OAK

$80 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 1/28. 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
$188
Southwest
Wed 1/28Tue 2/3
MDW - OAK • Non-stop
Cheapest one-way
$80
Typical prices: $265-$314
Alaska Airlines
Wed 1/28
ORD - OAK • 1 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

Wed, Jan 28 - Tue, Feb 3
Southwest Logo
11:10 am - 2:05 pm
MDW
-
OAK
4h 55mnonstop
Southwest Logo
11:10 am - 5:15 pm
OAK
-
MDW
4h 05mnonstop
$188Southwest
Sat, Feb 28 - Fri, Mar 6
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
$190Alaska Airlines
Wed, Jan 28 - Tue, Feb 3
Southwest Logo
8:15 am - 2:35 pm
MDW
-
OAK
8h 20m1 stop
Southwest Logo
11:10 am - 5:15 pm
OAK
-
MDW
4h 05mnonstop
$198Southwest
Wed, Jan 28 - Tue, Feb 3
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
$199Alaska Airlines
Wed, Jan 28 - Tue, Feb 3
Southwest Logo
8:10 am - 2:55 pm
MDW
-
OAK
8h 45m2 stops
Southwest Logo
11:10 am - 5:15 pm
OAK
-
MDW
4h 05mnonstop
$203Southwest
Wed, Feb 11 - Tue, Feb 17
Southwest Logo
2:10 pm - 7:50 pm
MDW
-
OAK
7h 40m1 stop
Southwest Logo
8:30 pm - 5:05 am
OAK
-
MDW
6h 35m1 stop
$208Southwest
Wed, Feb 11 - Wed, Feb 18
Southwest Logo
1:00 pm - 6:45 pm
ORD
-
OAK
7h 45m1 stop
Southwest Logo
5:40 am - 3:25 pm
OAK
-
ORD
7h 45m1 stop
$208Southwest
Tue, Jan 20 - Mon, Jan 26
Delta Logo
5:11 pm - 11:53 pm
MLI
-
OAK
32h 42m2 stops
Delta Logo
5:55 am - 4:26 pm
OAK
-
MLI
32h 31m2 stops
$637Delta
Mon, Jan 19 - Mon, Jan 26
Delta Logo
5:11 pm - 11:53 pm
MLI
-
OAK
32h 42m2 stops
Delta Logo
4:54 pm - 4:26 pm
OAK
-
MLI
21h 32m2 stops
$672Delta
Wed, Jan 21 - Mon, Jan 26
Delta Logo
5:51 am - 4:14 pm
MLI
-
OAK
12h 23m2 stops
Delta Logo
4:54 pm - 4:26 pm
OAK
-
MLI
21h 32m2 stops
$713Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$80
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 2% lower on average.
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)