$98+ Cheap flights from Oakland, CA (OAK) to Maryland
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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BWI
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Cheapest flights from Oakland to MarylandExplore the most affordable flight options available from Oakland to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
Explore the most affordable flight options available from Oakland to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Tue 9/18:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/29![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/28:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/29![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/28:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/27![Frontier logo]()
$219
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 9/83:13 pm
OAK
- BWI
2 stops21h 27m
Alaska Airlines
Tue 9/157:15 pm
BWI
- OAK
2 stops25h 57m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$233
This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:13 pm
OAK
- BWI
2 stops12h 17m
Alaska Airlines
Wed 9/24:43 pm
BWI
- OAK
2 stops28h 29m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:51 pm
OAK
- IAD
1 stop8h 29m
Frontier
Wed 9/166:00 am
IAD
- OAK
1 stop8h 51m
Frontier
Deal found 7/27![Frontier logo]()
$245
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Wed 9/28:00 am
PHL
- OAK
1 stop30h 18m
Frontier
Deal found 7/27![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Mon 8/248:59 am
IAD
- OAK
1 stop13h 43m
Frontier
Deal found 7/26![Frontier logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/96:35 am
IAD
- OAK
1 stop8h 16m
Frontier
Deal found 7/26![Frontier logo]()
$258
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Mon 9/78:00 am
PHL
- OAK
1 stop30h 18m
Frontier
Deal found 7/29![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:13 pm
OAK
- IAD
1 stop16h 51m
Frontier
Tue 9/18:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/26![Frontier logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:47 pm
OAK
- IAD
1 stop14h 33m
Frontier
Mon 9/286:00 am
IAD
- OAK
1 stop14h 56m
Frontier
Deal found 7/29![Frontier logo]()
$265
Best flights from Oakland to MarylandDiscover carefully curated flight deals from Oakland to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
Discover carefully curated flight deals from Oakland to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
This Southwest deal was found by Cheapflights users on 7/26. 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 8/258:05 am
OAK
- BWI
1 stop7h 50m
Southwest
Tue 9/18:10 am
BWI
- OAK
1 stop8h 00m
Southwest
Deal found 7/26![Southwest logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 7/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:29 pm
OAK
- BWI
2 stops23h 11m
Alaska Airlines
Mon 8/314:43 pm
BWI
- OAK
1 stop26h 47m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 7/28. 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.
Fri 8/285:00 pm
OAK
- PHL
1 stop10h 05m
Delta
Tue 9/17:20 am
PHL
- OAK
1 stop7h 32m
Delta
Deal found 7/28![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 7/26. 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 8/296:30 am
OAK
- BWI
2 stops9h 20m
Southwest
Sat 9/512:25 pm
BWI
- OAK
2 stops9h 50m
Southwest
Deal found 7/26![Southwest logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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.
Wed 8/266:48 am
OAK
- IAD
1 stop8h 26m
Alaska Airlines
Wed 9/97:00 am
IAD
- OAK
1 stop9h 19m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 7/26. 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 8/256:00 am
OAK
- DCA
2 stops9h 43m
Delta
Tue 9/17:45 am
DCA
- OAK
2 stops11h 29m
Delta
Deal found 7/26![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 7/27. 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 9/27:45 pm
OAK
- BWI
1 stop7h 45m
Southwest
Wed 9/912:10 pm
BWI
- OAK
2 stops8h 25m
Southwest
Deal found 7/27![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 7/29. 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.
