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Oakland

$122+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Cheap flight deals from Maryland to Oakland

Keep the following information in mind while searching for Maryland to Oakland flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(Alaska Airlines)

One-way from

$122
(Trip.com)

Popular in

December

Cheapest in

February

Average price

$447

Good round-trip deal

$742 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-San Francisco flights.
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From Maryland to Oakland
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One-way flight from Maryland to Oakland
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Highest demand for flights based on searches. 6% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Maryland to Oakland.
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Find flight deals from Maryland to Oakland

Cheapest flights from Maryland to Oakland
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 octubre 30, 2025.

This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/611:25 amDCA - OAK
1 stop8h 20mSouthwest
sáb. 12/1310:15 amOAK - DCA
1 stop7h 05mSouthwest
Deal found 10/28$287
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 11/175:10 pmDCA - OAK
1 stop9h 53mDelta
mié. 11/195:55 amOAK - DCA
2 stops13h 13mDelta
Deal found 10/27$302
This Delta deal was found by Cheapflights users on 10/29. 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.
jue. 12/412:30 pmIAD - OAK
2 stops14h 38mDelta
mar. 12/912:30 pmOAK - IAD
1 stop7h 59mDelta
Deal found 10/29$302
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
mié. 12/36:54 pmPHL - OAK
1 stop18h 47mAlaska Airlines
mié. 12/102:31 pmOAK - PHL
1 stop12h 15mAlaska Airlines
Deal found 10/29$308
This Southwest deal was found by Cheapflights users on 10/29. 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.
mié. 12/36:35 amPHL - OAK
2 stops10h 15mSouthwest
mié. 12/1011:00 amOAK - PHL
1 stop7h 00mSouthwest
Deal found 10/29$314
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
jue. 12/117:34 amIAD - OAK
1 stop8h 58mAlaska Airlines
lun. 12/152:31 pmOAK - IAD
1 stop12h 35mAlaska Airlines
Deal found 10/29$337
This Southwest deal was found by Cheapflights users on 10/27. 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.
lun. 11/1712:55 pmDCA - OAK
1 stop7h 20mSouthwest
jue. 11/206:55 amOAK - DCA
1 stop12h 55mSouthwest
Deal found 10/27$338
This Southwest deal was found by Cheapflights users on 10/29. 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.
jue. 12/46:35 amPHL - OAK
2 stops10h 20mSouthwest
dom. 12/75:35 amOAK - PHL
1 stop6h 50mSouthwest
Deal found 10/29$341
This Southwest deal was found by Cheapflights users on 10/29. 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.
mar. 12/1611:40 amPHL - OAK
1 stop10h 00mSouthwest
mar. 12/305:40 amOAK - PHL
1 stop6h 45mSouthwest
Deal found 10/29$353
This Southwest deal was found by Cheapflights users on 10/30. 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.
lun. 12/86:35 amPHL - OAK
2 stops10h 20mSouthwest
jue. 12/119:00 amOAK - PHL
1 stop10h 35mSouthwest
Deal found 10/30$355
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/67:34 amIAD - OAK
1 stop8h 58mAlaska Airlines
sáb. 12/136:40 amOAK - IAD
2 stops12h 25mAlaska Airlines
Deal found 10/29$356
This Southwest deal was found by Cheapflights users on 10/29. 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.
mié. 11/267:50 pmIAD - OAK
1 stop7h 30mSouthwest
mié. 12/35:45 amOAK - IAD
1 stop7h 00mSouthwest
Deal found 10/29$357

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 octubre 30, 2025.
Use the filters below to find and compare flights from Maryland to Oakland that are best for you.

Fly from

Maryland

Fly to

Oakland

Route

Depart

Return

Price

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

mar. 1/6

4:40 pm-9:25 pm

1 stop7h 45m

Oakland

mar. 2/3

9:40 am-11:20 pm

2 stops10h 40m

$292

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

mar. 1/13

5:09 pm-9:46 am

1 stop19h 37m

Oakland

dom. 1/18

8:03 pm-4:01 pm

1 stop16h 58m

$297

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

vie. 2/20

7:00 am-5:43 pm

1 stop13h 43m

Oakland

mar. 2/24

6:30 am-5:55 pm

1 stop8h 25m

$297

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

mar. 1/13

5:10 pm-10:53 pm

1 stop8h 43m

Oakland

dom. 1/18

5:55 am-10:00 pm

2 stops13h 05m

$302

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

jue. 12/4

12:30 pm-12:08 am

2 stops14h 38m

Oakland

mar. 12/9

12:30 pm-11:29 pm

1 stop7h 59m

$302

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

vie. 1/23

8:59 am-8:40 pm

2 stops14h 41m

Oakland

mar. 1/27

8:10 am-9:59 pm

1 stop10h 49m

$305

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

lun. 11/17

5:30 pm-12:03 am

2 stops9h 33m

Oakland

mié. 11/19

5:55 am-6:59 pm

2 stops10h 04m

$307

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

vie. 2/20

5:10 pm-8:43 am

1 stop18h 33m

Oakland

mar. 2/24

6:45 pm-4:04 pm

1 stop18h 19m

$307

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

mar. 1/13

6:20 am-4:14 pm

2 stops12h 54m

Oakland

dom. 1/18

5:55 am-6:56 pm

2 stops10h 01m

$307

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

sáb. 12/6

7:06 am-1:32 pm

1 stop9h 26m

Oakland

lun. 12/15

6:40 am-5:53 pm

1 stop8h 13m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from Maryland to Oakland, California?

Currently, March is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $102). Flying from Maryland to Oakland, California in September is currently the most expensive (average of $269). 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.

What is the cheapest time of day to fly from MD to OAK?

Find hourly flight availability from Maryland to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

It’s typically best to fly out from Maryland to Oakland, California at noon. Doing so could potentially save you 80% on the flight price compared to flying in the morning, which is usually more expensive.

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.

  • What airport do you fly into for flights to Oakland from Maryland?

    If you book a flight to Oakland from Maryland, you will be flying to Oakland, which is the city’s only airport. Oakland (OAK) is located 7.0 mi from the center of Oakland.

  • How long is the flight from Maryland to Oakland, California?

    For as low as $292, Southwest can have you in Oakland, California from Maryland in 7h 45m. The distance from Maryland to Oakland, California is about 2425 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Maryland to Oakland, California one-way?

    For one-way options, check prices for Alaska Airlines. According to our data, you can fly for as low as $123. Users have also found prices from $124 and $149 on Southwest and Delta, respectively.

  • What are the most popular routes from Maryland to Oakland, California?

    The most popular flight routes from Maryland to Oakland, California are Baltimore/Washington - Oakland, Philadelphia - Oakland and Washington, D.C. Dulles Intl - Oakland.

  • What are the cheapest flights from Maryland to Oakland, California?

    On average you can expect to pay $742 for a flight from Maryland to Oakland, California. The cheapest flight overall is $742 while the most popular route, (Baltimore/Washington - Oakland) is currently priced at $362.

  • Can I find deals for flights from Maryland to Oakland that include hotel bookings?

    Yes. In addition to deals on Maryland to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Oakland.

  • Can I find deals for business class flights from Maryland to Oakland?

    Yes. Cheapflights offers flight deals from Maryland to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Oakland, California?

    Currently, March is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $102). Flying from Maryland to Oakland, California in September is currently the most expensive (average of $269). 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.

See more FAQs

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Alternative routes for Maryland to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$104Average$243FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$388Average$505FlexibilityNo cancel feeOn-time63%

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