How many flights depart from Oakland, California to Illinois on average per day?

As of September 2025, 1 flights take off from Oakland, California and land in Illinois each day. The most common flight departure time for this route is 5:00AM, with 71% of daily flights taking off at noon.

What airlines fly to Illinois?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Illinois from Oakland, California according to our data. United Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 8 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

How many flights depart from Oakland, California to Illinois on average per week?

The number of flights available between Oakland, California and Illinois is 13 per week as of September 2025. The most frequent departure day is Mon, with 23% of weekly flights leaving on this day.

What is the cheapest airline that flies from Oakland to Illinois?

Spirit Airlines, Hawaiian Airlines, and Alaska Airlines are the most popular carriers operating from Oakland to Illinois

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

Prices for flights from Oakland Airport to Illinois were last updated today.

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

The number of operators available for flights from Oakland Airport to Illinois is 5 as of September 2025.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Illinois.

What documentation or ID do you need to fly to Illinois?

The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$111 Cheap Flights from Oakland to Illinois in 2025/26

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Find the cheapest flights from Oakland, California to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

5:50 am - 11:55 amOAK-MDW

4h 05mnonstop

4:05 pm - 6:40 pmMDW-OAK

4h 35mnonstop

$294Southwest

Find Deal

lun., oct. 27 - mié., nov. 5

6:40 am - 5:03 pmOAK-ORD

8h 23m1 stop

8:00 am - 1:55 pmORD-OAK

7h 55m1 stop

$295Alaska Airlines

Find Deal

jue., oct. 23 - mar., oct. 28

2:49 pm - 12:24 amOAK-ORD

7h 35m1 stop

8:00 am - 1:55 pmORD-OAK

7h 55m1 stop

$297Alaska Airlines

Find Deal

mié., nov. 5 - mié., nov. 12

12:30 pm - 9:43 pmOAK-ORD

7h 13m1 stop

7:40 pm - 12:03 amORD-OAK

6h 23m1 stop

$299Delta

Find Deal

mié., nov. 5 - lun., nov. 10

6:30 am - 12:24 amOAK-ORD

15h 54m1 stop

6:00 am - 1:55 pmORD-OAK

9h 55m1 stop

$300Alaska Airlines

Find Deal

vie., oct. 31 - lun., nov. 3

5:55 am - 5:43 pmOAK-MDW

9h 48m2 stops

12:47 pm - 12:03 amMDW-OAK

13h 16m2 stops

$302Delta

Find Deal

sáb., nov. 8 - mar., nov. 11

5:50 am - 11:55 amOAK-MDW

4h 05mnonstop

9:45 am - 2:30 pmMDW-OAK

6h 45m1 stop

$304Southwest

Find Deal

lun., oct. 27 - mié., nov. 5

5:55 am - 7:50 pmOAK-ORD

11h 55m2 stops

5:29 pm - 9:39 pmORD-OAK

6h 10m1 stop

$304Delta

Find Deal

jue., nov. 13 - sáb., nov. 15

5:50 am - 11:55 amOAK-MDW

4h 05mnonstop

5:15 am - 9:25 amMDW-OAK

6h 10m1 stop

$305Southwest

Find Deal

mié., oct. 29 - sáb., nov. 1

6:40 am - 5:03 pmOAK-ORD

8h 23m1 stop

6:00 am - 10:23 amORD-OAK

30h 23m1 stop

$305Alaska Airlines

Find Deal

sáb., oct. 18 - mar., oct. 21

Delta flights from Oakland, California to Illinois

Our best Delta deals on Oakland, California to Illinois flight tickets

Delta

Nov 5

OAK12:30 pmOakland

7h 13m

1 stop

ORD9:43 pmChicago O'Hare Intl

Nov 10

ORD7:40 pmChicago O'Hare Intl

6h 23m

1 stop

OAK12:03 amOakland

$299

Find similar

Delta

Nov 8

OAK5:55 amOakland

9h 48m

2 stops

MDW5:43 pmChicago Midway

Nov 11