Tue 10/2711:55 pm
OAK
- DCA
1 stop9h 00m
Southwest
Wed 10/286:35 pm
DCA
- OAK
1 stop7h 40m
Southwest
Deal found 7/29![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 8/205:00 pm
OAK
- PHL
1 stop10h 05m
Delta
Wed 9/25:45 am
PHL
- OAK
2 stops9h 07m
Delta
Deal found 7/26![Delta logo]()
$413
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/276:04 am
OAK
- BWI
1 stop9h 00m
Alaska Airlines
Wed 9/27:50 am
BWI
- OAK
2 stops13h 22m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$418
This Southwest deal was found by Cheapflights users on 7/29. 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 8/277:45 am
OAK
- BWI
2 stops8h 55m
Southwest
Wed 9/212:10 pm
BWI
- OAK
2 stops8h 25m
Southwest
Deal found 7/29![Southwest logo]()
$378
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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 9/88:04 am
OAK
- PHL
1 stop28h 41m
Alaska Airlines
Tue 9/157:00 am
PHL
- OAK
1 stop9h 19m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
OAK
- DCA
2 stops9h 43m
Delta
Wed 8/265:59 pm
DCA
- OAK
1 stop8h 57m
Delta
Deal found 7/24![Delta logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 9/106:01 am
OAK
- IAD
1 stop14h 58m
Alaska Airlines
Sun 9/137:00 am
IAD
- OAK
1 stop29h 27m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$431
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 am
OAK
- DCA
2 stops9h 45m
Southwest
Wed 9/166:40 pm
DCA
- OAK
1 stop7h 30m
Southwest
Deal found 7/26![Southwest logo]()
$398
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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.
Wed 8/266:48 am
OAK
- IAD
1 stop8h 26m
Alaska Airlines
Thu 9/107:00 am
IAD
- OAK
1 stop9h 19m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 7/25. 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 8/255:00 pm
OAK
- IAD
2 stops13h 20m
Delta
Thu 9/107:00 am
IAD
- OAK
1 stop7h 59m
Delta
Deal found 7/25![Delta logo]()
$478
This Southwest deal was found by Cheapflights users on 7/25. 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.
Wed 8/195:30 am
OAK
- PHL
2 stops9h 30m
Southwest
Wed 8/266:25 pm
PHL
- OAK
1 stop7h 40m
Southwest
Deal found 7/25![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 7/26. 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 8/1711:55 pm
OAK
- PHL
1 stop11h 25m
Southwest
Fri 8/216:05 pm
PHL
- OAK
1 stop8h 00m
Southwest
Deal found 7/26![Southwest logo]()
$401
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 11/25:13 pm
OAK
- IAD
1 stop21h 27m
Alaska Airlines
Fri 11/66:40 pm
IAD
- OAK
1 stop19h 04m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 7/27. 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 8/135:00 pm
OAK
- PHL
1 stop10h 05m
Delta
Mon 8/177:00 pm
PHL
- OAK
1 stop7h 56m
Delta
Deal found 7/27![Delta logo]()
$492
This Southwest deal was found by Cheapflights users on 7/29. 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 9/268:30 am
OAK
- DCA
1 stop9h 25m
Southwest
Mon 9/286:40 pm
DCA
- OAK
1 stop7h 30m
Southwest
Deal found 7/29![Southwest logo]()
$402
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 10/157:04 am
OAK
- IAD
1 stop7h 46m
Alaska Airlines
Thu 10/297:02 am
IAD
- OAK
1 stop14h 52m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 7/25. 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 8/195:00 pm
OAK
- BWI
1 stop10h 20m
Delta
Sun 8/237:39 am
BWI
- OAK
1 stop7h 13m
Delta
Deal found 7/25![Delta logo]()
$515
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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.
Wed 10/147:04 am
OAK
- BWI
2 stops19h 16m
Alaska Airlines
Sun 10/186:15 pm
BWI
- OAK
1 stop20h 10m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 7/26. 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 9/85:30 am
OAK
- PHL
2 stops9h 30m
Southwest
Tue 9/156:00 am
PHL
- OAK
2 stops10h 10m
Southwest
Deal found 7/26![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 7/28. 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.
