$129+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
IND — OAK
Jun 9 — Jun 161
Round-trip
1 adult, Economy
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Find cheap flights from Indiana to Oakland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Indiana to OaklandExplore 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 May 10, 2026.
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 May 10, 2026.
This Southwest deal was found by Cheapflights users on 5/7. 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 9/28:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Mon 9/75:20 am
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 5/7![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 5/8. 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 5/289:50 pm
MDW
- OAK
Nonstop4h 35m
Southwest
Sat 6/611:55 pm
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 5/8![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 5/5. 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 7/19:00 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Wed 7/83:55 pm
OAK
- MDW
1 stop6h 10m
Southwest
Deal found 5/5![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 5/5. 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 6/25:35 pm
MDW
- OAK
1 stop6h 50m
Southwest
Tue 6/92:50 pm
OAK
- MDW
1 stop7h 00m
Southwest
Deal found 5/5![Southwest logo]()
$277
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Wed 6/32:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Tue 6/92:58 pm
OAK
- ORD
1 stop20h 23m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 5/7. 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.
Mon 6/88:35 pm
MDW
- OAK
1 stop6h 15m
Southwest
Tue 6/97:55 pm
OAK
- MDW
1 stop7h 30m
Southwest
Deal found 5/7![Southwest logo]()
$281
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Wed 5/272:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Sat 5/302:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 5/8. 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 7/296:40 pm
MDW
- OAK
1 stop6h 40m
Southwest
Tue 8/46:15 am
OAK
- MDW
2 stops8h 55m
Southwest
Deal found 5/8![Southwest logo]()
$282
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Thu 6/42:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Sat 6/62:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 5/6. 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 5/277:15 pm
ORD
- OAK
1 stop13h 50m
Southwest
Sat 5/305:00 am
OAK
- ORD
1 stop7h 30m
Southwest
Deal found 5/6![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 5/5. 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 7/75:50 pm
MDW
- OAK
2 stops7h 30m
Southwest
Tue 7/145:15 am
OAK
- MDW
2 stops7h 20m
Southwest
Deal found 5/5![Southwest logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Wed 9/27:00 am
ORD
- OAK
1 stop7h 49m
Alaska Airlines
Wed 9/91:29 pm
OAK
- ORD
1 stop8h 28m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$287
Best flights from Indiana to OaklandDiscover carefully curated flight deals from Indiana to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 10, 2026.
Discover carefully curated flight deals from Indiana to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 10, 2026.
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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.
Thu 9/247:00 pm
ORD
- OAK
1 stop16h 43m
Alaska Airlines
Sat 10/312:20 pm
OAK
- ORD
1 stop9h 39m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 5/6. 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 6/49:40 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Sat 6/138:35 pm
OAK
- MDW
1 stop6h 50m
Southwest
Deal found 5/6![Southwest logo]()
$310
This Delta deal was found by Cheapflights users on 5/9. 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 6/94:19 pm
IND
- OAK
2 stops10h 35m
Delta
Tue 6/165:03 pm
OAK
- IND
2 stops13h 47m
Delta
Deal found 5/9![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 5/5. 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 8/47:20 am
IND
- OAK
1 stop6h 50m
Southwest
Thu 8/135:05 am
OAK
- IND
1 stop6h 20m
Southwest
Deal found 5/5![Southwest logo]()
$339
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 10/78:39 am
CVG
- OAK
1 stop13h 15m
Alaska Airlines
Wed 10/147:00 am
OAK
- CVG
1 stop11h 09m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$347
This KAYAK deal was found by Cheapflights users on 5/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:00 am
OWB
- OAK
2 stops31h 10m
Multiple Airlines
Sat 7/115:35 pm
OAK
- OWB
2 stops17h 20m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$717
This Delta deal was found by Cheapflights users on 5/9. 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 7/167:40 pm
ORD
- OAK
1 stop6h 10m
Delta
Sat 7/256:00 am
OAK
- ORD
2 stops9h 26m
Delta
Deal found 5/9![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 5/8. 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 8/58:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Mon 8/1011:55 pm
OAK
- MDW
Nonstop4h 00m
Southwest
Deal found 5/8![Southwest logo]()
$340
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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.
