Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Oakland, California to Illinois from $99

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oakland, California to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:17 am - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
17h 21m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 9:22 amORD  Chicago O'Hare Intl-OAK Oakland
14h 27m1 stop Las Vegas Harry Reid Intl
$198Frontier
Mon, Sep 28 - Thu, Oct 1
Frontier Logo
12:47 pm - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
14h 51m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 11:51 amORD  Chicago O'Hare Intl-OAK Oakland
16h 56m1 stop Las Vegas Harry Reid Intl
$198Frontier
Tue, Sep 22 - Mon, Sep 28
Frontier Logo
10:17 am - 5:16 amOAK  Oakland-ORD Chicago O'Hare Intl
16h 59m1 stop Las Vegas Harry Reid Intl
Frontier Logo
3:30 pm - 11:53 amORD  Chicago O'Hare Intl-OAK Oakland
22h 23m1 stop Las Vegas Harry Reid Intl
$198Frontier
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
11:55 pm - 5:55 amOAK  Oakland-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
7:30 pm - 10:10 pmMDW  Chicago Midway-OAK Oakland
4h 40mnonstop
$237Southwest
Tue, Oct 13 - Sat, Oct 17
Southwest Logo
5:50 am - 11:50 amOAK  Oakland-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
8:45 pm - 11:30 pmMDW  Chicago Midway-OAK Oakland
4h 45mnonstop
$237Southwest
Thu, Oct 29 - Tue, Nov 3
Southwest Logo
11:55 pm - 5:55 amOAK  Oakland-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
9:30 pm - 12:10 amMDW  Chicago Midway-OAK Oakland
4h 40mnonstop
$237Southwest
Mon, Sep 28 - Thu, Oct 1
Alaska Airlines Logo
7:04 am - 11:59 pmOAK  Oakland-STL Lambert-St Louis
14h 55m2 stops San Diego Seattle/Tacoma Intl
Alaska Airlines Logo
7:02 am - 6:30 pmSTL  Lambert-St Louis-OAK Oakland
13h 28m2 stops Seattle/Tacoma Intl San Diego
$253Alaska Airlines
Sat, Oct 17 - Tue, Oct 20
Alaska Airlines Logo
1:29 pm - 5:10 pmOAK  Oakland-STL Lambert-St Louis
25h 41m2 stops San Diego Portland
Alaska Airlines Logo
3:19 pm - 11:06 amSTL  Lambert-St Louis-OAK Oakland
21h 47m2 stops Seattle/Tacoma Intl San Diego
$253Alaska Airlines
Thu, Sep 24 - Mon, Sep 28
Delta Logo
12:34 pm - 9:56 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 22m1 stop Salt Lake City
Delta Logo
4:00 pm - 10:09 pmORD  Chicago O'Hare Intl-OAK Oakland
8h 09m1 stop Salt Lake City
$277Delta
Tue, Dec 8 - Sat, Dec 12
Delta Logo
12:41 pm - 10:05 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 24m1 stop Salt Lake City
Delta Logo
7:17 pm - 11:55 pmORD  Chicago O'Hare Intl-OAK Oakland
6h 38m1 stop Salt Lake City
$277Delta
Sat, Nov 7 - Thu, Nov 12

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Frontier flights from Oakland, California to Illinois

Our best Frontier deals on Oakland, California to Illinois flight tickets
Frontier
Sep 28
OAK10:17 amOakland
17h 21m
1 stop
ORD5:38 amChicago O'Hare Intl
Oct 1
ORD8:55 pmChicago O'Hare Intl
14h 27m
1 stop
OAK9:22 amOakland
$198
Frontier
Sep 24
OAK6:51 pmOakland
8h 47m
1 stop
ORD5:38 amChicago O'Hare Intl
Sep 29
ORD1:21 pmChicago O'Hare Intl
24h 30m
1 stop
OAK11:51 amOakland
$208
Frontier
Sep 24
OAK10:17 amOakland
17h 21m
1 stop
ORD5:38 amChicago O'Hare Intl
Sep 25
ORD8:55 pmChicago O'Hare Intl
16h 56m
1 stop
OAK11:51 amOakland
$228