Fri 8/1412:33 pm
OAK
- IAD
1 stop8h 06m
Delta
Tue 8/257:00 am
IAD
- OAK
1 stop7h 52m
Delta
Deal found 7/28![Delta logo]()
$547
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 8/248:04 am
OAK
- DCA
1 stop28h 56m
Alaska Airlines
Fri 8/285:20 pm
DCA
- OAK
1 stop22h 29m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sun 11/12:40 pm
OAK
- BWI
1 stop6h 35m
Southwest
Thu 11/56:20 am
BWI
- OAK
1 stop8h 25m
Southwest
Deal found 7/29![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 7/29. 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 8/2712:33 pm
OAK
- IAD
1 stop8h 06m
Delta
Wed 9/28:28 am
IAD
- OAK
2 stops10h 46m
Delta
Deal found 7/29![Delta logo]()
$553
Last-minute flights from Oakland to MarylandDiscover last-minute flight deals from Oakland to Maryland. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Maryland. Data last updated July 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Mon 8/248:59 am
IAD
- OAK
1 stop13h 43m
Frontier
Deal found 7/26![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Mon 8/248:59 am
IAD
- OAK
1 stop13h 43m
Frontier
Deal found 7/25![Frontier logo]()
$283
This Frontier deal was found by Cheapflights users on 7/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Fri 8/288:59 am
IAD
- OAK
1 stop13h 43m
Frontier
Deal found 7/24![Frontier logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:13 pm
OAK
- IAD
1 stop16h 51m
Frontier
Tue 9/18:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/26![Frontier logo]()
$259
This CheapOair deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Tue 9/18:00 am
PHL
- OAK
1 stop30h 18m
Frontier
Deal found 7/28![Frontier logo]()
$268
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Wed 9/28:00 am
PHL
- OAK
1 stop30h 18m
Frontier
Deal found 7/27![Frontier logo]()
$250
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 8/263:13 pm
OAK
- BWI
2 stops21h 27m
Alaska Airlines
Mon 8/317:15 pm
BWI
- OAK
2 stops22h 18m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Tue 9/18:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/29![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/28:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/29![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/28:59 am
IAD
- OAK
1 stop29h 19m
Frontier
Deal found 7/27![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Wed 9/96:35 am
IAD
- OAK
1 stop8h 16m
Frontier
Deal found 7/27![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:13 pm
OAK
- IAD
1 stop16h 51m
Frontier
Thu 9/38:59 am
IAD
- OAK
1 stop13h 43m
Frontier
Deal found 7/27![Frontier logo]()
$293
One-way flights from Oakland to MarylandSearch for one-way flight options from Oakland to Maryland. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
Search for one-way flight options from Oakland to Maryland. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:13 pm
OAK
- IAD
1 stop16h 51m
Frontier
Deal found 7/28![Frontier logo]()
$98
This Trip.com deal was found by Cheapflights users on 7/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Deal found 7/26![Frontier logo]()
$101
This Expedia deal was found by Cheapflights users on 7/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Deal found 7/25![Frontier logo]()
$130
This Expedia deal was found by Cheapflights users on 7/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Deal found 7/26![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:13 pm
OAK
- IAD
1 stop16h 51m
Frontier
Deal found 7/26![Frontier logo]()
$133
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:13 pm
OAK
- PHL
1 stop15h 17m
Frontier
Deal found 7/29![Frontier logo]()
$135
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:51 pm
OAK
- IAD
1 stop8h 29m
Frontier
Deal found 7/27![Frontier logo]()
$139
This Frontier deal was found by Cheapflights users on 7/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:37 pm
OAK
- IAD
1 stop8h 27m
Frontier
Deal found 7/28![Frontier logo]()
$141
This Mytrip deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:29 pm
OAK
- BWI
2 stops14h 01m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$142
This Expedia deal was found by Cheapflights users on 7/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:51 pm
OAK
- IAD
1 stop8h 29m
Frontier
Deal found 7/26![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:47 pm
OAK
- PHL
2 stops43h 45m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$147
This Booking.com deal was found by Cheapflights users on 7/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:13 pm
OAK
- BWI
2 stops21h 27m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$148
Find flight deals from Oakland to Maryland
Keep the following information in mind while searching for Oakland to Maryland flight deals. Data was last updated July 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $179 (Kiwi.com) |
One-way from | $98 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $534 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Maryland 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 July 29, 2026.
