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$67+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
mar. 31 — abr. 71
lun. 3/31
lun. 4/7
1 adult, Economy
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Cheap flight deals from Oakland to Illinois

Keep the following information in mind while searching for Oakland to Illinois flight deals. Data was last updated marzo 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$221
(Mytrip)

One-way from

$67
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$350

Good round-trip deal

$376 or less

Good one-way deal

$243 or less
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
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From Oakland to Illinois
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One-way flight from Oakland to Illinois
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Oakland to Illinois.
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Price to beat on a 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 marzo 26, 2025.

This Mytrip deal was found by Cheapflights users on 3/26. 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.
vie. 4/257:31 pmOAK - ORD
2 stops32h 33mSpirit Airlines
lun. 4/287:41 amORD - OAK
2 stops30h 22mSpirit Airlines
Deal found 3/26$221
This Alaska Airlines deal was found by Cheapflights users on 3/24. 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.
mar. 4/156:43 amOAK - ORD
1 stop9h 12mAlaska Airlines
mar. 4/223:44 pmORD - OAK
1 stop10h 00mAlaska Airlines
Deal found 3/24$246
This Southwest deal was found by Cheapflights users on 3/24. 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.
mar. 4/292:55 pmOAK - MDW
1 stop7h 00mSouthwest
mar. 5/61:50 pmMDW - OAK
1 stop7h 40mSouthwest
Deal found 3/24$247
This Southwest deal was found by Cheapflights users on 3/24. 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.
mar. 4/155:15 amOAK - ORD
2 stops9h 30mSouthwest
mar. 4/225:45 pmORD - OAK
1 stop7h 00mSouthwest
Deal found 3/24$252
This Delta deal was found by Cheapflights users on 3/25. 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.
jue. 4/175:10 pmOAK - ORD
1 stop5h 43mDelta
dom. 4/207:25 amORD - OAK
1 stop6h 48mDelta
Deal found 3/25$257
This Delta deal was found by Cheapflights users on 3/25. 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.
dom. 4/206:00 amOAK - MDW
2 stops9h 19mDelta
mar. 4/221:16 pmMDW - OAK
2 stops12h 27mDelta
Deal found 3/25$262
This Booking.com deal was found by Cheapflights users on 3/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/2910:36 amOAK - ORD
2 stops16h 49mMultiple Airlines
dom. 6/17:00 amORD - OAK
1 stop11h 34mMultiple Airlines
Deal found 3/24$265
This Hawaiian Airlines deal was found by Cheapflights users on 3/25. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/32:33 pmOAK - ORD
1 stop7h 26mHawaiian Airlines
mar. 9/163:15 pmORD - OAK
1 stop8h 48mHawaiian Airlines
Deal found 3/25$276
This Mytrip deal was found by Cheapflights users on 3/25. 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.
jue. 4/37:31 amOAK - RFD
1 stop11h 20mMultiple Airlines
dom. 4/69:41 pmRFD - OAK
1 stop10h 55mMultiple Airlines
Deal found 3/25$279
This Southwest deal was found by Cheapflights users on 3/23. 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.
jue. 4/175:05 pmOAK - STL
1 stop5h 45mSouthwest
dom. 4/206:35 amSTL - OAK
1 stop6h 25mSouthwest
Deal found 3/23$302
This Delta deal was found by Cheapflights users on 3/23. 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.
vie. 4/186:00 amOAK - STL
1 stop5h 28mDelta
dom. 4/207:15 pmSTL - OAK
1 stop6h 28mDelta
Deal found 3/23$307
This Alaska Airlines deal was found by Cheapflights users on 3/23. 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.
mié. 4/96:43 amOAK - STL
1 stop15h 16mAlaska Airlines
mar. 4/156:44 amSTL - OAK
2 stops27h 59mAlaska Airlines
Deal found 3/23$313

Cheapflights Fare Finder

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 marzo 26, 2025.
Use the filters below to find and compare flights from Oakland to Illinois that are best for you.

Fly from

Oakland

Fly to

Illinois

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

vie. 4/25

7:31 pm-6:04 am

2 stops32h 33m

Chicago O'Hare Intl

lun. 4/28

7:41 am-12:03 pm

2 stops30h 22m

$221

OaklandChicago

OAK - ORD

OAKORD

Oakland

mar. 4/15

6:43 am-5:55 pm

1 stop9h 12m

Chicago O'Hare Intl

sáb. 4/19

2:04 pm-7:37 pm

1 stop7h 33m

$246

OaklandChicago

OAK - MDW

OAKMDW

Oakland

mar. 4/29

2:55 pm-11:55 pm

1 stop7h 00m

Chicago Midway

mar. 5/6

1:50 pm-7:30 pm

1 stop7h 40m

$247

OaklandChicago

OAK - ORD

OAKORD

Oakland

mar. 4/15

5:15 am-4:45 pm

2 stops9h 30m

Chicago O'Hare Intl

mar. 4/22

5:45 pm-10:45 pm

1 stop7h 00m

$252

OaklandChicago

OAK - ORD

OAKORD

Oakland

jue. 4/17

5:10 pm-12:53 am

1 stop5h 43m

Chicago O'Hare Intl

dom. 4/20

7:25 am-12:13 pm

1 stop6h 48m

$257

OaklandChicago

OAK - MDW

OAKMDW

Oakland

dom. 4/20

6:00 am-5:19 pm

2 stops9h 19m

Chicago Midway

mar. 4/22

1:16 pm-11:43 pm

2 stops12h 27m

$262

OaklandChicago

OAK - ORD

OAKORD

Oakland

jue. 5/29

10:36 am-5:25 am

2 stops16h 49m

Chicago O'Hare Intl

dom. 6/1

7:00 am-4:34 pm

1 stop11h 34m

$265

OaklandChicago

OAK - ORD

OAKORD

Oakland

mié. 9/3

2:33 pm-11:59 pm

1 stop7h 26m

Chicago O'Hare Intl

mar. 9/16

3:15 pm-10:03 pm

1 stop8h 48m

$276

OaklandChicago

OAK - RFD

OAKRFD

Oakland

jue. 4/24

7:46 am-8:46 pm

1 stop11h 00m

Chicago Greater Rockford

dom. 4/27

9:36 pm-6:49 am

1 stop11h 13m

$289

OaklandSt. Louis

OAK - STL

OAKSTL

Oakland

jue. 4/17

5:05 pm-12:50 am

1 stop5h 45m

Lambert-St Louis

dom. 4/20

6:35 am-11:00 am

1 stop6h 25m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 34 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.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Illinois

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 $323). 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 marzo 26, 2025.

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 marzo 26, 2025.
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
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Alaska Airlines
8.0
Very good
9,789 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,891 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Hawaiian Airlines
7.9
Good
2,331 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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 $67. Southwest flights start at $99 while deals on Alaska Airlines start at $108 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 $323). 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 2,558,603 searches. Data last updated marzo 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$130Average$285FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$138Average$377FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$185Average$257FlexibilityNo cancel feeOn-time69%
DeltaCheapest$235Average$360FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$423FlexibilityNo cancel feeOn-time63%
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