OAK

$127 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 8/19. 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

Wed, Aug 19 - Tue, Aug 25
Southwest Logo
10:15 am - 12:40 pm
MDW
-
OAK
4h 25mnonstop
Southwest Logo
11:55 pm - 5:55 am
OAK
-
MDW
4h 00mnonstop
$253Southwest
Wed, Aug 19 - Tue, Aug 25
Southwest Logo
10:15 am - 12:40 pm
MDW
-
OAK
4h 25mnonstop
Southwest Logo
9:30 am - 5:35 pm
OAK
-
MDW
6h 05m
1 stop
$263Southwest
Wed, Jul 1 - Wed, Jul 8
Southwest Logo
9:00 pm - 11:30 pm
MDW
-
OAK
4h 30mnonstop
Southwest Logo
3:55 pm - 12:05 am
OAK
-
MDW
6h 10m
1 stop
$267Southwest
Wed, Jul 1 - Wed, Jul 8
Southwest Logo
9:00 pm - 11:30 pm
MDW
-
OAK
4h 30mnonstop
Southwest Logo
5:15 am - 2:35 pm
OAK
-
MDW
7h 20m
2 stops
$272Southwest
Tue, Aug 4 - Tue, Aug 11
Alaska Airlines Logo
7:59 pm - 9:57 am
ORD
-
OAK
15h 58m
1 stop
Alaska Airlines Logo
8:10 pm - 1:21 pm
OAK
-
ORD
15h 11m
1 stop
$277Alaska Airlines
Tue, Sep 15 - Wed, Sep 23
Delta Logo
6:59 pm - 11:49 pm
ORD
-
OAK
6h 50m
1 stop
Delta Logo
5:55 am - 4:48 pm
OAK
-
ORD
8h 53m
2 stops
$282Delta
Tue, Sep 15 - Tue, Sep 22
Delta Logo
9:30 am - 4:31 pm
ORD
-
OAK
9h 01m
2 stops
Delta Logo
5:55 am - 4:36 pm
OAK
-
ORD
8h 41m
2 stops
$288Delta
Sat, Aug 15 - Tue, Aug 18
Alaska Airlines Logo
5:59 pm - 10:41 pm
ORD
-
OAK
6h 42m
1 stop
Alaska Airlines Logo
2:50 pm - 11:36 pm
OAK
-
ORD
6h 46m
1 stop
$289Alaska Airlines
Tue, Sep 15 - Sat, Sep 19
Delta Logo
6:59 pm - 11:49 pm
ORD
-
OAK
6h 50m
1 stop
Delta Logo
1:15 pm - 9:58 pm
OAK
-
ORD
6h 43m
1 stop
$292Delta
Mon, Sep 14 - Thu, Sep 24
Alaska Airlines Logo
7:20 am - 2:33 pm
ORD
-
OAK
9h 13m
1 stop
Alaska Airlines Logo
1:29 pm - 11:59 pm
OAK
-
ORD
8h 30m
1 stop
$307Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$127
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 4% 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)