Use the filters below to find and compare flights from Oakland to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandBaltimore
OAK - BWI
OAKBWI
Oakland
Tue 8/25
8:05 am-6:55 pm
1 stop7h 50m
Baltimore/Washington
Tue 9/1
8:10 am-1:10 pm
1 stop8h 00m
$332
OaklandBaltimore
OAK - BWI
OAKBWI
Oakland
Sat 8/29
6:30 am-6:50 pm
2 stops9h 20m
Baltimore/Washington
Sat 9/5
12:25 pm-7:15 pm
2 stops9h 50m
$347
OaklandBaltimore
OAK - BWI
OAKBWI
Oakland
Wed 9/2
7:45 pm-6:30 am
1 stop7h 45m
Baltimore/Washington
Wed 9/9
12:10 pm-5:35 pm
2 stops8h 25m
$368
OaklandWashington, D.C.
OAK - DCA
OAKDCA
Oakland
Tue 10/27
11:55 pm-11:55 am
1 stop9h 00m
Washington, D.C. Reagan-National
Wed 10/28
6:35 pm-11:15 pm
1 stop7h 40m
$372
OaklandBaltimore
OAK - BWI
OAKBWI
Oakland
Wed 8/26
1:29 pm-3:40 pm
2 stops23h 11m
Baltimore/Washington
Mon 8/31
4:43 pm-4:30 pm
1 stop26h 47m
$373
OaklandWashington, D.C.
OAK - IAD
OAKIAD
Oakland
Wed 8/26
6:48 am-6:14 pm
1 stop8h 26m
Washington, D.C. Dulles Intl
Wed 9/9
7:00 am-1:19 pm
1 stop9h 19m
$377
OaklandPhiladelphia
OAK - PHL
OAKPHL
Oakland
Fri 8/28
5:00 pm-6:05 am
1 stop10h 05m
Philadelphia
Tue 9/1
7:20 am-11:52 am
1 stop7h 32m
$378
OaklandBaltimore
OAK - BWI
OAKBWI
Oakland
Thu 8/27
7:45 am-7:40 pm
2 stops8h 55m
Baltimore/Washington
Wed 9/2
12:10 pm-5:35 pm
2 stops8h 25m
$378
OaklandWashington, D.C.
OAK - DCA
OAKDCA
Oakland
Tue 8/25
6:00 am-6:43 pm
2 stops9h 43m
Washington, D.C. Reagan-National
Tue 9/1
7:45 am-4:14 pm
2 stops11h 29m
$387
OaklandWashington, D.C.
OAK - DCA
OAKDCA
Oakland
Wed 9/9
8:10 am-8:55 pm
2 stops9h 45m
Washington, D.C. Reagan-National
Wed 9/16
6:40 pm-11:10 pm
1 stop7h 30m
$398
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oakland to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Oakland with our price prediction graph.
OAK-BWI
OAK-PHL
OAK-IAD
OAK-DCA
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 Maryland
OAK-USMD
OAK-BWI
OAK-PHL
OAK-IAD
OAK-DCA
What is the cheapest month to book a flight from Oakland, California to Maryland?
Currently, August is the cheapest month in which you can book a flight from Oakland, California to Maryland (average of $358). Flying from Oakland, California to Maryland in April is currently the most expensive (average of $617). 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 Maryland?
Airfare is below average for this route at the moment.
Oakland, California to Maryland flights typically cost between $355 and $531 in September.The cheapest round-trip price found within the last 5 days was $233 on Alaska Airlines (Sep 8-Sep 15).
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated July 29, 2026.
Peruse reviews from past customers who have flown with Southwest from Oakland to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Related info for your journey
Find useful and relevant information for your journey from Oakland to Maryland. 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 Maryland
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Complete your trip
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Oakland and Maryland flights
Browse other Oakland and Maryland flight options. Last updated on July 29, 2026.
Popular flight searches
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Oakland to Maryland flights
Consider these flights traveling from Oakland to Maryland.
Top airline flying from Oakland to Maryland
Discover the top airline that operate flights from Oakland to Maryland. 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$350 | Average$470 | FlexibilityNo cancel fee | On-time63% |