$119+ Cheap flights from Oakland, CA (OAK) to Indiana
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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — IND
Jul 29 — Aug 51
Round-trip
1 adult, Economy
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Cheapest flights from Oakland to IndianaExplore the most affordable flight options available from Oakland to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.
Explore the most affordable flight options available from Oakland to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.
This Southwest deal was found by Cheapflights users on 6/28. 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 8/811:55 pm
OAK
- MDW
Nonstop4h 00m
Southwest
Sat 8/151:55 pm
MDW
- OAK
Nonstop4h 25m
Southwest
Deal found 6/28![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 6/28. 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 8/118:55 am
OAK
- MDW
1 stop8h 15m
Southwest
Tue 8/188:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/28![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 6/27. 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 8/1010:00 am
OAK
- MDW
1 stop7h 00m
Southwest
Wed 8/128:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/27![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 6/26. 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.
Sat 8/1511:55 pm
OAK
- MDW
Nonstop4h 00m
Southwest
Tue 8/182:15 pm
MDW
- OAK
2 stops8h 25m
Southwest
Deal found 6/26![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 6/27. 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 8/610:00 am
OAK
- MDW
1 stop7h 00m
Southwest
Thu 8/138:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/27![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 6/27. 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 8/105:20 am
OAK
- MDW
2 stops7h 15m
Southwest
Tue 8/1110:15 am
MDW
- OAK
Nonstop4h 25m
Southwest
Deal found 6/27![Southwest logo]()
$256
This Alaska Airlines deal was found by Cheapflights users on 6/29. 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 8/1510:37 am
OAK
- ORD
1 stop7h 00m
Alaska Airlines
Tue 8/186:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/29![Alaska Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 6/28. 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 8/11:40 pm
OAK
- MDW
1 stop8h 40m
Southwest
Thu 8/65:40 am
MDW
- OAK
1 stop6h 20m
Southwest
Deal found 6/28![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 6/26. 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.
Tue 7/287:55 pm
OAK
- MDW
1 stop7h 30m
Southwest
Thu 8/138:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/26![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 6/28. 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.
Sat 10/1712:31 pm
OAK
- ORD
1 stop7h 29m
Delta
Thu 10/227:30 pm
ORD
- OAK
1 stop6h 26m
Delta
Deal found 6/28![Delta logo]()
$265
This Trip.com deal was found by Cheapflights users on 6/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Thu 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 6/29![Alaska Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 6/28. 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.
Sat 10/1712:31 pm
OAK
- ORD
1 stop7h 29m
Delta
Sat 10/245:30 am
ORD
- OAK
2 stops12h 53m
Delta
Deal found 6/28![Delta logo]()
$270
Best flights from Oakland to IndianaDiscover carefully curated flight deals from Oakland to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 29, 2026.
Discover carefully curated flight deals from Oakland to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 29, 2026.
This Southwest deal was found by Cheapflights users on 6/27. 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 8/58:30 pm
OAK
- MDW
1 stop7h 15m
Southwest
Wed 8/128:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/27![Southwest logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 8/82:50 pm
OAK
- ORD
1 stop20h 31m
Alaska Airlines
Sat 8/155:59 pm
ORD
- OAK
1 stop6h 42m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/25. 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.
Wed 10/71:15 pm
OAK
- CVG
1 stop6h 54m
Delta
Tue 10/137:55 pm
CVG
- OAK
1 stop7h 01m
Delta
Deal found 6/25![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 6/28. 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 8/1111:55 pm
OAK
- MDW
Nonstop4h 00m
Southwest
Tue 8/188:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/28![Southwest logo]()
$281
This Alaska Airlines deal was found by Cheapflights users on 6/28. 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 8/77:13 pm
OAK
- ORD
1 stop7h 47m
Alaska Airlines
Tue 8/116:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 6/24. 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.
Thu 8/206:10 am
OAK
- IND
1 stop9h 00m
Southwest
Tue 8/257:30 am
IND
- OAK
1 stop8h 40m
Southwest
Deal found 6/24![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:39 pm
OAK
- ORD
1 stop7h 13m
Delta
Tue 9/2912:29 pm
ORD
- OAK
2 stops13h 30m
Delta
Deal found 6/26![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 6/28. 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 8/155:10 am
OAK
- IND
1 stop5h 55m
Southwest
Wed 8/195:00 pm
IND
- OAK
1 stop9h 05m
Southwest
Deal found 6/28![Southwest logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 6/28. 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 8/77:13 pm
OAK
- ORD
1 stop7h 47m
Alaska Airlines
Mon 8/107:59 pm
ORD
- OAK
1 stop15h 58m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 6/28. 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.