Sun 9/67:00 am
ORD
- OAK
1 stop7h 49m
Alaska Airlines
Wed 9/91:29 pm
OAK
- ORD
1 stop8h 28m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 5/9. 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 8/47:44 pm
ORD
- OAK
1 stop6h 07m
Delta
Mon 8/104:57 pm
OAK
- ORD
2 stops14h 22m
Delta
Deal found 5/9![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 5/8. 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 6/64:05 pm
IND
- OAK
1 stop6h 20m
Southwest
Sat 6/138:35 pm
OAK
- IND
1 stop12h 20m
Southwest
Deal found 5/8![Southwest logo]()
$346
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 7/116:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Thu 7/162:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 5/5. 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.
Sat 5/3010:15 am
ORD
- OAK
2 stops8h 10m
Delta
Sat 6/612:28 pm
OAK
- ORD
1 stop7h 22m
Delta
Deal found 5/5![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 5/9. 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.
Fri 7/248:00 pm
IND
- OAK
1 stop7h 15m
Southwest
Fri 7/315:05 am
OAK
- IND
1 stop7h 20m
Southwest
Deal found 5/9![Southwest logo]()
$349
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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.
Wed 7/86:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Wed 7/155:35 pm
OAK
- ORD
1 stop9h 25m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 5/9. 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 6/257:37 pm
ORD
- OAK
1 stop6h 17m
Delta
Tue 6/306:00 am
OAK
- ORD
2 stops8h 26m
Delta
Deal found 5/9![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 5/5. 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 6/38:50 pm
MDW
- OAK
Nonstop4h 35m
Southwest
Sat 6/61:40 pm
OAK
- MDW
1 stop8h 25m
Southwest
Deal found 5/5![Southwest logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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 7/37:59 pm
ORD
- OAK
1 stop15h 58m
Alaska Airlines
Mon 7/62:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 5/5. 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 5/193:59 pm
IND
- OAK
2 stops10h 58m
Delta
Tue 5/2612:28 pm
OAK
- IND
1 stop7h 36m
Delta
Deal found 5/5![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 5/9. 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 6/45:10 am
MDW
- OAK
1 stop7h 10m
Southwest
Tue 6/169:05 pm
OAK
- MDW
1 stop6h 05m
Southwest
Deal found 5/9![Southwest logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Tue 9/12:22 pm
ORD
- OAK
1 stop9h 06m
Alaska Airlines
Mon 9/71:29 pm
OAK
- ORD
1 stop8h 28m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 5/7. 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 8/72:25 pm
IND
- OAK
2 stops12h 26m
Delta
Mon 8/106:00 am
OAK
- IND
2 stops9h 25m
Delta
Deal found 5/7![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 5/9. 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 6/35:35 pm
MDW
- OAK
1 stop6h 50m
Southwest
Fri 6/128:40 pm
OAK
- MDW
1 stop6h 30m
Southwest
Deal found 5/9![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Mon 6/87:59 pm
ORD
- OAK
1 stop15h 46m
Alaska Airlines
Tue 6/97:03 pm
OAK
- ORD
1 stop7h 57m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 5/9. 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 7/215:55 pm
SDF
- OAK
2 stops8h 55m
Delta
Tue 7/285:05 pm
OAK
- SDF
2 stops14h 24m
Delta
Deal found 5/9![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 5/9. 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 6/95:55 am
IND
- OAK
2 stops8h 40m
Southwest
Tue 6/163:55 pm
OAK
- IND
1 stop6h 00m
Southwest
Deal found 5/9![Southwest logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Mon 8/316:00 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Thu 9/103:00 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$374
This KAYAK deal was found by Cheapflights users on 5/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:00 am
OWB
- OAK
2 stops30h 59m
Multiple Airlines
Mon 6/227:13 pm
OAK
- OWB
2 stops15h 42m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$761
This Delta deal was found by Cheapflights users on 5/8. 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 6/97:59 pm
CVG
- OAK
1 stop6h 55m
Delta
Tue 6/165:03 pm
OAK
- CVG
2 stops13h 51m
Delta
Deal found 5/8![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 5/5. 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 5/206:50 am
IND
- OAK
1 stop8h 40m
Southwest
Tue 5/266:10 am
OAK
- IND
1 stop7h 25m
Southwest
Deal found 5/5![Southwest logo]()
$374
