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.

$116 CHEAP FLIGHTS from Illinois to Oakland

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Flight Deals

Cheap Flights from Illinois to Oakland

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Oakland

Sat, Dec 12 - Mon, Dec 14

12:55 pm - 3:35 pmMDW Chicago Midway-OAK Oakland

4h 40mnonstop

11:50 pm - 5:55 amOAK Oakland-MDW Chicago Midway

4h 05mnonstop

$232Southwest

Wed, Dec 2 - Wed, Dec 9

8:45 pm - 11:35 pmMDW Chicago Midway-OAK Oakland

4h 50mnonstop

6:30 am - 12:30 pmOAK Oakland-MDW Chicago Midway

4h 00mnonstop

$232Southwest

Wed, Jan 6 - Wed, Jan 20

7:55 pm - 10:45 pmMDW Chicago Midway-OAK Oakland

4h 50mnonstop

6:40 am - 12:40 pmOAK Oakland-MDW Chicago Midway

4h 00mnonstop

$232Southwest

Mon, Nov 2 - Mon, Nov 9

5:15 pm - 11:53 amORD Chicago O'Hare Intl-OAK Oakland

20h 38m1 stop Las Vegas Harry Reid Intl

10:18 am - 5:13 amOAK Oakland-ORD Chicago O'Hare Intl

16h 55m1 stop Las Vegas Harry Reid Intl

$253Frontier

Thu, Dec 3 - Tue, Dec 8

6:21 am - 11:33 amORD Chicago O'Hare Intl-OAK Oakland

7h 12m1 stop Las Vegas Harry Reid Intl

12:28 pm - 5:01 amOAK Oakland-ORD Chicago O'Hare Intl

14h 33m1 stop Las Vegas Harry Reid Intl

$253Frontier

Mon, Nov 9 - Fri, Nov 13

5:15 pm - 11:53 amORD Chicago O'Hare Intl-OAK Oakland

20h 38m1 stop Las Vegas Harry Reid Intl

5:55 pm - 5:13 amOAK Oakland-ORD Chicago O'Hare Intl

9h 18m1 stop Las Vegas Harry Reid Intl

$254Frontier

Thu, Oct 22 - Wed, Oct 28

7:20 am - 2:34 pmORD Chicago O'Hare Intl-OAK Oakland

9h 14m1 stop San Diego

7:53 pm - 5:40 amOAK Oakland-ORD Chicago O'Hare Intl

7h 47m1 stop Seattle/Tacoma Intl

$336Alaska Airlines

Wed, Nov 4 - Sat, Nov 7

2:07 pm - 9:19 pmORD Chicago O'Hare Intl-OAK Oakland

9h 12m1 stop Portland

10:00 am - 6:59 pmOAK Oakland-ORD Chicago O'Hare Intl

6h 59m1 stop San Diego

$357Alaska Airlines

Wed, Oct 28 - Mon, Nov 2

7:15 pm - 11:56 pmORD Chicago O'Hare Intl-OAK Oakland

6h 41m1 stop Salt Lake City

5:02 pm - 9:25 amOAK Oakland-ORD Chicago O'Hare Intl

14h 23m2 stops Salt Lake City Atlanta Hartsfield-Jackson

$364Delta

Sat, Nov 7 - Mon, Nov 9

6:30 am - 4:22 pmORD Chicago O'Hare Intl-OAK Oakland

11h 52m2 stops Atlanta Hartsfield-Jackson Salt Lake City

12:41 pm - 9:47 pmOAK Oakland-ORD Chicago O'Hare Intl

7h 06m1 stop Salt Lake City

$364Delta

Recent last minute flight deals from Illinois to Oakland

Tue, Oct 6 - Fri, Oct 9

1:21 pm - 11:51 amORD Chicago O'Hare Intl-OAK Oakland

24h 30m1 stop Las Vegas Harry Reid Intl

9:50 am - 5:16 amOAK Oakland-ORD Chicago O'Hare Intl

17h 26m1 stop Las Vegas Harry Reid Intl

$376Frontier

Wed, Oct 7 - Fri, Oct 9

1:21 pm - 9:22 amORD Chicago O'Hare Intl-OAK Oakland

22h 01m1 stop Las Vegas Harry Reid Intl

5:20 pm - 5:16 amOAK Oakland-ORD Chicago O'Hare Intl

9h 56m1 stop Las Vegas Harry Reid Intl

$376Frontier

Sun, Oct 11 - Thu, Oct 15

3:30 pm - 9:05 amORD Chicago O'Hare Intl-OAK Oakland

19h 35m1 stop Las Vegas Harry Reid Intl

5:20 pm - 5:16 amOAK Oakland-ORD Chicago O'Hare Intl

9h 56m1 stop Las Vegas Harry Reid Intl

$378Frontier

Tue, Oct 6 - Tue, Oct 20

7:00 am - 6:54 pmORD Chicago O'Hare Intl-OAK Oakland

13h 54m1 stop Seattle/Tacoma Intl

9:59 am - 1:25 pmOAK Oakland-ORD Chicago O'Hare Intl

25h 26m1 stop San Diego

$493Alaska Airlines

Sat, Oct 10 - Sat, Oct 17

7:20 am - 2:34 pmORD Chicago O'Hare Intl-OAK Oakland

9h 14m1 stop San Diego

9:59 am - 6:53 pmOAK Oakland-ORD Chicago O'Hare Intl

6h 54m1 stop San Diego

$513Alaska Airlines

Sat, Oct 10 - Tue, Oct 13

4:00 pm - 9:58 pmORD Chicago O'Hare Intl-OAK Oakland

7h 58m1 stop Salt Lake City

12:41 pm - 10:05 pmOAK Oakland-ORD Chicago O'Hare Intl

7h 24m1 stop Salt Lake City

$513Delta

Sat, Oct 10 - Wed, Oct 14

7:20 am - 2:34 pmORD Chicago O'Hare Intl-OAK Oakland

9h 14m1 stop San Diego

9:59 am - 6:53 pmOAK Oakland-ORD Chicago O'Hare Intl

6h 54m1 stop San Diego

$513Alaska Airlines

Sat, Oct 10 - Tue, Oct 13

3:30 pm - 9:58 pmORD Chicago O'Hare Intl-OAK Oakland

8h 28m2 stops Minneapolis St Paul Salt Lake City

12:41 pm - 10:05 pmOAK Oakland-ORD Chicago O'Hare Intl

7h 24m1 stop Salt Lake City

$518Delta

Tue, Oct 6 - Tue, Oct 20

8:35 pm - 11:20 pmMDW Chicago Midway-OAK Oakland

4h 45mnonstop

11:55 pm - 5:55 amOAK Oakland-MDW Chicago Midway

4h 00mnonstop

$533Southwest

Tue, Oct 6 - Wed, Oct 7

8:35 pm - 11:20 pmMDW Chicago Midway-OAK Oakland

4h 45mnonstop

11:55 pm - 5:55 amOAK Oakland-MDW Chicago Midway

4h 00mnonstop

$533Southwest

Useful Info

Low season	January
High season	October
Cheapest flight	$116

Best time to beat the crowds with an average 4% drop in price.

Most popular time to fly and prices are also 6% lower on average.

Flight from Chicago Midway Airport 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.