$102+ Cheap flights from Oakland, CA (OAK) to Maryland
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BWI
Oct 18 — Oct 251
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 September 18, 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 September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/612:47 pm -
1 stop14h 33m
Tue 10/136:00 am -
1 stop8h 52m
Deal found 9/14![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:47 pm -
1 stop14h 33m
Tue 10/136:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2012:47 pm -
1 stop14h 33m
Sat 10/246:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2210:17 am -
1 stop17h 03m
Sat 10/246:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop10h 00m
Wed 10/216:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:47 pm -
1 stop14h 33m
Wed 10/216:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$250
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop10h 58m
Tue 10/208:44 pm -
1 stop18h 08m
Deal found 9/16![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/155:20 pm -
1 stop10h 00m
Sat 10/176:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2012:47 pm -
1 stop14h 33m
Thu 10/226:00 am -
1 stop13h 25m
Deal found 9/16![Frontier logo]()
$257
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/111:40 pm -
1 stop6h 50m
Tue 11/175:15 pm -
1 stop7h 50m
Deal found 9/14![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/1911:55 pm -
1 stop7h 45m
Sat 10/245:05 pm -
1 stop8h 05m
Deal found 9/15![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/1411:50 pm -
1 stop8h 15m
Tue 1/55:00 am -
2 stops11h 10m
Deal found 9/14![Southwest logo]()
$295
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 September 18, 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 September 18, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/175:55 am -
1 stop8h 43m
Thu 12/36:59 pm -
1 stop8h 04m
Deal found 9/15![Delta logo]()
$302
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2110:35 am -
1 stop8h 30m
Wed 10/285:05 pm -
2 stops9h 15m
Deal found 9/16![Southwest logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/237:04 am -
2 stops19h 36m
Fri 10/305:33 pm -
2 stops20h 57m
Deal found 9/15![Alaska Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/49:10 am -
2 stops9h 45m
Tue 12/86:10 am -
2 stops11h 50m
Deal found 9/14![Southwest logo]()
$366
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/67:04 am -
2 stops13h 55m
Tue 10/137:02 am -
2 stops14h 28m
Deal found 9/15![Alaska Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/195:02 pm -
2 stops13h 27m
Thu 10/226:49 pm -
1 stop8h 07m
Deal found 9/17![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 12/125:10 am -
2 stops9h 00m
Wed 12/166:20 pm -
1 stop8h 10m
Deal found 9/13![Southwest logo]()
$375
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2111:55 pm -
1 stop11h 05m
Wed 10/286:35 pm -
1 stop7h 45m
Deal found 9/16![Southwest logo]()
$375
This Alaska Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/137:02 am -
1 stop19h 30m
Mon 11/165:49 pm -
1 stop22h 05m
Deal found 9/12![Alaska Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/95:02 pm -
1 stop10h 03m
Sat 10/176:00 am -
2 stops13h 22m
Deal found 9/12![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/155:35 am -
1 stop10h 10m
Mon 11/166:20 pm -
1 stop8h 15m
Deal found 9/16![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/175:00 pm -
1 stop9h 40m
Thu 12/37:00 am -
1 stop7h 54m
Deal found 9/15![Delta logo]()
$440
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/186:12 am -
1 stop8h 28m
Fri 12/46:42 pm -
1 stop26h 30m
Deal found 9/15![Alaska Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2212:41 pm -
1 stop7h 54m
Tue 10/276:13 am -
1 stop8h 48m
Deal found 9/16![Delta logo]()
$460
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/176:12 am -
1 stop8h 28m
Wed 12/26:42 pm -
1 stop24h 40m
Deal found 9/15![Alaska Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/66:05 pm -
1 stop8h 35m
Tue 10/134:10 pm -
1 stop8h 15m
Deal found 9/15![Southwest logo]()
$463
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/295:00 pm -
2 stops15h 00m
Fri 10/236:49 pm -
1 stop8h 07m
Deal found 9/12![Delta logo]()
$464
This Alaska Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 12/166:34 am -
1 stop8h 05m
Thu 12/247:04 pm -
1 stop22h 07m
Deal found 9/17![Alaska Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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.