Delta flights from Oakland, California to Illinois

Our best Delta deals on Oakland, California to Illinois flight tickets
Delta
Sep 22
OAK12:39 pmOakland
7h 16m
1 stop
ORD9:55 pmChicago O'Hare Intl
Oct 2
ORD5:10 pmChicago O'Hare Intl
8h 49m
2 stops
OAK11:59 pmOakland
$282
Delta
Aug 29
OAK12:33 pmOakland
7h 00m
1 stop
ORD9:33 pmChicago O'Hare Intl
Sep 29
ORD7:40 pmChicago O'Hare Intl
6h 19m
1 stop
OAK11:59 pmOakland
$385
Delta
Sep 6
OAK6:00 amOakland
9h 41m
2 stops
ORD5:41 pmChicago O'Hare Intl
Sep 12
ORD7:45 amChicago O'Hare Intl
6h 14m
1 stop
OAK11:59 amOakland
$440

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

Mon 9/28

10:17 am-5:38 am

1 stop17h 21m

Chicago O'Hare Intl

Thu 10/1

8:55 pm-9:22 am

1 stop14h 27m

$198

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Tue 9/22

12:47 pm-5:38 am

1 stop14h 51m

Chicago O'Hare Intl

Mon 9/28

8:55 pm-11:51 am

1 stop16h 56m

$198

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 10/22

10:17 am-5:16 am

1 stop16h 59m

Chicago O'Hare Intl

Mon 10/26

3:30 pm-11:53 am

1 stop22h 23m

$198
Quickest round-trip

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Tue 10/13

11:55 pm-5:55 am

Nonstop4h 00m

Chicago Midway

Sat 10/17

7:30 pm-10:10 pm

Nonstop4h 40m

$237

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Thu 10/29

5:50 am-11:50 am

Nonstop4h 00m

Chicago Midway

Tue 11/3

8:45 pm-11:30 pm

Nonstop4h 45m

$237

OaklandChicago

OAK Oakland - MDW Chicago Midway

OAKMDW

Oakland

Mon 9/28

11:55 pm-5:55 am

Nonstop4h 00m

Chicago Midway

Thu 10/1

9:30 pm-12:10 am

Nonstop4h 40m

$237

OaklandSt. Louis

OAK Oakland - STL Lambert-St Louis

OAKSTL

Oakland

Sat 10/17

7:04 am-11:59 pm

2 stops14h 55m

Lambert-St Louis

Tue 10/20

7:02 am-6:30 pm

2 stops13h 28m

$253

OaklandSt. Louis

OAK Oakland - STL Lambert-St Louis

OAKSTL

Oakland

Thu 9/24

1:29 pm-5:10 pm

2 stops25h 41m

Lambert-St Louis

Mon 9/28

3:19 pm-11:06 am

2 stops21h 47m

$253

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Tue 12/8

12:34 pm-9:56 pm

1 stop7h 22m

Chicago O'Hare Intl

Sat 12/12

4:00 pm-10:09 pm

1 stop8h 09m

$277

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 11/7

12:41 pm-10:05 pm

1 stop7h 24m

Chicago O'Hare Intl

Thu 11/12

7:17 pm-11:55 pm

1 stop6h 38m

$277

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 $464. Flights from Oakland, California to Illinois on a Friday will generally be more expensive and average around $510. 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 $471. 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 22% 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

$99

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 $99. The best round-trip flight deal from Oakland, California to Illinois found on momondo in the last 72 hours is $198.
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?

  • 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?

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
DeltaPriceFrom $148Free CancellationRating
7.8
8,538 reviews
Search Delta flights
United AirlinesPriceFrom $271Free CancellationRating
7.4
10,136 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $272Free CancellationRating
7.9
12,860 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $275Free CancellationRating
8.0
4,203 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
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 9/27
Sun 10/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Illinois

Popular cities in Illinois

Flights to New Yorkfrom $75
Flights to Los Angelesfrom $39
Flights to Orlandofrom $55
Flights to Miamifrom $79
Flights to San Franciscofrom $39
Flights to Chicagofrom $50
Flights to Las Vegasfrom $39
Flights to Washington, D.C.from $67
Flights to Bostonfrom $88
Flights to Fort Lauderdalefrom $63
Flights to Atlantafrom $38
Flights to Dallasfrom $51