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 48% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 7 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

Southwest, Delta, and Alaska Airlines are the most popular carriers operating from Oakland to Illinois

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

The number of flights available between Oakland, California and Illinois is 9 per week as of October 2026. The most frequent departure day is Tue, with 22% of weekly flights leaving on this day.

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

As of October 2026, 1 flights take off from Oakland, California and land in Illinois each day. The most common flight departure time for this route is 11:00PM, with 63% of daily flights taking off in the evening.

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 3 as of October 2026.

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.

$126 Cheap Flights from Oakland, California to Illinois in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oakland, California to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:29 pm - 5:10 amOAK Oakland-ORD Chicago O'Hare Intl

12h 41m1 stop Las Vegas Harry Reid Intl

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

7h 12m1 stop Las Vegas Harry Reid Intl

$230Frontier

Sun, Nov 22 - Tue, Dec 1

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

14h 33m1 stop Las Vegas Harry Reid Intl

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

7h 12m1 stop Las Vegas Harry Reid Intl

$251Frontier

Sat, Dec 5 - Tue, Dec 8

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

9h 18m1 stop Las Vegas Harry Reid Intl

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

20h 38m1 stop Las Vegas Harry Reid Intl

$254Frontier

Thu, Nov 12 - Mon, Nov 16

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

4h 00mnonstop

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

4h 50mnonstop

$337Southwest

Thu, Jan 7 - Mon, Jan 11

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

4h 05mnonstop

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

4h 50mnonstop

$337Southwest

Wed, Nov 11 - Wed, Nov 18

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

4h 05mnonstop

8:45 pm - 11:30 pmMDW Chicago Midway-OAK Oakland

4h 45mnonstop

$337Southwest

Fri, Dec 4 - Mon, Dec 7

12:34 pm - 9:56 pmOAK Oakland-ORD Chicago O'Hare Intl

7h 22m1 stop Salt Lake City

7:18 pm - 12:03 amORD Chicago O'Hare Intl-OAK Oakland

6h 45m1 stop Salt Lake City

$347Delta

Mon, Dec 7 - Mon, Dec 14

1:18 pm - 11:59 pmOAK Oakland-ORD Chicago O'Hare Intl

8h 41m1 stop Seattle/Tacoma Intl

7:40 am - 1:56 pmORD Chicago O'Hare Intl-OAK Oakland

8h 16m1 stop San Diego

$357Alaska Airlines

Wed, Jan 6 - Tue, Jan 12

1:18 pm - 11:59 pmOAK Oakland-ORD Chicago O'Hare Intl

8h 41m1 stop Seattle/Tacoma Intl

2:11 pm - 7:25 pmORD Chicago O'Hare Intl-OAK Oakland

7h 14m1 stop Portland

$357Alaska Airlines

Wed, Jan 6 - Mon, Jan 11

1:15 pm - 9:53 pmOAK Oakland-ORD Chicago O'Hare Intl

6h 38m1 stop Salt Lake City

7:30 am - 12:25 pmORD Chicago O'Hare Intl-OAK Oakland

6h 55m1 stop Salt Lake City

$359Delta

Sat, Jan 16 - Wed, Jan 20

Cheap last minute flights

Enter your travel dates to find the best prices.

