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Cheap flights from Illinois to San Francisco from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to San Francisco departing on 7/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Illinois to San Francisco

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:35 pm - 11:05 pm
MDW
-
OAK
4h 30mnonstop
Southwest Logo
5:20 am - 11:25 am
OAK
-
MDW
4h 05mnonstop
$261Southwest
Wed, Sep 2 - Mon, Sep 7
Southwest Logo
9:50 pm - 12:25 am
MDW
-
OAK
4h 35mnonstop
Southwest Logo
11:55 pm - 6:00 am
OAK
-
MDW
4h 05mnonstop
$265Southwest
Thu, May 28 - Sat, Jun 6
Southwest Logo
9:00 pm - 11:30 pm
MDW
-
OAK
4h 30mnonstop
Southwest Logo
11:55 am - 9:05 pm
OAK
-
MDW
7h 10m
1 stop
$267Southwest
Wed, Jul 29 - Tue, Aug 4
Southwest Logo
11:10 am - 5:25 pm
MDW
-
OAK
8h 15m
1 stop
Southwest Logo
5:20 am - 11:25 am
OAK
-
MDW
4h 05mnonstop
$271Southwest
Wed, Sep 2 - Mon, Sep 7
Delta Logo
7:40 pm - 11:50 pm
ORD
-
OAK
6h 10m
1 stop
Delta Logo
12:30 pm - 9:48 pm
OAK
-
ORD
7h 18m
1 stop
$277Delta
Tue, Jul 7 - Tue, Jul 14
Alaska Airlines Logo
7:59 pm - 9:57 am
ORD
-
OAK
15h 58m
1 stop
Alaska Airlines Logo
2:50 pm - 11:36 pm
OAK
-
ORD
6h 46m
1 stop
$281Alaska Airlines
Wed, Aug 12 - Mon, Aug 17
Delta Logo
7:40 pm - 11:50 pm
ORD
-
OAK
6h 10m
1 stop
Delta Logo
5:05 pm - 8:35 am
OAK
-
ORD
13h 30m
2 stops
$282Delta
Tue, Jul 7 - Tue, Jul 14
Alaska Airlines Logo
2:10 pm - 11:50 pm
ORD
-
OAK
11h 40m
1 stop
Alaska Airlines Logo
8:15 pm - 1:14 pm
OAK
-
ORD
14h 59m
1 stop
$285Alaska Airlines
Thu, Jun 4 - Sat, Jun 6
Alaska Airlines Logo
7:00 am - 12:49 pm
ORD
-
OAK
7h 49m
1 stop
Alaska Airlines Logo
3:00 pm - 11:57 pm
OAK
-
ORD
6h 57m
1 stop
$287Alaska Airlines
Wed, Sep 2 - Tue, Sep 8
Delta Logo
8:27 am - 4:21 pm
ORD
-
OAK
9h 54m
2 stops
Delta Logo
5:05 pm - 10:10 am
OAK
-
ORD
15h 05m
2 stops
$288Delta
Tue, Jul 7 - Tue, Jul 14

Delta flights from Illinois to Oakland, California

Our best Delta deals on Illinois to Oakland, California flight tickets
Delta
Jul 7
ORD7:40 pmChicago O'Hare Intl
6h 10m
1 stop
OAK11:50 pmOakland
Jul 14
OAK12:30 pmOakland
7h 18m
1 stop
ORD9:48 pmChicago O'Hare Intl
$277
Delta
Jul 7
ORD7:40 pmChicago O'Hare Intl
6h 10m
1 stop
OAK11:50 pmOakland
Jul 14
OAK5:05 pmOakland
13h 30m
2 stops
ORD8:35 amChicago O'Hare Intl
$282
Delta
Jul 7
MDW9:49 amChicago Midway
8h 32m
2 stops
OAK4:21 pmOakland
Jul 14
OAK5:05 pmOakland
14h 03m
2 stops
MDW9:08 amChicago Midway
$288

Alaska Airlines flights from Illinois to Oakland, California

Our best Alaska Airlines deals on Illinois to Oakland, California flight tickets
Alaska Airlines
Aug 12
ORD7:59 pmChicago O'Hare Intl
15h 58m
1 stop
OAK9:57 amOakland
Aug 17
OAK2:50 pmOakland
6h 46m
1 stop
ORD11:36 pmChicago O'Hare Intl
$281
Alaska Airlines
Jun 4
ORD2:10 pmChicago O'Hare Intl
11h 40m
1 stop
OAK11:50 pmOakland
Jun 6
OAK8:15 pmOakland
14h 59m
1 stop
ORD1:14 pmChicago O'Hare Intl
$285
Alaska Airlines
Sep 2
ORD7:00 amChicago O'Hare Intl
7h 49m
1 stop
OAK12:49 pmOakland
Sep 8
OAK3:00 pmOakland
6h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
$287

