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 3/24. 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, Mar 17 - Wed, Apr 8
Southwest Logo
9:00 pm - 11:40 pm
MDW
-
OAK
4h 40mnonstop
Southwest Logo
11:55 pm - 6:00 am
OAK
-
MDW
4h 05mnonstop
$217Southwest
Fri, May 1 - Sun, May 3
Alaska Airlines Logo
3:52 pm - 10:23 pm
ORD
-
OAK
8h 31m
1 stop
Alaska Airlines Logo
6:55 pm - 1:13 pm
OAK
-
ORD
16h 18m
1 stop
$223Alaska Airlines
Wed, Apr 1 - Wed, May 13
Southwest Logo
9:00 pm - 11:40 pm
MDW
-
OAK
4h 40mnonstop
Southwest Logo
8:15 am - 5:00 pm
OAK
-
MDW
6h 45m
1 stop
$227Southwest
Tue, May 5 - Wed, May 6
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
$230Alaska Airlines
Fri, Apr 3 - Tue, Apr 7
Southwest Logo
6:35 pm - 12:10 am
MDW
-
OAK
7h 35m
2 stops
Southwest Logo
11:55 pm - 6:00 am
OAK
-
MDW
4h 05mnonstop
$232Southwest
Tue, Mar 17 - Wed, Apr 8
Southwest Logo
5:35 pm - 10:00 pm
MDW
-
OAK
6h 25m
1 stop
Southwest Logo
6:45 pm - 4:35 am
OAK
-
MDW
7h 50m
1 stop
$237Southwest
Fri, May 1 - Tue, May 5
Southwest Logo
7:20 pm - 12:05 am
ORD
-
OAK
6h 45m
1 stop
Southwest Logo
3:00 pm - 11:55 pm
OAK
-
ORD
6h 55m
1 stop
$237Southwest
Tue, Mar 24 - Wed, Mar 25
Delta Logo
7:20 am - 11:51 am
ORD
-
OAK
6h 31m
1 stop
Delta Logo
5:55 am - 4:43 pm
OAK
-
ORD
8h 48m
2 stops
$242Delta
Tue, Mar 17 - Tue, Mar 31
Delta Logo
6:12 pm - 11:46 pm
STL
-
OAK
7h 34m
1 stop
Delta Logo
4:49 pm - 12:21 am
OAK
-
STL
5h 32m
1 stop
$369Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
6:29 am - 4:00 pm
STL
-
OAK
11h 31m
2 stops
Delta Logo
4:49 pm - 12:21 am
OAK
-
STL
5h 32m
1 stop
$374Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 6% 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)