$162+ Cheap flights from Maryland 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Cheapest flights from Maryland to OaklandExplore the most affordable flight options available from Maryland to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
Explore the most affordable flight options available from Maryland to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
This Delta deal was found by Cheapflights users on 5/3. 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 8/257:39 am
BWI
- OAK
1 stop7h 13m
Delta
Wed 9/25:05 pm
OAK
- BWI
1 stop9h 58m
Delta
Deal found 5/3![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 5/4. 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 8/47:39 am
BWI
- OAK
1 stop7h 13m
Delta
Wed 8/194:57 pm
OAK
- BWI
1 stop10h 23m
Delta
Deal found 5/4![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 5/4. 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 8/117:00 am
BWI
- OAK
2 stops12h 14m
Delta
Tue 9/15:05 pm
OAK
- BWI
1 stop9h 58m
Delta
Deal found 5/4![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 5/3. 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 6/138:10 am
BWI
- OAK
1 stop10h 00m
Southwest
Sat 6/207:50 pm
OAK
- BWI
1 stop6h 35m
Southwest
Deal found 5/3![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 5/4. 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 8/47:39 am
BWI
- OAK
1 stop7h 13m
Delta
Tue 8/186:00 am
OAK
- BWI
2 stops12h 30m
Delta
Deal found 5/4![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 4/30. 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 6/31:59 pm
BWI
- OAK
2 stops12h 58m
Delta
Sat 6/65:55 pm
OAK
- BWI
2 stops11h 51m
Delta
Deal found 4/30![Delta logo]()
$330
This CheapOair deal was found by Cheapflights users on 5/1. 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 8/256:16 pm
BWI
- OAK
1 stop18h 20m
Alaska Airlines
Thu 8/2711:55 am
OAK
- BWI
1 stop24h 39m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 5/2. 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 6/25:45 pm
PHL
- OAK
1 stop8h 40m
Southwest
Tue 6/912:35 pm
OAK
- PHL
1 stop9h 25m
Southwest
Deal found 5/2![Southwest logo]()
$342
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Wed 9/164:34 pm
BWI
- OAK
1 stop23h 15m
Alaska Airlines
Mon 9/216:52 pm
OAK
- BWI
1 stop17h 42m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 5/2. 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 6/23:25 pm
BWI
- OAK
1 stop7h 55m
Southwest
Wed 6/36:00 pm
OAK
- BWI
1 stop8h 45m
Southwest
Deal found 5/2![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 4/30. 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 8/267:10 am
BWI
- OAK
1 stop8h 14m
Delta
Wed 9/25:05 pm
OAK
- BWI
1 stop9h 58m
Delta
Deal found 4/30![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 4/30. 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 8/186:40 pm
PHL
- OAK
1 stop8h 09m
Delta
Fri 8/285:05 pm
OAK
- PHL
1 stop9h 38m
Delta
Deal found 4/30![Delta logo]()
$349
Best flights from Maryland to OaklandDiscover carefully curated flight deals from Maryland to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
Discover carefully curated flight deals from Maryland to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
This Southwest deal was found by Cheapflights users on 5/2. 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 6/23:25 pm
BWI
- OAK
1 stop7h 55m
Southwest
Wed 6/36:00 pm
OAK
- BWI
1 stop8h 45m
Southwest
Deal found 5/2![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:55 pm
PHL
- OAK
1 stop7h 55m
Delta
Tue 7/216:00 am
OAK
- PHL
2 stops10h 25m
Delta
Deal found 4/29![Delta logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 5/3. 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 5/307:37 pm
IAD
- OAK
1 stop17h 08m
Alaska Airlines
Sat 8/86:49 am
OAK
- IAD
1 stop9h 08m
Alaska Airlines
Deal found 5/3![Alaska Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 5/3. 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 6/22:00 pm
PHL
- OAK
2 stops9h 20m
Southwest
Tue 6/912:35 pm
OAK
- PHL
1 stop9h 25m
Southwest
Deal found 5/3![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/30. 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 7/315:28 pm
PHL
- OAK
2 stops9h 22m
Delta
Thu 8/135:05 pm
OAK
- PHL
1 stop9h 38m
Delta
Deal found 4/30![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 5/4. 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 7/35:20 pm
PHL
- OAK
1 stop9h 50m
Southwest
Sun 7/1211:55 pm
OAK
- PHL
1 stop7h 40m
Southwest
Deal found 5/4![Southwest logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 5/3. 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 7/227:53 pm
IAD
- OAK
1 stop17h 04m
Alaska Airlines
Mon 8/36:49 am
OAK
- IAD
1 stop8h 56m
Alaska Airlines
Deal found 5/3![Alaska Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 4/30. 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 6/312:27 pm
DCA
- OAK
2 stops14h 30m
Delta
Sat 6/65:55 pm
OAK
- DCA
2 stops11h 42m
Delta
Deal found 4/30![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 4/29. 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.
