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$70+ Cheap flights from Oakland (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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 12/33:18 pmOAK - ORD
1 stop11h 17mSpirit Airlines
Fri 12/69:53 pmORD - OAK
1 stop13h 32mSpirit Airlines
Deal found 11/20$236
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/25:01 pmOAK - STL
1 stop5h 41mDelta
Thu 12/126:30 pmSTL - OAK
1 stop7h 44mDelta
Deal found 11/19$276
This Southwest deal was found by Cheapflights users on 11/20. 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.
Tue 12/171:45 pmOAK - MDW
1 stop6h 40mSouthwest
Thu 12/195:35 amMDW - OAK
1 stop7h 55mSouthwest
Deal found 11/20$329
This Travelocity deal was found by Cheapflights users on 11/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/229:25 pmOAK - ORD
1 stop6h 05mMultiple Airlines
Wed 12/257:00 amORD - OAK
1 stop13h 52mMultiple Airlines
Deal found 11/20$333
This Delta deal was found by Cheapflights users on 11/20. 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.
Tue 12/1712:55 pmOAK - ORD
1 stop7h 08mDelta
Thu 12/197:05 pmORD - OAK
1 stop7h 15mDelta
Deal found 11/20$367
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Wed 12/1112:00 pmOAK - STL
3 stops26h 45mMultiple Airlines
Sun 1/51:00 pmSTL - OAK
3 stops22h 29mMultiple Airlines
Deal found 11/20$374
This Southwest deal was found by Cheapflights users on 11/20. 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.
Tue 12/176:00 amOAK - ORD
1 stop7h 20mSouthwest
Thu 12/194:00 pmORD - OAK
1 stop10h 15mSouthwest
Deal found 11/20$379
This Alaska Airlines deal was found by Cheapflights users on 11/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/138:50 amOAK - ORD
2 stops12h 57mAlaska Airlines
Sun 12/156:32 amORD - OAK
1 stop28h 38mAlaska Airlines
Deal found 11/20$408
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:00 amOAK - MDW
2 stops9h 02mDelta
Sat 12/79:30 amMDW - OAK
2 stops8h 50mDelta
Deal found 11/19$436
This Alaska Airlines deal was found by Cheapflights users on 11/21. 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.
Fri 12/68:50 amOAK - STL
2 stops11h 43mAlaska Airlines
Tue 12/107:00 amSTL - OAK
1 stop10h 00mAlaska Airlines
Deal found 11/21$456
This Southwest deal was found by Cheapflights users on 11/20. 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.
Wed 12/252:50 pmOAK - STL
1 stop6h 30mSouthwest
Tue 12/314:55 pmSTL - OAK
1 stop6h 25mSouthwest
Deal found 11/20$468
This Mytrip deal was found by Cheapflights users on 11/20. 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 - RFD
1 stop15h 14mMultiple Airlines
Sun 12/2912:40 pmRFD - OAK
1 stop9h 50mMultiple Airlines
Deal found 11/20$657

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 12/3

3:18 pm-4:35 am

1 stop11h 17m

Chicago O'Hare Intl

Fri 12/6

9:53 pm-9:25 am

1 stop13h 32m

$236

OaklandChicago

OAK - MDW

OAKMDW

Oakland

Sat 2/22

3:20 pm-11:10 pm

1 stop5h 50m

Chicago Midway

Sat 3/1

5:10 pm-8:00 pm

Nonstop4h 50m

$237

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Wed 1/15

1:15 pm-9:33 pm

1 stop6h 18m

Lambert-St Louis

Tue 1/21

5:00 pm-11:56 pm

1 stop8h 56m

$256

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 3/17

7:32 pm-5:53 am

1 stop8h 21m

Chicago O'Hare Intl

Wed 3/19

10:00 am-6:30 pm

1 stop10h 30m

$266

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Sat 1/18

5:34 pm-12:10 pm

3 stops16h 36m

Lambert-St Louis

Mon 1/20

12:15 pm-11:46 am

3 stops25h 31m

$318

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sun 12/22

9:25 pm-5:30 am

1 stop6h 05m

Chicago O'Hare Intl

Wed 12/25

7:00 am-6:52 pm

1 stop13h 52m

$333

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 12/17

12:55 pm-10:03 pm

1 stop7h 08m

Chicago O'Hare Intl

Thu 12/19

7:05 pm-12:20 am

1 stop7h 15m

$367

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 12/17

6:00 am-3:20 pm

1 stop7h 20m

Chicago O'Hare Intl

Thu 12/19

4:00 pm-12:15 am

1 stop10h 15m

$379

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Thu 1/16

8:45 am-6:15 pm

2 stops7h 30m

Lambert-St Louis

Sun 1/19

11:00 am-5:35 pm

1 stop8h 35m

$387

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

Wed 1/15

10:41 am-1:53 pm

2 stops25h 12m

Lambert-St Louis

Tue 1/21

2:49 pm-10:01 am

1 stop21h 12m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 32 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, September is the cheapest month in which you can book a flight from Oakland, California to Illinois (average of $232). Flying from Oakland, California to Illinois in June is currently the most expensive (average of $308). 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 November 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 November 21, 2024.
Get a feel of what it's like to fly with Spirit Airlines, 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
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

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

Viva
6.9
Okay
854 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

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

Volaris
6.7
Okay
1,287 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

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 $70. Alaska Airlines flights start at $118 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, September is the cheapest month in which you can book a flight from Oakland, California to Illinois (average of $232). Flying from Oakland, California to Illinois in June is currently the most expensive (average of $308). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oakland to Illinois

Discover the top 5 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$242FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$134Average$293FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$138Average$416FlexibilityNo cancel feeOn-time75%
DeltaCheapest$236Average$467FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$262Average$379FlexibilityNo cancel feeOn-time63%
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