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Oakland

$121+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
1 adult, Economy
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Cheap 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 June 16, 2026.

This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/114:40 pm
DCA
-
OAK
1 stop7h 40m
Southwest
Tue 8/1811:55 pm
OAK
-
DCA
1 stop8h 30m
Southwest
Deal found 6/11$288
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/204:05 pm
PHL
-
OAK
1 stop9h 15m
Southwest
Mon 8/241:45 pm
OAK
-
PHL
1 stop7h 00m
Southwest
Deal found 6/11$289
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/47:53 pm
IAD
-
OAK
1 stop17h 04m
Alaska Airlines
Tue 9/11:29 pm
OAK
-
IAD
1 stop25h 45m
Alaska Airlines
Deal found 6/11$297
This Alaska Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 9/224:43 pm
BWI
-
OAK
1 stop23h 06m
Alaska Airlines
Tue 9/298:04 am
OAK
-
BWI
1 stop28h 36m
Alaska Airlines
Deal found 6/12$311
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:40 pm
DCA
-
OAK
1 stop7h 40m
Southwest
Thu 9/176:10 am
OAK
-
DCA
1 stop7h 15m
Southwest
Deal found 6/12$318
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/217:00 pm
PHL
-
OAK
1 stop7h 56m
Delta
Mon 8/245:00 pm
OAK
-
PHL
1 stop10h 05m
Delta
Deal found 6/11$321
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/67:53 pm
IAD
-
OAK
1 stop17h 04m
Alaska Airlines
Wed 8/122:50 pm
OAK
-
IAD
1 stop24h 55m
Alaska Airlines
Deal found 6/11$322
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/207:00 pm
PHL
-
OAK
1 stop7h 56m
Delta
Sun 8/235:00 pm
OAK
-
PHL
1 stop10h 05m
Delta
Deal found 6/11$333
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/44:19 pm
BWI
-
OAK
1 stop22h 02m
Alaska Airlines
Tue 9/110:07 am
OAK
-
BWI
1 stop17h 23m
Alaska Airlines
Deal found 6/11$333
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/267:15 pm
BWI
-
OAK
1 stop17h 08m
Alaska Airlines
Mon 8/3111:55 am
OAK
-
BWI
1 stop24h 45m
Alaska Airlines
Deal found 6/11$336
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/113:40 pm
BWI
-
OAK
1 stop7h 20m
Southwest
Tue 8/186:45 pm
OAK
-
BWI
1 stop8h 45m
Southwest
Deal found 6/11$337
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/177:53 pm
IAD
-
OAK
1 stop17h 04m
Alaska Airlines
Mon 8/243:13 pm
OAK
-
IAD
1 stop24h 01m
Alaska Airlines
Deal found 6/11$347

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 June 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$288
(Southwest)

One-way from

$121
(Southwest)

Popular in

June

Cheapest in

February

Average price

$542
Provider with most accurate pricing for Washington, D.C. (WAS)-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-San Francisco flights.
Search Deals
From Maryland to Oakland
Search Deals
One-way flight from Maryland to Oakland
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 16, 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

Price

Cheapest round-trip

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Wed 7/22

12:55 pm-7:55 pm

2 stops10h 00m

Oakland

Mon 7/27

11:55 pm-12:10 pm

1 stop9h 15m

$374

BaltimoreOakland

BWI - OAK

BWIOAK

Baltimore/Washington

Thu 8/6

7:39 am-11:52 am

1 stop7h 13m

Oakland

Wed 8/12

5:00 pm-6:20 am

1 stop10h 20m

$378

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Fri 7/3

6:55 pm-12:10 am

1 stop8h 15m

Oakland

Fri 7/10

1:25 pm-12:45 am

1 stop8h 20m

$393

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Tue 9/22

7:00 am-1:19 pm

1 stop9h 19m

Oakland

Wed 9/23

6:48 am-6:14 pm

1 stop8h 26m

$397

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Mon 8/10

7:00 pm-11:56 pm

1 stop7h 56m

Oakland

Thu 8/20

6:00 am-5:47 pm

1 stop8h 47m

$408

BaltimoreOakland

BWI - OAK

BWIOAK

Baltimore/Washington

Wed 8/26

7:39 am-11:52 am

1 stop7h 13m

Oakland

Wed 9/2

5:00 pm-6:20 am

1 stop10h 20m

$411

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Sat 9/5

8:05 am-3:05 pm

2 stops10h 00m

Oakland

Sun 9/13

9:55 pm-11:10 am

2 stops10h 15m

$433

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Fri 9/4

12:45 pm-7:15 pm

2 stops9h 30m

Oakland

Mon 9/7

10:30 am-11:45 pm

2 stops10h 15m

$433
Quickest round-trip

BaltimoreOakland

BWI - OAK

BWIOAK

Baltimore/Washington

Wed 8/12

8:10 am-1:10 pm

1 stop8h 00m

Oakland

Thu 8/13

8:30 pm-6:35 am

1 stop7h 05m

$433

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

Tue 9/22

10:59 am-6:12 pm

1 stop10h 13m

Oakland

Wed 9/23

6:48 am-9:00 pm

1 stop11h 12m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 60 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $168). 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.

  • 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 $378, Southwest can have you in Oakland, California from Maryland in 7h 13m. The distance from Maryland to Oakland, California is about 2439 mi. This flight may include one or multiple stops.

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

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

  • 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, November is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $168). 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.

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 airline flying from Maryland to Oakland

Discover the top airline 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 June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$384Average$511FlexibilityNo cancel feeOn-time63%

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