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

17h 26m1 stop Las Vegas Harry Reid Intl

3:30 pm - 11:52 amORD Chicago O'Hare Intl-OAK Oakland

22h 22m1 stop Las Vegas Harry Reid Intl

$378Frontier

Fri, Oct 16 - Mon, Oct 19

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

17h 26m1 stop Las Vegas Harry Reid Intl

3:30 pm - 11:52 amORD Chicago O'Hare Intl-OAK Oakland

22h 22m1 stop Las Vegas Harry Reid Intl

$382Frontier

Fri, Oct 16 - Mon, Oct 19

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

17h 26m1 stop Las Vegas Harry Reid Intl

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

19h 35m1 stop Las Vegas Harry Reid Intl

$397Frontier

Fri, Oct 16 - Sun, Oct 18

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

6h 54m1 stop San Diego

7:20 am - 2:04 pmORD Chicago O'Hare Intl-OAK Oakland

8h 44m1 stop San Diego

$436Alaska Airlines

Wed, Oct 21 - Tue, Nov 3

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

6h 54m1 stop San Diego

2:15 pm - 9:00 pmORD Chicago O'Hare Intl-OAK Oakland

8h 45m1 stop San Diego

$436Alaska Airlines

Tue, Oct 20 - Tue, Nov 3

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

7h 24m1 stop Salt Lake City

7:35 am - 12:01 pmORD Chicago O'Hare Intl-OAK Oakland

6h 26m1 stop Salt Lake City

$436Delta

Tue, Oct 20 - Thu, Nov 5

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

6h 54m1 stop San Diego

7:20 am - 2:04 pmORD Chicago O'Hare Intl-OAK Oakland

8h 44m1 stop San Diego

$436Alaska Airlines

Tue, Oct 20 - Wed, Nov 4

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

7h 24m1 stop Salt Lake City

5:27 am - 4:22 pmORD Chicago O'Hare Intl-OAK Oakland

12h 55m2 stops Atlanta Hartsfield-Jackson Salt Lake City

$441Delta

Tue, Oct 20 - Tue, Nov 3

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

4h 00mnonstop

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

4h 45mnonstop

$533Southwest

Tue, Oct 20 - Wed, Oct 21

5:35 am - 3:45 pmOAK Oakland-MDW Chicago Midway

8h 10m1 stop Las Vegas Harry Reid Intl

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

4h 45mnonstop

$543Southwest

Tue, Oct 20 - Wed, Oct 21

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Frontier flights from Oakland, California to Illinois