Sun 9/275:00 pm -
1 stop10h 05m
Sat 10/242:10 pm -
2 stops10h 48m
Deal found 9/12![Delta logo]()
$464
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/196:30 am -
1 stop11h 55m
Wed 12/97:30 am -
1 stop8h 15m
Deal found 9/16![Southwest logo]()
$475
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/266:08 am -
1 stop31h 05m
Tue 12/16:42 pm -
1 stop26h 30m
Deal found 9/15![Alaska Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 2/221:15 pm -
1 stop7h 31m
Wed 2/245:00 pm -
2 stops9h 56m
Deal found 9/13![Delta logo]()
$467
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/310:36 am -
1 stop7h 24m
Mon 12/710:59 am -
1 stop8h 23m
Deal found 9/14![Alaska Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/145:35 am -
2 stops9h 40m
Mon 10/196:00 pm -
1 stop9h 15m
Deal found 9/15![Southwest logo]()
$492
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/185:55 am -
2 stops14h 20m
Thu 12/36:59 pm -
1 stop8h 04m
Deal found 9/15![Delta logo]()
$473
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/266:08 am -
1 stop8h 28m
Wed 12/27:00 am -
1 stop15h 12m
Deal found 9/15![Alaska Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/166:25 pm -
2 stops8h 15m
Fri 10/239:45 am -
1 stop7h 50m
Deal found 9/17![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 2/135:55 am -
1 stop7h 22m
Tue 2/165:00 pm -
1 stop9h 56m
Deal found 9/13![Delta logo]()
$487
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/36:34 am -
1 stop8h 05m
Mon 12/76:42 pm -
1 stop26h 30m
Deal found 9/14![Alaska Airlines logo]()
$495
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/291:35 pm -
1 stop7h 20m
Fri 10/23:20 pm -
2 stops10h 15m
Deal found 9/15![Southwest logo]()
$504
Last-minute flights from Oakland to MarylandDiscover last-minute flight deals from Oakland to Maryland. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Maryland. Data last updated September 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/612:47 pm -
1 stop14h 33m
Tue 10/136:00 am -
1 stop8h 52m
Deal found 9/14![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:47 pm -
1 stop14h 33m
Tue 10/136:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$222
This Expedia deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:10 pm -
1 stop17h 04m
Wed 11/47:02 am -
1 stop15h 06m
Deal found 9/16![Alaska Airlines logo]()
$297
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Tue 10/137:10 pm -
1 stop17h 04m
Tue 11/37:02 am -
1 stop15h 06m
Deal found 9/16![Alaska Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:47 pm -
1 stop14h 33m
Wed 10/216:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop10h 00m
Wed 10/216:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$248
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop10h 58m
Tue 10/208:44 pm -
1 stop18h 08m
Deal found 9/16![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/155:20 pm -
1 stop10h 00m
Sat 10/176:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/1911:55 pm -
1 stop7h 45m
Sat 10/245:05 pm -
1 stop8h 05m
Deal found 9/15![Southwest logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2012:47 pm -
1 stop14h 33m
Sat 10/246:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2012:47 pm -
1 stop14h 33m
Thu 10/226:00 am -
1 stop13h 25m
Deal found 9/16![Frontier logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2210:17 am -
1 stop17h 03m
Sat 10/246:00 am -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$236
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 September 18, 2026.
Search for one-way flight options from Oakland to Maryland. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:47 pm -
1 stop14h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$102
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Wed 10/712:47 pm -
1 stop14h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:47 pm -
1 stop14h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$113
This Expedia deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2210:17 am -
1 stop17h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/165:55 pm -
2 stops38h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/155:20 pm -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/265:20 pm -
2 stops35h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/1012:48 pm -
2 stops25h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$130
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/95:55 pm -
2 stops14h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/510:17 am -
2 stops22h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/1012:48 pm -
2 stops19h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$136
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $212 (Kiwi.com) |
One-way from | $102 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $491 |
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 7,457,451 searches. Data last updated September 18, 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
OaklandPhiladelphia
OAK Oakland - PHL Philadelphia
OAKPHL
Oakland
Tue 11/17
5:55 am-5:38 pm
1 stop8h 43m
Philadelphia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$149
OaklandWashington, D.C.
OAK Oakland - IAD Washington, D.C. Dulles Intl
OAKIAD
Oakland
Tue 10/6
12:41 pm-11:35 pm
1 stop7h 54m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$156
OaklandWashington, D.C.
OAK Oakland - DCA Washington, D.C. Reagan-National
OAKDCA
Oakland
Tue 11/17
5:55 am-4:47 pm
1 stop7h 52m
Washington, D.C. Reagan-National
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$156
OaklandWashington, D.C.
OAK Oakland - DCA Washington, D.C. Reagan-National
OAKDCA
Oakland
Wed 1/13
5:55 am-7:19 pm
2 stops10h 24m
Washington, D.C. Reagan-National
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$161
OaklandBaltimore
OAK Oakland - BWI Baltimore/Washington
OAKBWI
Oakland
Sat 10/31
9:10 am-7:25 pm
1 stop7h 15m
Baltimore/Washington
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$162
OaklandBaltimore
OAK Oakland - BWI Baltimore/Washington
OAKBWI
Oakland
Wed 11/4
10:55 am-10:55 pm
1 stop9h 00m
Baltimore/Washington
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$162
OaklandBaltimore
OAK Oakland - BWI Baltimore/Washington
OAKBWI
Oakland
Tue 1/19
12:50 pm-12:10 am
1 stop8h 20m
Baltimore/Washington
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$162
OaklandBaltimore
OAK Oakland - BWI Baltimore/Washington
OAKBWI
Oakland
Wed 11/11
5:00 pm-5:40 am
1 stop9h 40m
Baltimore/Washington
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$162
OaklandBaltimore
OAK Oakland - BWI Baltimore/Washington
OAKBWI
Oakland
Tue 10/20
5:02 pm-5:45 am
1 stop9h 43m
Baltimore/Washington
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$162
Quickest round-trip
OaklandPhiladelphia
OAK Oakland - PHL Philadelphia
OAKPHL
Oakland
Fri 12/4
1:40 pm-11:25 pm
1 stop6h 45m
Philadelphia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$173
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-PHL
OAK-BWI
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-PHL
OAK-BWI
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 $463 and $1,009 in October.The cheapest round-trip price found within the last 5 days was $323 on Southwest (Oct 21-Oct 28).
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 September 18, 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.
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
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 September 18, 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 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$348 | Average$496 | FlexibilityNo cancel fee | On-time63% |