OAK

$119 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 4/29. 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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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

Tue, Apr 28 - Tue, May 5
Southwest Logo
8:50 pm - 11:25 pm
MDW
-
OAK
4h 35mnonstop
Southwest Logo
5:50 am - 11:55 am
OAK
-
MDW
4h 05mnonstop
$237Southwest
Tue, Apr 28 - Tue, May 5
Southwest Logo
3:55 pm - 8:20 pm
MDW
-
OAK
6h 25m
1 stop
Southwest Logo
5:50 am - 11:55 am
OAK
-
MDW
4h 05mnonstop
$243Southwest
Wed, May 27 - Wed, Jun 10
Southwest Logo
8:50 pm - 11:25 pm
MDW
-
OAK
4h 35mnonstop
Southwest Logo
8:55 pm - 5:10 am
OAK
-
MDW
6h 15m
1 stop
$247Southwest
Wed, May 6 - Sat, May 9
Southwest Logo
8:50 pm - 11:25 pm
MDW
-
OAK
4h 35mnonstop
Southwest Logo
11:55 pm - 6:00 am
OAK
-
MDW
4h 05mnonstop
$251Southwest
Fri, May 1 - Sun, May 3
Alaska Airlines Logo
7:59 pm - 10:17 am
ORD
-
OAK
16h 18m
1 stop
Alaska Airlines Logo
6:41 am - 1:13 pm
OAK
-
ORD
28h 32m
1 stop
$255Alaska Airlines
Wed, Apr 29 - Sat, May 2
Alaska Airlines Logo
3:52 pm - 10:23 pm
ORD
-
OAK
8h 31m
1 stop
Alaska Airlines Logo
2:09 pm - 11:59 pm
OAK
-
ORD
7h 50m
1 stop
$270Alaska Airlines
Wed, Apr 22 - Tue, May 12
Alaska Airlines Logo
8:50 am - 2:38 pm
ORD
-
OAK
7h 48m
1 stop
Alaska Airlines Logo
2:09 pm - 11:59 pm
OAK
-
ORD
7h 50m
1 stop
$271Alaska Airlines
Tue, Apr 28 - Wed, May 6
Delta Logo
6:45 pm - 11:54 pm
STL
-
OAK
7h 09m
1 stop
Delta Logo
5:55 am - 1:23 pm
OAK
-
STL
5h 28m
1 stop
$357Delta
Tue, Apr 28 - Wed, May 6
Delta Logo
5:35 pm - 11:54 pm
STL
-
OAK
8h 19m
2 stops
Delta Logo
5:55 am - 1:23 pm
OAK
-
STL
5h 28m
1 stop
$362Delta
Mon, May 11 - Tue, May 19
Delta Logo
7:59 pm - 11:57 pm
STL
-
OAK
5h 58m
1 stop
Delta Logo
6:00 am - 1:32 pm
OAK
-
STL
5h 32m
1 stop
$367Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$119
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 12% 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)