Sat 10/312:39 pm
OAK
- ORD
1 stop7h 13m
Delta
Sun 10/47:40 pm
ORD
- OAK
1 stop6h 19m
Delta
Deal found 6/28![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 6/26. 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.
Mon 8/245:20 am
OAK
- MDW
2 stops7h 15m
Southwest
Mon 8/3110:15 am
MDW
- OAK
1 stop7h 25m
Southwest
Deal found 6/26![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 6/27. 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 8/2712:33 pm
OAK
- CVG
1 stop7h 08m
Delta
Sun 8/307:29 pm
CVG
- OAK
1 stop7h 27m
Delta
Deal found 6/27![Delta logo]()
$353
This KAYAK deal was found by Cheapflights users on 6/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:35 pm
OAK
- OWB
2 stops17h 20m
Multiple Airlines
Mon 7/279:00 am
OWB
- OAK
2 stops30h 59m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$855
This Southwest deal was found by Cheapflights users on 6/27. 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 8/511:10 am
OAK
- IND
1 stop8h 35m
Southwest
Tue 8/115:50 pm
IND
- OAK
1 stop8h 50m
Southwest
Deal found 6/27![Southwest logo]()
$298
This Alaska Airlines deal was found by Cheapflights users on 6/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:13 pm
OAK
- ORD
1 stop20h 09m
Alaska Airlines
Fri 9/257:00 pm
ORD
- OAK
1 stop20h 19m
Alaska Airlines
Deal found 6/25![Alaska Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:39 pm
OAK
- ORD
1 stop7h 13m
Delta
Fri 9/187:40 pm
ORD
- OAK
1 stop6h 19m
Delta
Deal found 6/26![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 6/27. 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 8/1212:15 pm
OAK
- IND
2 stops7h 45m
Southwest
Tue 8/185:00 pm
IND
- OAK
2 stops8h 30m
Southwest
Deal found 6/27![Southwest logo]()
$308
This Alaska Airlines deal was found by Cheapflights users on 6/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Thu 7/306:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/25![Alaska Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 6/25. 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.
Tue 9/2212:39 pm
OAK
- ORD
1 stop7h 13m
Delta
Fri 9/255:10 pm
ORD
- OAK
2 stops8h 49m
Delta
Deal found 6/25![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 6/29. 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 8/206:05 am
OAK
- IND
2 stops9h 15m
Southwest
Mon 8/246:25 am
IND
- OAK
2 stops8h 25m
Southwest
Deal found 6/29![Southwest logo]()
$312
This Alaska Airlines deal was found by Cheapflights users on 6/28. 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 8/213:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Sun 8/238:17 pm
ORD
- OAK
1 stop20h 16m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 6/27. 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 9/2611:55 pm
OAK
- CVG
1 stop8h 30m
Southwest
Mon 10/53:15 pm
CVG
- OAK
1 stop7h 20m
Southwest
Deal found 6/27![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:39 pm
OAK
- ORD
1 stop7h 13m
Delta
Mon 9/215:10 pm
ORD
- OAK
2 stops8h 49m
Delta
Deal found 6/26![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 6/24. 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.
Sat 8/156:30 am
OAK
- IND
2 stops11h 15m
Southwest
Sun 8/167:00 am
IND
- OAK
2 stops7h 45m
Southwest
Deal found 6/24![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 6/25. 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.
Thu 8/136:00 am
OAK
- CVG
1 stop5h 49m
Delta
Sun 8/167:29 pm
CVG
- OAK
1 stop7h 27m
Delta
Deal found 6/25![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:05 am
OAK
- IND
1 stop8h 20m
Southwest
Mon 9/216:25 am
IND
- OAK
2 stops8h 25m
Southwest
Deal found 6/25![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 6/25. 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.
Thu 10/85:55 am
OAK
- CVG
1 stop6h 14m
Delta
Wed 10/147:55 pm
CVG
- OAK
1 stop7h 01m
Delta
Deal found 6/25![Delta logo]()
$443
This Alaska Airlines deal was found by Cheapflights users on 6/24. 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.
