OAK

$109 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 1/17. 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
$236
Overall average: $301
Alaska Airlines
Sat 2/14Wed 2/18
ORD - OAK • 1 stop
Cheapest non-stop
$260
Southwest
Fri 1/23Tue 1/27
MDW - OAK • Non-stop
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We hope you love your trip to Oakland!
Flight Deals
Useful Info
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

Sat, Feb 14 - Wed, Feb 18
Alaska Airlines Logo
3:54 pm - 10:49 pm
ORD
-
OAK
8h 55m1 stop
Alaska Airlines Logo
6:15 am - 4:33 pm
OAK
-
ORD
8h 18m1 stop
$236Alaska Airlines
Wed, Jan 7 - Sat, Jan 17
Delta Logo
7:20 am - 11:57 am
ORD
-
OAK
6h 37m1 stop
Delta Logo
12:38 pm - 9:52 pm
OAK
-
ORD
7h 14m1 stop
$249Delta
Wed, Jan 7 - Sat, Jan 17
Delta Logo
7:20 am - 11:57 am
ORD
-
OAK
6h 37m1 stop
Delta Logo
5:55 am - 5:54 pm
OAK
-
ORD
9h 59m2 stops
$254Delta
Sat, Jan 10 - Sat, Jan 17
Delta Logo
7:20 am - 11:57 am
ORD
-
OAK
6h 37m1 stop
Delta Logo
12:38 pm - 9:52 pm
OAK
-
ORD
7h 14m1 stop
$256Delta
Mon, Jan 12 - Tue, Jan 20
Southwest Logo
2:10 pm - 7:50 pm
MDW
-
OAK
7h 40m1 stop
Southwest Logo
11:10 am - 5:15 pm
OAK
-
MDW
4h 05mnonstop
$258Southwest
Sat, Jan 10 - Sat, Jan 17
Delta Logo
5:20 pm - 9:38 pm
ORD
-
OAK
6h 18m1 stop
Delta Logo
12:38 pm - 9:52 pm
OAK
-
ORD
7h 14m1 stop
$258Delta
Mon, Jan 12 - Tue, Jan 20
Alaska Airlines Logo
6:06 pm - 4:23 pm
ORD
-
OAK
24h 17m1 stop
Alaska Airlines Logo
8:10 am - 11:50 pm
OAK
-
ORD
13h 40m1 stop
$259Alaska Airlines
Fri, Jan 23 - Tue, Jan 27
Southwest Logo
11:10 am - 2:05 pm
MDW
-
OAK
4h 55mnonstop
Southwest Logo
11:10 am - 5:15 pm
OAK
-
MDW
4h 05mnonstop
$260Southwest
Wed, Jan 21 - Tue, Jan 27
Alaska Airlines Logo
8:00 am - 4:23 pm
ORD
-
OAK
10h 23m1 stop
Alaska Airlines Logo
11:43 am - 11:50 pm
OAK
-
ORD
10h 07m1 stop
$260Alaska Airlines
Thu, Jan 8 - Mon, Jan 12
Hawaiian Airlines Logo
3:35 pm - 4:23 pm
ORD
-
OAK
26h 48m1 stop
Hawaiian Airlines Logo
5:17 pm - 5:10 pm
OAK
-
ORD
21h 53m1 stop
$263Hawaiian Airlines
Useful Info

Good to know

Low seasonNovember
Cheapest flight$109
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Chicago Midway 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)