Cheap flights from Chicago to Oakland from $99

Trusted by millions

Kiwi.com Guarantee for stress-free travel

One search, all the best deals

Explore flight deals to Oakland

1 stop
Tue, Jul 29
Chicago ORDOakland OAK

1 stop
Mon, Jul 28
Chicago ORDOakland OAK

$127
Search
1 stop
Fri, Aug 1
Chicago ORDOakland OAK

$130
Search
1 stop
Fri, Aug 1
Chicago ORDOakland OAK

$130
Search
1 stop
Wed, Jul 30
Chicago ORDOakland OAK

$186
Search
1 stop
Wed, Jul 30
Chicago ORDOakland OAK

$196
Search

Prices updated:

1 stop
Tue, Jul 29 – Sat, Aug 2
Chicago ORDOakland OAK

$162
Search
1 stop
Tue, Jul 29 – Sat, Aug 2
Chicago ORDOakland OAK

$191
Search
1 stop
Wed, Jul 30 – Sat, Aug 2
Chicago ORDOakland OAK

$199
Search
1 stop
Fri, Aug 1 – Tue, Aug 5
Chicago ORDOakland OAK

$220
Search
1 stop
Wed, Jul 30 – Sat, Aug 2
Chicago ORDOakland OAK

$228
Search
1 stop
Wed, Jul 30 – Sat, Aug 2
Chicago ORDOakland OAK

$259
Search

Prices updated:

Not happy with the results? Try some of our useful filters

How much do flights to Oakland cost?

Key info about flying to Oakland

Depart from
O Hare International
Arrive to
Oakland International
Average flights per week
93
Flight distance
Worth visiting
Golden Gate Bridge - Alcatraz - Big Sur

Check-in for a flight from Chicago to Oakland

NameCarrier codeIATA CodePassport needed during booking
Hawaiian AirlinesHALHANo
Alaska AirlinesASAASNo
Spirit AirlinesNKSNKNo
United AirlinesUALUANo

Weather in Oakland

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January14°C7°C
February14°C7°C
March15°C8°C
April17°C9°C
May18°C10°C
June20°C12°C
July21°C13°C
August22°C14°C
September22°C14°C
October20°C13°C
November17°C10°C
December13°C7°C
Hottest Month
22°C
September
Coldest month
7°C
January
Sunny days
332
days per year

14 day forecast

Friday
4 Jul
19°C11°C
11 Jul
22°C13°C
Saturday
5 Jul
15°C11°C
12 Jul
21°C12°C
Sunday
6 Jul
15°C11°C
13 Jul
21°C13°C
Monday
7 Jul
17°C11°C
14 Jul
23°C13°C
Tuesday
8 Jul
21°C12°C
15 Jul
22°C13°C
Wednesday
9 Jul
22°C13°C
16 Jul
21°C13°C
Thursday
10 Jul
26°C13°C
17 Jul
20°C12°C
Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Oakland. The most popular airlines for this route are Hawaiian Airlines, Alaska Airlines, Spirit Airlines, and United Airlines. Chicago and Oakland have 93 direct flights per week. When you arrive at Oakland, consider visiting Golden Gate Bridge, Alcatraz, and Big Sur.

Frequently asked questions

What are the most popular routes to and from Chicago?
What are the most popular routes to and from Oakland?
Which airports are there in Chicago?
What airports are near Chicago?
What airports are near Oakland?
Which airlines fly between Chicago and Oakland?
When’s the best time to travel between Chicago and Oakland?
What flights operate between Chicago and Oakland?
How many airports are there near Chicago?
How many airports are there near Oakland?
What time do nonstop (direct) flights between Chicago and Oakland depart?
What time do nonstop (direct) flights between Chicago and Oakland arrive?
What time do flights between Chicago and Oakland depart?
What time do flights between Chicago and Oakland arrive?

Explore alternative trips

Flights from Chicago

Flights to Oakland

Popular routes

The nearest countries with flights to Oakland

Here is a list of countries people are flying from

Other destination countries from Chicago

Here is a list of countries people are flying to

Download our app

Start your next adventure now. Download our app and explore cheap flights effortlessly!

Find the best connection from Chicago to Oakland
Search flights

We hack the system,
you fly for less