Wed 7/295:15 am
PHL
- OAK
1 stop7h 30m
Southwest
Tue 8/411:55 pm
OAK
- PHL
1 stop11h 25m
Southwest
Deal found 4/29![Southwest logo]()
$384
This Alaska Airlines deal was found by Cheapflights users on 5/1. 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 5/237:37 pm
IAD
- OAK
1 stop17h 08m
Alaska Airlines
Wed 5/276:02 am
OAK
- IAD
1 stop8h 40m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 5/2. 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 6/23:40 pm
DCA
- OAK
1 stop10h 45m
Southwest
Wed 6/37:40 am
OAK
- DCA
1 stop7h 20m
Southwest
Deal found 5/2![Southwest logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 5/276:00 am
IAD
- OAK
2 stops20h 50m
Alaska Airlines
Mon 6/18:13 pm
OAK
- IAD
2 stops24h 46m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 5/2. 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 6/177:10 am
BWI
- OAK
1 stop7h 43m
Delta
Mon 6/225:03 pm
OAK
- BWI
1 stop9h 46m
Delta
Deal found 5/2![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sat 5/305:50 am
IAD
- OAK
2 stops9h 35m
Southwest
Tue 6/211:10 am
OAK
- IAD
2 stops9h 30m
Southwest
Deal found 4/29![Southwest logo]()
$407
This Alaska Airlines deal was found by Cheapflights users on 5/1. 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 7/17:49 pm
IAD
- OAK
1 stop17h 08m
Alaska Airlines
Mon 1/43:30 pm
OAK
- IAD
1 stop24h 31m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 5/1. 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 6/55:21 pm
IAD
- OAK
2 stops9h 36m
Delta
Sat 6/65:55 pm
OAK
- IAD
2 stops13h 25m
Delta
Deal found 5/1![Delta logo]()
$488
This Southwest deal was found by Cheapflights users on 5/1. 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 6/41:55 pm
BWI
- OAK
1 stop9h 00m
Southwest
Sat 6/65:50 pm
OAK
- BWI
1 stop8h 45m
Southwest
Deal found 5/1![Southwest logo]()
$416
This Alaska Airlines deal was found by Cheapflights users on 5/3. 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 6/27:37 pm
IAD
- OAK
1 stop21h 37m
Alaska Airlines
Tue 6/97:00 am
OAK
- IAD
1 stop13h 59m
Alaska Airlines
Deal found 5/3![Alaska Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 4/30. 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 6/53:08 pm
IAD
- OAK
2 stops11h 49m
Delta
Mon 6/85:03 pm
OAK
- IAD
2 stops27h 22m
Delta
Deal found 4/30![Delta logo]()
$508
This Southwest deal was found by Cheapflights users on 5/4. 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 7/33:45 pm
BWI
- OAK
1 stop8h 35m
Southwest
Sun 7/121:40 pm
OAK
- BWI
1 stop7h 30m
Southwest
Deal found 5/4![Southwest logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 5/1. 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 5/307:37 pm
IAD
- OAK
1 stop17h 08m
Alaska Airlines
Mon 6/110:29 am
OAK
- IAD
1 stop28h 13m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$503
This Southwest deal was found by Cheapflights users on 5/1. 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 6/64:50 pm
PHL
- OAK
1 stop8h 45m
Southwest
Sat 6/1311:55 pm
OAK
- PHL
1 stop7h 55m
Southwest
Deal found 5/1![Southwest logo]()
$427
This Delta deal was found by Cheapflights users on 5/1. 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 6/16:08 am
IAD
- OAK
2 stops20h 49m
Delta
Sat 6/612:28 pm
OAK
- IAD
1 stop8h 04m
Delta
Deal found 5/1![Delta logo]()
$517
This Alaska Airlines deal was found by Cheapflights users on 5/3. 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 5/316:00 am
IAD
- OAK
1 stop30h 55m
Alaska Airlines
Sat 8/86:49 am
OAK
- IAD
1 stop9h 08m
Alaska Airlines
Deal found 5/3![Alaska Airlines logo]()
$512
This Southwest deal was found by Cheapflights users on 4/29. 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.