MDW12:47 pmChicago Midway

13h 16m

2 stops

OAK12:03 amOakland

$302

Find similar

Delta

Nov 13

OAK5:55 amOakland

11h 55m

2 stops

ORD7:50 pmChicago O'Hare Intl

Nov 15

ORD5:29 pmChicago O'Hare Intl

6h 10m

1 stop

OAK9:39 pmOakland

$304

Find similar

Alaska Airlines flights from Oakland, California to Illinois

Our best Alaska Airlines deals on Oakland, California to Illinois flight tickets

Alaska Airlines

Oct 23

OAK6:40 amOakland

8h 23m

1 stop

ORD5:03 pmChicago O'Hare Intl

Oct 28

ORD8:00 amChicago O'Hare Intl

7h 55m

1 stop

OAK1:55 pmOakland

$295

Find similar

Alaska Airlines

Nov 5

OAK2:49 pmOakland

7h 35m

1 stop

ORD12:24 amChicago O'Hare Intl

Nov 12

ORD8:00 amChicago O'Hare Intl

7h 55m

1 stop

OAK1:55 pmOakland

$297

Find similar

Alaska Airlines

Oct 31

OAK6:30 amOakland

15h 54m

1 stop

ORD12:24 amChicago O'Hare Intl

Nov 3

ORD6:00 amChicago O'Hare Intl

9h 55m

1 stop

OAK1:55 pmOakland

$300

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Oakland, California to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OaklandChicago

OAK - MDW

OAKMDW

Oakland

lun. 10/27

5:50 am-11:55 am

Nonstop4h 05m

Chicago Midway

mié. 11/5

4:05 pm-6:40 pm

Nonstop4h 35m

$294

OaklandChicago

OAK - ORD

OAKORD

Oakland

jue. 10/23

6:40 am-5:03 pm

1 stop8h 23m

Chicago O'Hare Intl

mar. 10/28

8:00 am-1:55 pm

1 stop7h 55m

$295

OaklandChicago

OAK - ORD

OAKORD

Oakland

mié. 11/5

2:49 pm-12:24 am

1 stop7h 35m

Chicago O'Hare Intl

mié. 11/12

8:00 am-1:55 pm

1 stop7h 55m

$297

OaklandChicago

OAK - ORD

OAKORD

Oakland

mié. 11/5

12:30 pm-9:43 pm

1 stop7h 13m

Chicago O'Hare Intl

lun. 11/10

7:40 pm-12:03 am

1 stop6h 23m

$299

OaklandChicago

OAK - ORD

OAKORD

Oakland

vie. 10/31

6:30 am-12:24 am

1 stop15h 54m

Chicago O'Hare Intl

lun. 11/3

6:00 am-1:55 pm

1 stop9h 55m

$300

OaklandChicago

OAK - MDW

OAKMDW

Oakland

sáb. 11/8

5:55 am-5:43 pm

2 stops9h 48m

Chicago Midway

mar. 11/11

12:47 pm-12:03 am

2 stops13h 16m

$302

OaklandChicago

OAK - MDW

OAKMDW

Oakland

lun. 10/27

5:50 am-11:55 am

Nonstop4h 05m

Chicago Midway

mié. 11/5

9:45 am-2:30 pm

1 stop6h 45m

$304

OaklandChicago

OAK - ORD

OAKORD

Oakland

jue. 11/13

5:55 am-7:50 pm

2 stops11h 55m

Chicago O'Hare Intl

sáb. 11/15

5:29 pm-9:39 pm

1 stop6h 10m

$304

OaklandChicago

OAK - MDW

OAKMDW

Oakland

mié. 10/29

5:50 am-11:55 am

Nonstop4h 05m

Chicago Midway

sáb. 11/1

5:15 am-9:25 am

1 stop6h 10m

$305

OaklandChicago

OAK - ORD

OAKORD

Oakland

sáb. 10/18

6:40 am-5:03 pm

1 stop8h 23m

Chicago O'Hare Intl

mar. 10/21

6:00 am-10:23 am

1 stop30h 23m

$305

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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

Prices

Airlines

Other information

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Oakland, California is in February. Flight prices, which tend to average around $289, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of February, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $297.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Oakland, California to Illinois is on a Sunday when prices can be found for as low as $417. Flights from Oakland, California to Illinois on a Tuesday will generally be more expensive and average around $489. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Oakland, California to Illinois during this time can be as low as $441. Flights at noon are often more expensive with an average ticket price of $472.

