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Oakland

$109+ Cheap flights from Indiana to Oakland, CA (OAK)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — OAK
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Indiana to Oakland

Cheapest flights from Indiana to Oakland
Explore the most affordable flight options available from Indiana to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:10 am
MDW
-
OAK
Nonstop4h 55m
Southwest
Wed 3/411:10 am
OAK
-
MDW
Nonstop4h 05m
Southwest
Deal found 1/26$217
This Southwest deal was found by Cheapflights users on 1/28. 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 3/35:35 pm
MDW
-
OAK
1 stop6h 40m
Southwest
Tue 3/315:50 am
OAK
-
MDW
Nonstop4h 05m
Southwest
Deal found 1/28$227
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/242:07 pm
ORD
-
OAK
1 stop21h 17m
Alaska Airlines
Sat 2/286:15 am
OAK
-
ORD
1 stop8h 18m
Alaska Airlines
Deal found 1/28$237
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:54 pm
ORD
-
OAK
1 stop8h 55m
Hawaiian Airlines
Mon 3/26:15 am
OAK
-
ORD
1 stop15h 41m
Hawaiian Airlines
Deal found 1/28$240
This Delta deal was found by Cheapflights users on 1/28. 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 3/178:55 am
ORD
-
OAK
2 stops9h 05m
Delta
Tue 3/2412:35 pm
OAK
-
ORD
1 stop6h 59m
Delta
Deal found 1/28$242
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 5/28:50 am
ORD
-
OAK
1 stop11h 25m
Alaska Airlines
Tue 5/123:18 pm
OAK
-
ORD
1 stop25h 28m
Alaska Airlines
Deal found 1/28$243
This Southwest deal was found by Cheapflights users on 1/28. 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 3/59:30 pm
MDW
-
OAK
Nonstop4h 40m
Southwest
Tue 3/3111:55 pm
OAK
-
MDW
Nonstop4h 00m
Southwest
Deal found 1/28$250
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:50 am
ORD
-
OAK
1 stop27h 27m
Alaska Airlines
Sat 5/22:09 pm
OAK
-
ORD
1 stop7h 50m
Alaska Airlines
Deal found 1/28$250
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 5/87:59 pm
ORD
-
OAK
1 stop24h 16m
Alaska Airlines
Tue 5/197:00 am
OAK
-
ORD
1 stop9h 46m
Alaska Airlines
Deal found 1/28$253
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/212:07 pm
ORD
-
OAK
1 stop21h 17m
Alaska Airlines
Sat 2/286:15 am
OAK
-
ORD
1 stop8h 18m
Alaska Airlines
Deal found 1/28$255
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:09 am
CVG
-
OAK
1 stop11h 28m
Alaska Airlines
Sat 2/286:15 am
OAK
-
CVG
1 stop11h 24m
Alaska Airlines
Deal found 1/28$257
This Southwest deal was found by Cheapflights users on 1/28. 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 2/218:05 am
MDW
-
OAK
1 stop7h 55m
Southwest
Wed 2/2511:10 am
OAK
-
MDW
Nonstop4h 05m
Southwest
Deal found 1/28$257

Find flight deals from Indiana to Oakland

Keep the following information in mind while searching for Indiana to Oakland flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Southwest)

One-way from

$109
(Southwest)

Popular in

December

Cheapest in

February

Average price

$399
Provider with most accurate pricing for Indianapolis-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-San Francisco flights.
Search Deals
From Indiana to Oakland
Search Deals
One-way flight from Indiana to Oakland
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Oakland 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 January 29, 2026.
Use the filters below to find and compare flights from Indiana to Oakland that are best for you.

Fly from

Indiana

Fly to

Oakland

Route

Depart

Return

Price

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Tue 3/3

5:35 pm-10:15 pm

1 stop6h 40m

Oakland

Tue 3/31

5:50 am-11:55 am

Nonstop4h 05m

$227

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 2/25

3:54 pm-10:49 pm

1 stop8h 55m

Oakland

Sat 2/28

6:15 am-4:33 pm

1 stop8h 18m

$237

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Thu 3/5

9:30 pm-12:10 am

Nonstop4h 40m

Oakland

Tue 3/31

11:55 pm-5:55 am

Nonstop4h 00m

$250

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Tue 3/17

9:00 pm-11:40 pm

Nonstop4h 40m

Oakland

Tue 3/24

11:55 pm-5:55 am

Nonstop4h 00m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 3/25

6:00 am-11:43 pm

1 stop19h 43m

Oakland

Tue 4/7

6:40 pm-6:39 am

1 stop9h 59m

$260

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 3/11

4:15 pm-9:45 pm

1 stop7h 30m

Oakland

Tue 3/17

6:15 am-6:50 pm

2 stops10h 35m

$272

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Mon 4/6

9:30 pm-12:10 am

Nonstop4h 40m

Oakland

Tue 4/14

11:55 pm-6:00 am

Nonstop4h 05m

$272

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 2/25

8:10 am-2:55 pm

2 stops8h 45m

Oakland

Wed 3/4

9:40 am-7:55 pm

1 stop8h 15m

$273

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/3

7:15 am-11:55 am

1 stop6h 40m

Oakland

Thu 3/5

5:55 am-6:01 pm

2 stops10h 06m

$275

CincinnatiOakland

CVG - OAK

CVGOAK

Cincinnati Cinci./N. Kentucky

Tue 3/24

12:25 pm-6:55 pm

1 stop9h 30m

Oakland

Tue 3/31

6:00 am-6:55 pm

2 stops9h 55m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Indiana 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 Indiana to Oakland

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

Currently, April is the cheapest month in which you can book a flight from Indiana to Oakland, California (average of $133). Flying from Indiana to Oakland, California in December is currently the most expensive (average of $269). 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.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Oakland. 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 into for flights to Oakland from Indiana?

    For a flight from Indiana to Oakland, you will be flying into Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

  • How long is the flight from Indiana to Oakland, California?

    There are many flights that can get you from Indiana to Oakland, California in 6h 40m. Fly via Southwest, Alaska Airlines, or Delta to get the fastest option. The distance from Indiana to Oakland, California is about 1839 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular flight routes from Indiana to Oakland, California are Chicago O'Hare Intl - Oakland, Chicago Midway - Oakland and Indianapolis - Oakland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indiana to Oakland 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 Indiana to Oakland, California?

    Currently, April is the cheapest month in which you can book a flight from Indiana to Oakland, California (average of $133). Flying from Indiana to Oakland, California in December is currently the most expensive (average of $269). 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 Indiana to Oakland

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Top airline flying from Indiana to Oakland

Discover the top airline that operate flights from Indiana to Oakland. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$287Average$430FlexibilityNo cancel feeOn-time63%

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