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Oakland

$129+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
Apr 17 — Apr 241
Fri 4/17
Fri 4/24
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 March 18, 2026.

This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:11 pm
BWI
-
OAK
1 stop17h 02m
Alaska Airlines
Wed 4/292:09 pm
OAK
-
BWI
1 stop12h 35m
Alaska Airlines
Deal found 3/15$257
This Southwest deal was found by Cheapflights users on 3/14. 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.
Tue 4/285:05 pm
BWI
-
OAK
1 stop8h 00m
Southwest
Tue 5/511:55 pm
OAK
-
BWI
2 stops8h 55m
Southwest
Deal found 3/14$282
This Delta deal was found by Cheapflights users on 3/16. 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.
Sat 4/187:15 am
BWI
-
OAK
1 stop7h 38m
Delta
Sat 4/2512:34 pm
OAK
-
BWI
1 stop7h 51m
Delta
Deal found 3/16$297
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Tue 4/217:11 pm
BWI
-
OAK
2 stops22h 27m
Alaska Airlines
Wed 5/62:09 pm
OAK
-
BWI
1 stop12h 35m
Alaska Airlines
Deal found 3/16$305
This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:59 am
DCA
-
OAK
1 stop8h 39m
Alaska Airlines
Tue 5/1910:29 am
OAK
-
DCA
1 stop7h 31m
Alaska Airlines
Deal found 3/15$317
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Tue 4/216:22 pm
IAD
-
OAK
1 stop18h 55m
Alaska Airlines
Sat 4/256:46 am
OAK
-
IAD
1 stop7h 55m
Alaska Airlines
Deal found 3/16$317
This CheapOair deal was found by Cheapflights users on 3/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:00 am
IAD
-
OAK
1 stop29h 13m
Alaska Airlines
Mon 5/46:20 am
OAK
-
IAD
1 stop20h 30m
Alaska Airlines
Deal found 3/13$325
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Tue 4/217:11 pm
BWI
-
OAK
1 stop17h 02m
Alaska Airlines
Sat 5/26:20 am
OAK
-
BWI
1 stop8h 56m
Alaska Airlines
Deal found 3/16$327
This Delta deal was found by Cheapflights users on 3/16. 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.
Wed 5/66:00 am
IAD
-
OAK
2 stops13h 24m
Delta
Tue 5/126:00 am
OAK
-
IAD
2 stops12h 24m
Delta
Deal found 3/16$327
This Southwest deal was found by Cheapflights users on 3/16. 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 4/155:45 pm
PHL
-
OAK
1 stop8h 40m
Southwest
Wed 4/221:30 pm
OAK
-
PHL
1 stop7h 25m
Southwest
Deal found 3/16$329
This Alaska Airlines deal was found by Cheapflights users on 3/14. 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.
Tue 4/287:10 am
IAD
-
OAK
2 stops18h 13m
Alaska Airlines
Tue 5/57:19 pm
OAK
-
IAD
2 stops25h 50m
Alaska Airlines
Deal found 3/14$333
This Southwest deal was found by Cheapflights users on 3/15. 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 4/81:45 pm
BWI
-
OAK
1 stop8h 25m
Southwest
Sat 4/115:50 pm
OAK
-
BWI
1 stop8h 50m
Southwest
Deal found 3/15$335

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 March 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(CheapOair)

One-way from

$129
(CheapOair)

Popular in

March

Cheapest in

May

Average price

$497

Good round-trip deal

$742 or less
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. 3% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Oakland.
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 March 18, 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 4/15

5:50 am-1:05 pm

2 stops10h 15m

Oakland

Wed 4/22

11:55 pm-10:35 am

1 stop7h 40m

$334

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 4/21

4:00 pm-10:05 pm

1 stop9h 05m

Oakland

Wed 4/29

1:30 pm-11:55 pm

1 stop7h 25m

$349

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 4/14

5:45 pm-11:25 pm

1 stop8h 40m

Oakland

Fri 4/17

11:55 pm-10:35 am

1 stop7h 40m

$349

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Sat 4/18

7:15 am-11:53 am

1 stop7h 38m

Oakland

Mon 4/20

5:04 pm-5:59 am

1 stop9h 55m

$369

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 8/18

6:40 pm-11:49 pm

1 stop8h 09m

Oakland

Fri 8/28

5:05 pm-5:43 am

1 stop9h 38m

$369

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Thu 8/20

3:10 pm-11:49 pm

2 stops11h 39m

Oakland

Mon 8/31

5:05 pm-5:43 am

1 stop9h 38m

$374

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Tue 4/14

7:00 am-4:24 pm

2 stops12h 24m

Oakland

Tue 4/21

5:55 am-11:55 pm

2 stops15h 00m

$406

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Sat 4/4

7:00 am-11:51 am

1 stop7h 51m

Oakland

Wed 4/8

4:49 pm-5:41 am

1 stop9h 52m

$409

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

Wed 4/22

8:59 am-2:38 pm

1 stop8h 39m

Oakland

Tue 4/28

6:46 am-9:00 pm

1 stop11h 14m

$413

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Wed 4/22

7:10 am-7:24 pm

2 stops15h 14m

Oakland

Tue 4/28

7:19 pm-12:09 am

2 stops25h 50m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/14

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, June is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $163). Flying from Maryland to Oakland, California in September is currently the most expensive (average of $289). 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.

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 $369, Southwest can have you in Oakland, California from Maryland in 7h 38m. The distance from Maryland to Oakland, California is about 2503 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.

  • 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, (Washington, D.C. Dulles Intl - Oakland) is currently priced at $317.

  • 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, June is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $163). Flying from Maryland to Oakland, California in September is currently the most expensive (average of $289). 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 March 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$243FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$398Average$521FlexibilityNo cancel feeOn-time63%

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