Last-minute flights from Indiana to OaklandDiscover last-minute flight deals from Indiana to Oakland. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Indiana to Oakland. Data last updated May 10, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Wed 5/272:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Sat 5/302:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 5/6. 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 5/277:15 pm
ORD
- OAK
1 stop13h 50m
Southwest
Sat 5/305:00 am
OAK
- ORD
1 stop7h 30m
Southwest
Deal found 5/6![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 5/8. 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 5/289:50 pm
MDW
- OAK
Nonstop4h 35m
Southwest
Sat 6/611:55 pm
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 5/8![Southwest logo]()
$265
This CheapOair deal was found by Cheapflights users on 5/6. 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 5/309:00 am
ORD
- OAK
1 stop7h 14m
Alaska Airlines
Mon 6/12:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 5/5. 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 6/25:35 pm
MDW
- OAK
1 stop6h 50m
Southwest
Tue 6/92:50 pm
OAK
- MDW
1 stop7h 00m
Southwest
Deal found 5/5![Southwest logo]()
$277
This Expedia deal was found by Cheapflights users on 5/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:00 am
ORD
- OAK
1 stop7h 14m
Alaska Airlines
Tue 6/92:58 pm
OAK
- ORD
1 stop20h 23m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$295
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Wed 6/32:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Tue 6/92:58 pm
OAK
- ORD
1 stop20h 23m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$277
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Thu 6/42:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Sat 6/62:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$285
This CheapOair deal was found by Cheapflights users on 5/8. 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.
Thu 6/42:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Tue 6/92:58 pm
OAK
- ORD
1 stop20h 23m
Alaska Airlines
Deal found 5/8![Alaska Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 5/6. 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 6/49:40 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Sat 6/138:35 pm
OAK
- MDW
1 stop6h 50m
Southwest
Deal found 5/6![Southwest logo]()
$310
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 6/69:00 am
ORD
- OAK
1 stop7h 14m
Alaska Airlines
Mon 6/82:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 5/7. 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.
Mon 6/88:35 pm
MDW
- OAK
1 stop6h 15m
Southwest
Tue 6/97:55 pm
OAK
- MDW
1 stop7h 30m
Southwest
Deal found 5/7![Southwest logo]()
$281
One-way flights from Indiana to OaklandSearch for one-way flight options from Indiana to Oakland. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
Search for one-way flight options from Indiana to Oakland. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This Southwest deal was found by Cheapflights users on 5/8. 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 7/19:00 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 5/8![Southwest logo]()
$129
This Southwest deal was found by Cheapflights users on 5/6. 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 6/211:00 am
MDW
- OAK
1 stop7h 50m
Southwest
Deal found 5/6![Southwest logo]()
$139
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 5/279:00 am
ORD
- OAK
1 stop7h 14m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$139
This Southwest deal was found by Cheapflights users on 5/5. 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 6/64:35 pm
MDW
- OAK
1 stop8h 05m
Southwest
Deal found 5/5![Southwest logo]()
$143
This CheapOair deal was found by Cheapflights users on 5/8. 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.
Thu 8/136:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 5/8![Alaska Airlines logo]()
$143
This Southwest deal was found by Cheapflights users on 5/7. 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 6/1610:10 am
MDW
- OAK
2 stops7h 30m
Southwest
Deal found 5/7![Southwest logo]()
$144
This CheapOair deal was found by Cheapflights users on 5/6. 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 6/237:59 pm
ORD
- OAK
1 stop15h 58m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$144
This Southwest deal was found by Cheapflights users on 5/7. 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 5/306:00 am
MDW
- OAK
2 stops8h 25m
Southwest
Deal found 5/7![Southwest logo]()
$148
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Thu 8/206:01 am
ORD
- OAK
1 stop10h 19m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$148
This CheapOair deal was found by Cheapflights users on 5/6. 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.
