines Logo
2:31 pm - 11:59 pmOAK-ORD
7h 28m1 stop
$258Alaska Airlines
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Tue, Dec 2 - Fri, Jan 9
Delta Logo
7:40 pm - 12:08 amORD-OAK
6h 28m1 stop
Delta Logo
12:38 pm - 9:52 pmOAK-ORD
7h 14m1 stop
$259Delta
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Fri, Dec 5 - Tue, Jan 6
Southwest Logo
2:35 pm - 7:50 pmMDW-OAK
7h 15m1 stop
Southwest Logo
2:50 pm - 10:40 pmOAK-MDW
5h 50m1 stop
$259Southwest
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Tue, Dec 2 - Wed, Jan 7
Delta Logo
7:40 pm - 12:08 amORD-OAK
6h 28m1 stop
Delta Logo
5:55 am - 5:56 pmOAK-ORD
10h 01m2 stops
$264Delta
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Thu, Jan 22 - Sun, Jan 25
Southwest Logo
8:10 am - 2:55 pmMDW-OAK
8h 45m2 stops
Southwest Logo
3:20 pm - 11:45 pmOAK-MDW
6h 25m1 stop
$264Southwest
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Sat, Dec 6 - Sun, Dec 7
Southwest Logo
2:05 pm - 4:45 pmMDW-OAK
4h 40mnonstop
Southwest Logo
5:25 am - 11:30 amOAK-MDW
4h 05mnonstop
$269Southwest
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Sat, Dec 6 - Sat, Dec 13
Delta Logo
9:29 am - 4:10 pmMDW-OAK
8h 41m2 stops
Delta Logo
5:55 am - 6:06 pmOAK-MDW
10h 11m2 stops
$299Delta
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$120
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare Airport to Oakland

FAQs for booking flights from Illinois to Oakland

  • How does KAYAK find such low prices on flights from Illinois to Oakland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Oakland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Oakland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Oakland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Oakland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland

Oakland (OAK)