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$65+ Cheap flights from Oakland, CA (OAK) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
Dec 26 — Jan 21
Thu 12/26
Thu 1/2
1 adult, Economy
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Cheap flight deals from Oakland to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Illinois (USIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 21, 2024.

Round-trip from

$110
(Priceline)

One-way from

$65
(Cheapflightsfares)
From Oakland to Illinois
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One-way flight from Oakland to Illinois
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Find flight deals from Oakland to Illinois

Cheapest flights from Oakland to Illinois
Explore the most affordable flight options available from Oakland to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:25 pmOAK - ORD
1 stop6h 05mSpirit Airlines
Sun 1/59:54 pmORD - OAK
1 stop13h 35mSpirit Airlines
Deal found 12/20$256
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:30 amOAK - MDW
2 stops8h 54mDelta
Fri 1/319:34 amMDW - OAK
2 stops8h 47mDelta
Deal found 12/21$513
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2711:24 amOAK - ORD
3 stops18h 23mMultiple Airlines
Thu 1/3011:45 amORD - OAK
3 stops13h 51mMultiple Airlines
Deal found 12/21$560
This Southwest deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/265:15 amOAK - MDW
Nonstop4h 05mSouthwest
Fri 1/37:20 amMDW - OAK
1 stop7h 15mSouthwest
Deal found 12/20$601
This Southwest deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/225:00 amOAK - ORD
1 stop8h 00mSouthwest
Tue 12/316:15 amORD - OAK
1 stop8h 10mSouthwest
Deal found 12/20$628
This Alaska Airlines deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:00 amOAK - ORD
1 stop8h 50mAlaska Airlines
Tue 12/317:00 amORD - OAK
1 stop13h 52mAlaska Airlines
Deal found 12/19$710
This Delta deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2612:49 pmOAK - ORD
1 stop6h 50mDelta
Tue 12/314:00 pmORD - OAK
1 stop9h 13mDelta
Deal found 12/20$716
This Southwest deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:05 pmOAK - STL
1 stop5h 45mSouthwest
Sat 12/287:10 pmSTL - OAK
1 stop7h 20mSouthwest
Deal found 12/20$791
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/226:36 pmOAK - EVV
3 stops21h 03mMultiple Airlines
Mon 1/66:19 pmEVV - OAK
3 stops30h 33mMultiple Airlines
Deal found 12/21$918
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:36 pmOAK - RFD
1 stop15h 14mMultiple Airlines
Sat 12/2811:47 amRFD - OAK
2 stops13h 05mMultiple Airlines
Deal found 12/21$1,188
This Alaska Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/213:51 pmOAK - STL
2 stops29h 36mAlaska Airlines
Mon 12/307:24 amSTL - OAK
2 stops18h 35mAlaska Airlines
Deal found 12/21$1,294
This Mytrip deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:36 pmOAK - STL
3 stops15h 34mMultiple Airlines
Sat 12/281:00 pmSTL - OAK
3 stops22h 29mMultiple Airlines
Deal found 12/20$1,400

Find flights from Oakland to Illinois within your budget

Customize your flight search to find flights from Oakland to Illinois 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, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 1/11

7:02 pm-5:31 am

1 stop8h 29m

Chicago O'Hare Intl

Tue 1/14

1:39 pm-7:25 pm

1 stop7h 46m

$110

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Sat 5/10

2:35 pm-11:56 pm

1 stop7h 21m

Lambert-St Louis

Tue 5/13

7:00 am-1:35 pm

1 stop8h 35m

$246

OaklandChicago

OAK - MDW

OAKMDW

Oakland

Thu 2/6

11:25 am-5:30 pm

Nonstop4h 05m

Chicago Midway

Sat 2/15

5:10 pm-8:00 pm

Nonstop4h 50m

$254

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Wed 1/22

6:00 am-1:43 pm

1 stop5h 43m

Lambert-St Louis

Wed 1/29

5:00 pm-11:56 pm

1 stop8h 56m

$256

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 1/18

6:00 am-5:29 pm

2 stops9h 29m

Chicago O'Hare Intl

Wed 1/22

7:20 pm-11:56 pm

1 stop6h 36m

$261

OaklandChicago

OAK - MDW

OAKMDW

Oakland

Sat 1/18

6:00 am-5:47 pm

2 stops9h 47m

Chicago Midway

Wed 1/22

2:08 pm-11:56 pm

2 stops11h 48m

$266

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 1/23

6:32 am-5:59 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 1/26

3:35 pm-8:49 am

1 stop19h 14m

$289

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Wed 1/22

7:02 pm-8:10 pm

3 stops23h 08m

Lambert-St Louis

Wed 1/29

12:15 pm-9:35 pm

3 stops35h 20m

$333

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Fri 1/17

5:05 am-2:00 pm

1 stop6h 55m

Lambert-St Louis

Tue 1/21

11:10 am-5:20 pm

2 stops8h 10m

$367

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 1/15

5:35 am-2:25 pm

1 stop6h 50m

Chicago O'Hare Intl

Wed 1/15

5:45 pm-10:25 pm

1 stop6h 40m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 26 results
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Best time to book a flight from Oakland to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Oakland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Oakland to Illinois

Get recent, data-driven insights about flights from Oakland to Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Oakland, California to Illinois?

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Illinois (average of $245). Flying from Oakland, California to Illinois in March is currently the most expensive (average of $317). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OAK to IL?

Find hourly flight availability from Oakland to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Illinois as you normally would.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated December 21, 2024.
Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Oakland to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,814 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
4,814 reviews
Southwest
8.1
Very good
4,814 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,537 reviews
Southwest
8.1
Very good
4,814 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,597 reviews
Southwest
8.1
Very good
4,814 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Spirit Airlines
6.3
Okay
8,112 reviews
Southwest
8.1
Very good
4,814 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from Oakland to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oakland to Illinois?

    Most people fly from Oakland (OAK) if they book a flight from Oakland to Illinois. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

  • What are the cheapest airlines to fly from Oakland, California to Illinois one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $65. Southwest flights start at $109 while deals on Delta start at $128 one-way.

  • What are the most popular routes from Oakland, California to Illinois?

    When deciding which route to take from Oakland, California to Illinois consider Oakland - Chicago O'Hare Intl, Oakland - Chicago Midway or Oakland - Lambert-St Louis as they are the most popular.

  • Can I find deals for flights from Oakland to Illinois that include hotel bookings?

    Yes. In addition to deals on Oakland to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Illinois.

  • Can I find deals for business class flights from Oakland to Illinois?

    Yes. Cheapflights offers flight deals from Oakland to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oakland, California to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Illinois (average of $245). Flying from Oakland, California to Illinois in March is currently the most expensive (average of $317). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Oakland to Illinois

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Top 4 airlines flying from Oakland to Illinois

Discover the top 4 airlines that operate flights from Oakland to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$133Average$291FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$138Average$416FlexibilityNo cancel feeOn-time75%
DeltaCheapest$236Average$484FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$263Average$405FlexibilityNo cancel feeOn-time63%
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