Tue 8/256:04 am
OAK
- CVG
1 stop8h 35m
Alaska Airlines
Wed 8/269:54 am
CVG
- OAK
2 stops14h 57m
Alaska Airlines
Deal found 6/24![Alaska Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/810:15 am
OAK
- MDW
1 stop8h 00m
Southwest
Sat 8/1511:00 am
MDW
- OAK
2 stops8h 45m
Southwest
Deal found 6/25![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am
OAK
- MDW
2 stops8h 15m
Southwest
Wed 9/910:30 am
MDW
- OAK
2 stops7h 30m
Southwest
Deal found 6/25![Southwest logo]()
$359
Last-minute flights from Oakland to IndianaDiscover last-minute flight deals from Oakland to Indiana. Data last updated June 29, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Indiana. Data last updated June 29, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/26. 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.
Sat 7/111:40 pm
OAK
- IND
1 stop8h 40m
Southwest
Wed 7/157:45 pm
IND
- OAK
1 stop6h 40m
Southwest
Deal found 6/26![Southwest logo]()
$302
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 7/207:13 pm
OAK
- ORD
1 stop7h 47m
Alaska Airlines
Wed 7/296:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 6/27. 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 7/217:30 pm
OAK
- MDW
1 stop7h 10m
Southwest
Tue 7/286:10 am
MDW
- OAK
1 stop7h 40m
Southwest
Deal found 6/27![Southwest logo]()
$257
This CheapOair deal was found by Cheapflights users on 6/28. 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.
Wed 7/227:52 am
OAK
- ORD
1 stop19h 08m
Alaska Airlines
Wed 8/56:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 6/28. 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.
Fri 7/248:30 pm
OAK
- MDW
1 stop6h 10m
Southwest
Tue 7/286:00 pm
MDW
- OAK
1 stop6h 30m
Southwest
Deal found 6/28![Southwest logo]()
$315
This CheapOair deal was found by Cheapflights users on 6/29. 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 7/258:10 pm
OAK
- ORD
1 stop15h 11m
Alaska Airlines
Wed 7/297:59 pm
ORD
- OAK
1 stop15h 58m
Alaska Airlines
Deal found 6/29![Alaska Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 6/27. 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 7/257:05 pm
OAK
- MDW
1 stop8h 35m
Southwest
Sat 8/112:15 pm
MDW
- OAK
1 stop6h 55m
Southwest
Deal found 6/27![Southwest logo]()
$302
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 7/252:50 pm
OAK
- ORD
1 stop20h 31m
Alaska Airlines
Mon 7/278:20 pm
ORD
- OAK
1 stop15h 06m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 6/28. 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 7/257:05 pm
OAK
- MDW
1 stop8h 35m
Southwest
Wed 7/2910:00 am
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/28![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 6/28. 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.
Mon 7/2711:55 pm
OAK
- MDW
Nonstop4h 05m
Southwest
Tue 7/285:25 pm
MDW
- OAK
1 stop7h 00m
Southwest
Deal found 6/28![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 6/26. 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.
Tue 7/287:55 pm
OAK
- MDW
1 stop7h 30m
Southwest
Thu 8/138:35 pm
MDW
- OAK
Nonstop4h 30m
Southwest
Deal found 6/26![Southwest logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 6/28. 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.
Tue 7/286:49 am
OAK
- ORD
1 stop10h 08m
Alaska Airlines
Thu 8/136:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$313
One-way flights from Oakland to IndianaSearch for one-way flight options from Oakland to Indiana. Find affordable one-way fares based on user searches. Data last updated June 29, 2026.
Search for one-way flight options from Oakland to Indiana. Find affordable one-way fares based on user searches. Data last updated June 29, 2026.
This Southwest deal was found by Cheapflights users on 6/28. 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 10/1711:55 pm
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 6/28![Southwest logo]()
$119
This Southwest deal was found by Cheapflights users on 6/27. 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 9/245:20 am
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 6/27![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 6/28. 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 7/257:05 pm
OAK
- MDW
1 stop8h 35m
Southwest
Deal found 6/28![Southwest logo]()
$129
This Alaska Airlines deal was found by Cheapflights users on 6/28. 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.
Tue 8/42:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 6/28. 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.
Mon 8/1010:00 am
OAK
- MDW
1 stop7h 00m
Southwest
Deal found 6/28![Southwest logo]()
$133
This Delta deal was found by Cheapflights users on 6/28. 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.
Mon 8/2412:33 pm
OAK
- ORD
1 stop7h 00m
Delta
Deal found 6/28![Delta logo]()
$133
This CheapOair deal was found by Cheapflights users on 6/29. 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 7/252:50 pm
OAK
- ORD
1 stop20h 31m
Alaska Airlines
Deal found 6/29![Alaska Airlines logo]()
$134
This Southwest deal was found by Cheapflights users on 6/26. 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.