What is the cheapest Oakland to Illinois flight route?

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

What cabin class options are available on Oakland to Illinois flights?

There is only 1 cabin class available to choose from on Oakland to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 15% on your flight if you consider stops on a Oakland, California to Illinois flight.

Cheap Oakland, California to Illinois flight deals and tips

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

Best Price Found	$238
Fastest flight time	4h 05m
Direct flights	Every day
Airports in Illinois	1 airport

The best one-way flight to Illinois from Oakland, California in the past 72 hours is $238. The best round-trip flight deal from Oakland, California to Illinois found on momondo in the last 72 hours is $377.

The fastest flight from Oakland, California to Illinois takes 4h 05m

Direct flights go from Oakland, California to Illinois every day.

There is 1 airport near Illinois: Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Oakland Airport to Illinois?
Prices for flights from Oakland Airport to Illinois were last updated today.
How many operators does momondo search for flights from Oakland Airport to Illinois?
The number of operators available for flights from Oakland Airport to Illinois is 5 as of September 2025.
How old do you have to be to fly from Oakland Airport to Illinois?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Oakland, California to Illinois?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Oakland, California to Illinois is Boeing 737-800 Passenger/BBJ2 (winglets) (20.35% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (18.60%), Airbus A321neo (7.56%), and Boeing 737 MAX 9 (6.98%).

Best airlines flying from Oakland, California to Illinois

Compare and see reviews for airlines that fly from Oakland, California to Illinois with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $108	Free Cancellation	Rating 6.3 8,041 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $163	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $189	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $242	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights

Why use momondo?

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

Finding the right flight to Illinois from Oakland 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 Illinois quick and easy, saving you time and money.

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

Flights from Oakland to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oakland to Illinois.

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

Yes momondo offers price alerts on flights to Illinois from Oakland. 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.

An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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jue. 10/23

jue. 10/30

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Find better results for your trip to Illinois

Popular cities in Illinois

Flights to New Yorkfrom $50

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Flights to Chicagofrom $60

Flights to Orlandofrom $56

Flights to Las Vegasfrom $44

Flights to San Franciscofrom $60

Flights to Washington, D.C.from $56

Flights to Bostonfrom $67

Flights to Atlantafrom $51

Flights to Dallasfrom $59

Flights to Seattlefrom $102

Cheap flights from Oakland, California to Illinois from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Illinois departing on 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Oakland, California to Illinois

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Delta flights from Oakland, California to Illinois

Our best Delta deals on Oakland, California to Illinois flight tickets

Alaska Airlines flights from Oakland, California to Illinois

Our best Alaska Airlines deals on Oakland, California to Illinois flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Oakland, California to Illinois that are best for you.

See travel insights to Illinois from

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

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 Illinois?

What is the cheapest day to depart on your flight to Illinois?

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Oakland, California to Illinois during this time can be as low as $441. Flights at noon are often more expensive with an average ticket price of $472.

What is the cheapest Oakland to Illinois flight route?

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

What cabin class options are available on Oakland to Illinois flights?

There is only 1 cabin class available to choose from on Oakland to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 15% on your flight if you consider stops on a Oakland, California to Illinois flight.

What is the cheapest airline that flies from Oakland to Illinois?

Spirit Airlines, Hawaiian Airlines, and Alaska Airlines are the most popular carriers operating from Oakland to Illinois

What airlines fly to Illinois?

How many flights depart from Oakland, California to Illinois on average per day?

As of September 2025, 1 flights take off from Oakland, California and land in Illinois each day. The most common flight departure time for this route is 5:00AM, with 71% of daily flights taking off at noon.

How many flights depart from Oakland, California to Illinois on average per week?

The number of flights available between Oakland, California and Illinois is 13 per week as of September 2025. The most frequent departure day is Mon, with 23% of weekly flights leaving on this day.

Cheap Oakland, California to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

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

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

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

What documentation or ID do you need to fly to Illinois?

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

Best airlines flying from Oakland, California to Illinois

Compare and see reviews for airlines that fly from Oakland, California to Illinois with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Illinois

Popular cities in Illinois

Popular flights according to clicks in the last 7 days on momondo