Mon 6/85:20 pm
PHL
- OAK
2 stops9h 55m
Southwest
Fri 6/121:25 pm
OAK
- PHL
1 stop8h 15m
Southwest
Deal found 4/29![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 5/3. 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 6/134:50 pm
PHL
- OAK
1 stop8h 45m
Southwest
Sat 9/1911:55 pm
OAK
- PHL
1 stop8h 15m
Southwest
Deal found 5/3![Southwest logo]()
$433
This Delta deal was found by Cheapflights users on 5/1. 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 5/306:17 am
BWI
- OAK
2 stops13h 08m
Delta
Sun 5/315:05 pm
OAK
- BWI
2 stops13h 18m
Delta
Deal found 5/1![Delta logo]()
$590
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Mon 6/84:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Sun 6/146:22 am
OAK
- BWI
1 stop20h 19m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$545
This Southwest deal was found by Cheapflights users on 4/30. 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 6/34:50 pm
DCA
- OAK
2 stops8h 45m
Southwest
Sat 6/65:40 am
OAK
- DCA
1 stop12h 55m
Southwest
Deal found 4/30![Southwest logo]()
$448
This Delta deal was found by Cheapflights users on 5/1. 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 5/291:59 pm
BWI
- OAK
2 stops12h 58m
Delta
Mon 6/15:05 pm
OAK
- BWI
2 stops15h 00m
Delta
Deal found 5/1![Delta logo]()
$597
Last-minute flights from Maryland to OaklandDiscover last-minute flight deals from Maryland to Oakland. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Maryland to Oakland. Data last updated May 4, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 5/2. 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.
Sat 5/234:45 pm
PHL
- OAK
1 stop19h 10m
Alaska Airlines
Tue 5/269:35 am
OAK
- PHL
1 stop27h 10m
Alaska Airlines
Deal found 5/2![Alaska Airlines logo]()
$369
This CheapOair deal was found by Cheapflights users on 4/30. 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 5/274:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Wed 6/31:01 pm
OAK
- BWI
1 stop14h 27m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 4/30. 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 6/16:45 pm
PHL
- OAK
1 stop8h 12m
Delta
Mon 6/85:03 pm
OAK
- PHL
1 stop10h 05m
Delta
Deal found 4/30![Delta logo]()
$355
This Expedia deal was found by Cheapflights users on 4/30. 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.
Mon 6/14:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Sun 8/3011:55 am
OAK
- BWI
1 stop24h 39m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 5/3. 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 6/21:45 pm
BWI
- OAK
1 stop8h 25m
Southwest
Tue 6/97:30 pm
OAK
- BWI
1 stop7h 05m
Southwest
Deal found 5/3![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 5/2. 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 6/25:45 pm
PHL
- OAK
1 stop8h 40m
Southwest
Tue 6/912:35 pm
OAK
- PHL
1 stop9h 25m
Southwest
Deal found 5/2![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 5/2. 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 6/23:25 pm
BWI
- OAK
1 stop7h 55m
Southwest
Wed 6/36:00 pm
OAK
- BWI
1 stop8h 45m
Southwest
Deal found 5/2![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 5/3. 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 6/212:31 pm
BWI
- OAK
2 stops14h 26m
Delta
Tue 6/95:03 pm
OAK
- BWI
1 stop9h 46m
Delta
Deal found 5/3![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 4/30. 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 6/31:59 pm
BWI
- OAK
2 stops12h 58m
Delta
Sat 6/65:55 pm
OAK
- BWI
2 stops11h 51m
Delta
Deal found 4/30![Delta logo]()
$330
This Delta deal was found by Cheapflights users on 5/1. 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 6/56:45 pm
PHL
- OAK
1 stop8h 12m
Delta
Mon 6/86:00 am
OAK
- PHL
2 stops10h 20m
Delta
Deal found 5/1![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 5/3. 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 6/66:30 am
BWI
- OAK
1 stop9h 45m
Southwest
Mon 6/85:30 pm
OAK
- BWI
1 stop8h 50m
Southwest
Deal found 5/3![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 5/3. 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 6/138:10 am
BWI
- OAK
1 stop10h 00m
Southwest
Sat 6/207:50 pm
OAK
- BWI
1 stop6h 35m
Southwest
Deal found 5/3![Southwest logo]()
$323
One-way flights from Maryland to OaklandSearch for one-way flight options from Maryland to Oakland. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
Search for one-way flight options from Maryland to Oakland. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Delta deal was found by Cheapflights users on 4/30. 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 7/157:12 am
BWI
- OAK
1 stop7h 34m
Delta
Deal found 4/30![Delta logo]()
$162
This CheapOair deal was found by Cheapflights users on 5/1. 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 6/24:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 4/30. 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 5/277:25 am
PHL
- OAK
1 stop7h 23m
Delta
Deal found 4/30![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 5/1. 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 5/286:45 pm
PHL
- OAK
1 stop8h 12m
Delta
Deal found 5/1![Delta logo]()
$178
This Delta deal was found by Cheapflights users on 4/30. 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 6/56:45 pm
PHL
- OAK
1 stop8h 12m
Delta
Deal found 4/30![Delta logo]()
$185
This CheapOair deal was found by Cheapflights users on 5/1. 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 6/84:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$187
This Delta deal was found by Cheapflights users on 5/3. 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 7/47:05 am
BWI
- OAK
1 stop7h 48m
Delta
Deal found 5/3![Delta logo]()
$190
This CheapOair deal was found by Cheapflights users on 4/30. 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 5/264:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 5/3. 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 7/247:30 pm
BWI
- OAK
1 stop7h 45m
Southwest
Deal found 5/3![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 4/30. 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 6/134:50 pm
PHL
- OAK
1 stop8h 45m
Southwest
Deal found 4/30![Southwest logo]()
$195
This CheapOair deal was found by Cheapflights users on 5/1. 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 6/34:17 pm
BWI
- OAK
1 stop19h 38m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$195
This Southwest deal was found by Cheapflights users on 5/4. 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 6/2911:20 am
PHL
- OAK
2 stops15h 55m
Southwest
Deal found 5/4![Southwest logo]()
$196
Find flight deals from Maryland to Oakland
Keep the following information in mind while searching for Maryland to Oakland flight deals. Data was last updated May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Delta) |
One-way from | $162 (Delta) |
Popular in | March |
Cheapest in | February |
Average price | $423 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maryland 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 4, 2026.