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Oakland, California that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 12, 2026.
Use the filters below to find and compare flights from Illinois to Oakland, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 9/2

8:35 pm-11:05 pm

Nonstop4h 30m

Oakland

Mon 9/7

5:20 am-11:25 am

Nonstop4h 05m

$261

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Thu 5/28

9:50 pm-12:25 am

Nonstop4h 35m

Oakland

Sat 6/6

11:55 pm-6:00 am

Nonstop4h 05m

$265

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 7/29

9:00 pm-11:30 pm

Nonstop4h 30m

Oakland

Tue 8/4

11:55 am-9:05 pm

1 stop7h 10m

$267

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 9/2

11:10 am-5:25 pm

1 stop8h 15m

Oakland

Mon 9/7

5:20 am-11:25 am

Nonstop4h 05m

$271

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 7/7

7:40 pm-11:50 pm

1 stop6h 10m

Oakland

Tue 7/14

12:30 pm-9:48 pm

1 stop7h 18m

$277

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 8/12

7:59 pm-9:57 am

1 stop15h 58m

Oakland

Mon 8/17

2:50 pm-11:36 pm

1 stop6h 46m

$281

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 7/7

7:40 pm-11:50 pm

1 stop6h 10m

Oakland

Tue 7/14

5:05 pm-8:35 am

2 stops13h 30m

$282

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 6/4

2:10 pm-11:50 pm

1 stop11h 40m

Oakland

Sat 6/6

8:15 pm-1:14 pm

1 stop14h 59m

$285

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 9/2

7:00 am-12:49 pm

1 stop7h 49m

Oakland

Tue 9/8

3:00 pm-11:57 pm

1 stop6h 57m

$287

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 7/7

8:27 am-4:21 pm

2 stops9h 54m

Oakland

Tue 7/14

5:05 pm-10:10 am

2 stops15h 05m

$288

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Francisco from

How to get the cheapest flight ticket from Illinois to Oakland, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Oakland, California?

The month of August is, on average, the cheapest month to fly to Oakland, California from Illinois, with most prices found around $83. If you aren’t able to travel to Oakland, California during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $86.

What is the cheapest day to depart on your flight to Oakland, California?

According to our data, Tuesday is the cheapest day to fly to Oakland, California from Illinois. The lowest ticket price found for a Tuesday departure recently was $410. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Oakland, California for around $723.

What is the cheapest time of day to depart on your flight to Oakland, California?

In the evening is the cheapest time of day to fly from Illinois to Oakland, California when you can find flight prices for as low as $327. Flying to Oakland, California in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $611.

What is the cheapest Illinois to Oakland flight route?

Fly from Chicago Midway to Oakland for the best Illinois - Oakland flight prices

Can stopping save me money on Illinois to Oakland, California flights?

No. A direct flight is the cheapest option for a flight between Illinois to Oakland, California.

Cheap Illinois to Oakland, California flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Oakland, California

Best Price Found

$221

Fastest flight time

4h 30m

Direct flights

Every day

Airports in Oakland, California

1 airport
The best one-way flight to Oakland, California from Illinois in the past 72 hours is $221. The best round-trip flight deal from Illinois to Oakland, California found on momondo in the last 72 hours is $373.
The fastest flight from Illinois to Oakland, California takes 4h 30m
Direct flights go from Illinois to Oakland, California every day.
There is 1 airport in Oakland, California. From Illinois there are direct flights to Oakland (OAK).
Search flight deals

Frequently asked questions about flying from Illinois to Oakland, California

  • When did momondo last update prices for flights from Illinois to Oakland Airport?

    Prices for flights from Illinois to Oakland Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to Oakland Airport?

  • How old do you have to be to fly from Illinois to Oakland Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Oakland Airport.

  • What documentation or ID do you need to fly to Oakland Airport?

    The travel and health documents required for your trip to Oakland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oakland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Illinois to Oakland, California?

Best airlines flying from Illinois to Oakland, California

Compare and see reviews for airlines that fly from Illinois to Oakland, California with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $236Free CancellationRating
8.0
4,295 reviews
Search Southwest flights
DeltaPriceFrom $264Free CancellationRating
7.9
8,445 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Oakland?

Finding the right flight to Oakland from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Oakland quick and easy, saving you time and money.

Can I find flights from Illinois to Oakland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Oakland from Illinois with this policy.

How can momondo help me find flights from Illinois to Oakland?

momondo provides multiple filters to help you find the best flight to Oakland from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Oakland right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Oakland from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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