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

Frontier

Nov 22

OAK2:29 pmOakland

12h 41m

1 stop

ORD5:10 amChicago O'Hare Intl

Dec 1

ORD6:21 amChicago O'Hare Intl

7h 12m

1 stop

OAK11:33 amOakland

$230

Frontier

Dec 5

OAK12:28 pmOakland

14h 33m

1 stop

ORD5:01 amChicago O'Hare Intl

Dec 8

ORD6:21 amChicago O'Hare Intl

7h 12m

1 stop

OAK11:33 amOakland

$251

Frontier

Nov 12

OAK5:55 pmOakland

9h 18m

1 stop

ORD5:13 amChicago O'Hare Intl

Nov 16

ORD5:15 pmChicago O'Hare Intl

20h 38m

1 stop

OAK11:53 amOakland

$254

Delta flights from Oakland, California to Illinois

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

Delta

Nov 17

OAK5:55 amOakland

10h 09m

2 stops

MDW6:04 pmChicago Midway

Nov 18

MDW1:31 pmChicago Midway

12h 24m

2 stops

OAK11:55 pmOakland

$357

Delta

Nov 10

OAK12:41 pmOakland

7h 06m

1 stop

ORD9:47 pmChicago O'Hare Intl

Nov 17

ORD6:49 amChicago O'Hare Intl

11h 28m

2 stops

OAK4:17 pmOakland

$364

Delta

Nov 10

OAK5:55 amOakland

8h 44m

2 stops

MDW4:39 pmChicago Midway

Nov 17

MDW6:00 amChicago Midway

12h 17m

2 stops

OAK4:17 pmOakland

$370

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

Cheapest round-trip

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sun 11/22

2:29 pm-5:10 am

1 stop12h 41m

Chicago O'Hare Intl

Tue 12/1

6:21 am-11:33 am

1 stop7h 12m

$230

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 12/5

12:28 pm-5:01 am

1 stop14h 33m

Chicago O'Hare Intl

Tue 12/8

6:21 am-11:33 am

1 stop7h 12m

$251

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 11/12

5:55 pm-5:13 am

1 stop9h 18m

Chicago O'Hare Intl

Mon 11/16

5:15 pm-11:53 am

1 stop20h 38m

$254

Quickest round-trip

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Thu 1/7

11:50 pm-5:50 am

Nonstop4h 00m

Chicago Midway

Mon 1/11

7:55 pm-10:45 pm

Nonstop4h 50m

$337

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Wed 11/11

11:50 pm-5:55 am

Nonstop4h 05m

Chicago Midway

Wed 11/18

8:45 pm-11:35 pm

Nonstop4h 50m

$337

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Fri 12/4

11:50 pm-5:55 am

Nonstop4h 05m

Chicago Midway

Mon 12/7

8:45 pm-11:30 pm

Nonstop4h 45m

$337

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Mon 12/7

12:34 pm-9:56 pm

1 stop7h 22m

Chicago O'Hare Intl

Mon 12/14

7:18 pm-12:03 am

1 stop6h 45m

$347

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Wed 1/6

1:18 pm-11:59 pm

1 stop8h 41m

Chicago O'Hare Intl

Tue 1/12

7:40 am-1:56 pm

1 stop8h 16m

$357

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Wed 1/6

1:18 pm-11:59 pm

1 stop8h 41m

Chicago O'Hare Intl

Mon 1/11

2:11 pm-7:25 pm

1 stop7h 14m

$357

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 1/16

1:15 pm-9:53 pm

1 stop6h 38m

Chicago O'Hare Intl

Wed 1/20

7:30 am-12:25 pm

1 stop6h 55m

$359

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 $364, 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 May is also cheap. Prices for this month can be found on momondo for an average of $399.

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 Tuesday when prices can be found for as low as $461. Flights from Oakland, California to Illinois on a Thursday will generally be more expensive and average around $534. 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 evening. Flights from Oakland, California to Illinois during this time can be as low as $472. Flights at noon are often more expensive with an average ticket price of $791.

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, California to Illinois flights?

There is only 1 cabin class available to choose from on Oakland, California 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 44% 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	$126
Fastest flight time	4h 00m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Oakland, California in the past 72 hours is $126. The best round-trip flight deal from Oakland, California to Illinois found on momondo in the last 72 hours is $230.

The fastest flight from Oakland, California to Illinois takes 4h 00m

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

There are 98 airports in Illinois. From Oakland, California there are direct flights to Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Oakland, California 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 3 as of October 2026.
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 MAX 8 (24.63% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (12.87%), Boeing 737-800 (8.82%), and Boeing 737 (8.46%).

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
Delta	PriceFrom $148	Free Cancellation	Rating 7.8 8,656 reviews	Search Delta flights
Alaska Airlines	PriceFrom $272	Free Cancellation	Rating 7.9 13,074 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $275	Free Cancellation	Rating 7.9 4,219 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.

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Popular cities

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Popular cities in Illinois

Flights to New Yorkfrom $80

Flights to Los Angelesfrom $43

Flights to Orlandofrom $64

Flights to Miamifrom $68

Flights to San Franciscofrom $44

Flights to Chicagofrom $60

Flights to Las Vegasfrom $50

Flights to Washington, D.C.from $46

Flights to Fort Lauderdalefrom $58

Flights to Bostonfrom $90

Flights to Atlantafrom $52

Flights to Dallasfrom $48

Cheap flights from Oakland, California to Illinois from $126

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 11/12. 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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Frontier flights from Oakland, California to Illinois

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

Delta flights from Oakland, California to Illinois

Our best Delta 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

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?

What is the cheapest Oakland to Illinois flight route?

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

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

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

What airlines fly to Illinois?

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

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

Cheap Oakland, California to Illinois flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

Frequently asked questions about flying 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?

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

Oakland, California flight routes

According to popular flight searches on momondo this year

Illinois flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Illinois

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Complete your trip to Illinois

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According to popular flight searches on momondo this year