Use the filters below to find and compare flights from Maryland to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BaltimoreOakland
BWI - OAK
BWIOAK
Baltimore/Washington
Tue 6/2
3:25 pm-8:20 pm
1 stop7h 55m
Oakland
Wed 6/3
6:00 pm-5:45 am
1 stop8h 45m
$345
PhiladelphiaOakland
PHL - OAK
PHLOAK
Philadelphia
Tue 6/2
2:00 pm-8:20 pm
2 stops9h 20m
Oakland
Tue 6/9
12:35 pm-1:00 am
1 stop9h 25m
$347
PhiladelphiaOakland
PHL - OAK
PHLOAK
Philadelphia
Fri 7/3
5:20 pm-12:10 am
1 stop9h 50m
Oakland
Sun 7/12
11:55 pm-10:35 am
1 stop7h 40m
$369
PhiladelphiaOakland
PHL - OAK
PHLOAK
Philadelphia
Thu 7/9
6:55 pm-11:50 pm
1 stop7h 55m
Oakland
Tue 7/21
6:00 am-7:25 pm
2 stops10h 25m
$374
PhiladelphiaOakland
PHL - OAK
PHLOAK
Philadelphia
Wed 7/29
5:15 am-9:45 am
1 stop7h 30m
Oakland
Tue 8/4
11:55 pm-2:20 pm
1 stop11h 25m
$384
Washington, D.C.Oakland
DCA - OAK
DCAOAK
Washington, D.C. Reagan-National
Tue 6/2
3:40 pm-11:25 pm
1 stop10h 45m
Oakland
Wed 6/3
7:40 am-6:00 pm
1 stop7h 20m
$392
PhiladelphiaOakland
PHL - OAK
PHLOAK
Philadelphia
Fri 7/31
5:28 pm-11:50 pm
2 stops9h 22m
Oakland
Thu 8/13
5:05 pm-5:43 am
1 stop9h 38m
$399
Washington, D.C.Oakland
DCA - OAK
DCAOAK
Washington, D.C. Reagan-National
Wed 6/3
12:27 pm-11:57 pm
2 stops14h 30m
Oakland
Sat 6/6
5:55 pm-8:37 am
2 stops11h 42m
$407
Washington, D.C.Oakland
IAD - OAK
IADOAK
Washington, D.C. Dulles Intl
Sat 5/30
5:50 am-12:25 pm
2 stops9h 35m
Oakland
Tue 6/2
11:10 am-11:40 pm
2 stops9h 30m
$407
BaltimoreOakland
BWI - OAK
BWIOAK
Baltimore/Washington
Thu 6/4
1:55 pm-7:55 pm
1 stop9h 00m
Oakland
Sat 6/6
5:50 pm-5:35 am
1 stop8h 45m
$416
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Maryland to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Maryland with our price prediction graph.
BWI-OAK
PHL-OAK
DCA-OAK
IAD-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 Maryland to Oakland
USMD-OAK
BWI-OAK
PHL-OAK
DCA-OAK
IAD-OAK
What is the cheapest month to book a flight from Maryland to Oakland, California?
Currently, April is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $162). Flying from Maryland to Oakland, California in March is currently the most expensive (average of $474). 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 Maryland to Oakland, California?
Related info for your journey
Find useful and relevant information for your journey from Maryland 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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Alternative routes for Maryland 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 Maryland to Oakland by cabin class
Find flights from Maryland 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 4, 2026.
Maryland and Oakland flights
Browse other Maryland and Oakland flight options. Last updated on May 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Maryland to Oakland flights
Consider these flights traveling from Maryland to Oakland.
Top 2 airlines flying from Maryland to Oakland
Discover the top 2 airlines that operate flights from Maryland 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$275 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$384 | Average$521 | FlexibilityNo cancel fee | On-time63% |