Wed 6/32:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$149
This CheapOair deal was found by Cheapflights users on 5/7. 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.
Mon 6/87:59 pm
ORD
- OAK
1 stop15h 46m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 5/9. 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.
Mon 8/1710:05 am
MDW
- OAK
1 stop6h 55m
Southwest
Deal found 5/9![Southwest logo]()
$154
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (Southwest) |
One-way from | $129 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $379 |
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 May 10, 2026.
Use the filters below to find and compare flights from Indiana to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 9/24
7:00 pm-9:43 am
1 stop16h 43m
Oakland
Sat 10/3
12:20 pm-11:59 pm
1 stop9h 39m
$285
ChicagoOakland
MDW - OAK
MDWOAK
Chicago Midway
Thu 6/4
9:40 pm-12:10 am
Nonstop4h 30m
Oakland
Sat 6/13
8:35 pm-5:25 am
1 stop6h 50m
$310
IndianapolisOakland
IND - OAK
INDOAK
Indianapolis
Tue 6/9
4:19 pm-11:54 pm
2 stops10h 35m
Oakland
Tue 6/16
5:03 pm-9:50 am
2 stops13h 47m
$339
IndianapolisOakland
IND - OAK
INDOAK
Indianapolis
Tue 8/4
7:20 am-11:10 am
1 stop6h 50m
Oakland
Thu 8/13
5:05 am-2:25 pm
1 stop6h 20m
$339
Quickest round-trip
ChicagoOakland
MDW - OAK
MDWOAK
Chicago Midway
Wed 8/5
8:35 pm-11:05 pm
Nonstop4h 30m
Oakland
Mon 8/10
11:55 pm-5:55 am
Nonstop4h 00m
$340
IndianapolisOakland
IND - OAK
INDOAK
Indianapolis
Sat 6/6
4:05 pm-7:25 pm
1 stop6h 20m
Oakland
Sat 6/13
8:35 pm-11:55 am
1 stop12h 20m
$346
CincinnatiOakland
CVG - OAK
CVGOAK
Cincinnati Cinci./N. Kentucky
Wed 10/7
8:39 am-6:54 pm
1 stop13h 15m
Oakland
Wed 10/14
7:00 am-9:09 pm
1 stop11h 09m
$347
IndianapolisOakland
IND - OAK
INDOAK
Indianapolis
Fri 7/24
8:00 pm-12:15 am
1 stop7h 15m
Oakland
Fri 7/31
5:05 am-3:25 pm
1 stop7h 20m
$349
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sun 9/6
7:00 am-12:49 pm
1 stop7h 49m
Oakland
Wed 9/9
1:29 pm-11:57 pm
1 stop8h 28m
$352
ChicagoOakland
MDW - OAK
MDWOAK
Chicago Midway
Wed 6/3
8:50 pm-11:25 pm
Nonstop4h 35m
Oakland
Sat 6/6
1:40 pm-12:05 am
1 stop8h 25m
$353
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-OAK
ORD-OAK
IND-OAK
CVG-OAK
OWB-OAK
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
USIN-OAK
MDW-OAK
ORD-OAK
IND-OAK
CVG-OAK
What is the cheapest month to book a flight from Indiana to Oakland, California?
Currently, May is the cheapest month in which you can book a flight from Indiana to Oakland, California (average of $139). Flying from Indiana to Oakland, California in November 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.
How much does it cost to fly round-trip from Indiana to Oakland, California?
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Complete your trip
Flights by cabin class
Oakland flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Indiana to Oakland
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Complete your trip
Complete your trip to Oakland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indiana to Oakland by cabin class
Find flights from Indiana to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 10, 2026.
Indiana and Oakland flights
Browse other Indiana and Oakland flight options. Last updated on May 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Indiana to Oakland flights
Consider these flights traveling from Indiana to Oakland.
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 May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$288 | Average$414 | FlexibilityNo cancel fee | On-time63% |