Mon 8/245:20 am
OAK
- MDW
Nonstop4h 05m
Southwest
Deal found 6/26![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 6/24. 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.
Sat 8/155:15 am
OAK
- IND
1 stop6h 25m
Southwest
Deal found 6/24![Southwest logo]()
$144
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 8/132:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 6/28. 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.
Fri 8/216:05 am
OAK
- IND
2 stops9h 15m
Southwest
Deal found 6/28![Southwest logo]()
$149
This Booking.com deal was found by Cheapflights users on 6/24. 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.
Mon 8/32:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 6/24![Alaska Airlines logo]()
$149
Find flight deals from Oakland to Indiana
Keep the following information in mind while searching for Oakland to Indiana flight deals. Data was last updated June 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Southwest) |
One-way from | $119 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $447 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Indiana 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 June 29, 2026.
Use the filters below to find and compare flights from Oakland to Indiana that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Wed 8/5
8:30 pm-5:45 am
1 stop7h 15m
Chicago Midway
Wed 8/12
8:35 pm-11:05 pm
Nonstop4h 30m
$247
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sat 8/8
2:50 pm-1:21 pm
1 stop20h 31m
Chicago O'Hare Intl
Sat 8/15
5:59 pm-10:41 pm
1 stop6h 42m
$257
Quickest round-trip
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Tue 8/11
11:55 pm-5:55 am
Nonstop4h 00m
Chicago Midway
Tue 8/18
8:35 pm-11:05 pm
Nonstop4h 30m
$281
OaklandIndianapolis
OAK - IND
OAKIND
Oakland
Thu 8/20
6:10 am-6:10 pm
1 stop9h 00m
Indianapolis
Tue 8/25
7:30 am-1:10 pm
1 stop8h 40m
$287
OaklandIndianapolis
OAK - IND
OAKIND
Oakland
Sat 8/15
5:10 am-2:05 pm
1 stop5h 55m
Indianapolis
Wed 8/19
5:00 pm-11:05 pm
1 stop9h 05m
$287
OaklandChicago
OAK - MDW
OAKMDW
Oakland
Mon 8/24
5:20 am-2:35 pm
2 stops7h 15m
Chicago Midway
Mon 8/31
10:15 am-3:40 pm
1 stop7h 25m
$294
OaklandIndianapolis
OAK - IND
OAKIND
Oakland
Wed 8/5
11:10 am-10:45 pm
1 stop8h 35m
Indianapolis
Tue 8/11
5:50 pm-11:40 pm
1 stop8h 50m
$298
OaklandIndianapolis
OAK - IND
OAKIND
Oakland
Wed 8/12
12:15 pm-11:00 pm
2 stops7h 45m
Indianapolis
Tue 8/18
5:00 pm-10:30 pm
2 stops8h 30m
$308
OaklandIndianapolis
OAK - IND
OAKIND
Oakland
Thu 8/20
6:05 am-6:20 pm
2 stops9h 15m
Indianapolis
Mon 8/24
6:25 am-11:50 am
2 stops8h 25m
$312
OaklandChicago
OAK - ORD
OAKORD
Oakland
Fri 8/7
7:13 pm-5:00 am
1 stop7h 47m
Chicago O'Hare Intl
Tue 8/11
6:20 am-2:10 pm
1 stop9h 50m
$315
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oakland to Indiana
Have a flexible travel schedule? Discover the best time to fly to Indiana from Oakland with our price prediction graph.
OAK-MDW
OAK-ORD
OAK-IND
OAK-CVG
OAK-OWB
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 Indiana
OAK-USIN
OAK-MDW
OAK-ORD
OAK-IND
OAK-CVG
What is the cheapest month to book a flight from Oakland, California to Indiana?
Currently, February is the cheapest month in which you can book a flight from Oakland, California to Indiana (average of $133). Flying from Oakland, California to Indiana in November is currently the most expensive (average of $508). 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 Oakland, California to Indiana?
Reviews of airlines servicing Indiana
Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated June 29, 2026.
Read through reviews of airlines operating flights from Oakland to Indiana, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Oakland to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Oakland to Indiana
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Complete your trip
Complete your trip to Indiana by adding a car rental and/or hotel reservation to your travel itinerary.
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Oakland and Indiana flights
Browse other Oakland and Indiana flight options. Last updated on June 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oakland to Indiana flights
Consider these flights traveling from Oakland to Indiana.
Top airline flying from Oakland to Indiana
Discover the top airline that operate flights from Oakland to Indiana. 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 June 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$306 | Average$429 | FlexibilityNo cancel fee | On-time63% |