HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$119+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Oakland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/28. 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.
Wed 2/184:30 pm
IAD
-
OAK
1 stop8h 15m
Southwest
Tue 2/249:40 am
OAK
-
IAD
1 stop9h 15m
Southwest
Deal found 1/28$237
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Wed 2/257:05 am
IAD
-
OAK
1 stop12h 32m
Alaska Airlines
Wed 3/46:15 am
OAK
-
IAD
1 stop8h 05m
Alaska Airlines
Deal found 1/28$257
This Southwest deal was found by Cheapflights users on 1/28. 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.
Thu 2/265:10 am
IAD
-
OAK
2 stops9h 20m
Southwest
Wed 3/45:25 am
OAK
-
IAD
1 stop8h 25m
Southwest
Deal found 1/28$262
This CheapOair deal was found by Cheapflights users on 1/28. 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 4/77:25 am
PHL
-
OAK
1 stop13h 21m
Alaska Airlines
Tue 4/282:09 pm
OAK
-
PHL
1 stop12h 53m
Alaska Airlines
Deal found 1/28$277
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:06 pm
DCA
-
OAK
1 stop19h 18m
Alaska Airlines
Wed 3/49:54 am
OAK
-
DCA
1 stop9h 05m
Alaska Airlines
Deal found 1/27$277
This CheapOair deal was found by Cheapflights users on 1/28. 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 2/247:05 am
IAD
-
OAK
1 stop12h 32m
Alaska Airlines
Thu 3/56:15 am
OAK
-
IAD
1 stop8h 05m
Alaska Airlines
Deal found 1/28$277
This Southwest deal was found by Cheapflights users on 1/28. 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.
Tue 3/35:00 pm
PHL
-
OAK
1 stop8h 15m
Southwest
Wed 3/412:30 pm
OAK
-
PHL
1 stop6h 30m
Southwest
Deal found 1/28$282
This Southwest deal was found by Cheapflights users on 1/26. 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 2/259:05 am
IAD
-
OAK
1 stop8h 50m
Southwest
Wed 3/410:30 am
OAK
-
IAD
2 stops8h 25m
Southwest
Deal found 1/26$282
This Alaska Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 5/27:10 am
IAD
-
OAK
1 stop9h 05m
Alaska Airlines
Wed 5/69:53 am
OAK
-
IAD
1 stop11h 16m
Alaska Airlines
Deal found 1/26$287
This Southwest deal was found by Cheapflights users on 1/26. 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 2/184:30 pm
IAD
-
OAK
1 stop8h 15m
Southwest
Mon 3/210:15 pm
OAK
-
IAD
2 stops14h 35m
Southwest
Deal found 1/26$288
This Delta deal was found by Cheapflights users on 1/29. 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.
Tue 3/177:00 am
PHL
-
OAK
1 stop7h 51m
Delta
Tue 3/244:49 pm
OAK
-
PHL
1 stop9h 52m
Delta
Deal found 1/29$297
This Delta deal was found by Cheapflights users on 1/26. 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 3/37:05 am
BWI
-
OAK
1 stop7h 50m
Delta
Tue 3/104:49 pm
OAK
-
BWI
1 stop10h 02m
Delta
Deal found 1/26$297

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(Southwest)

One-way from

$119
(CheapOair)

Popular in

December

Cheapest in

February

Average price

$423

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. 6% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Sat 2/28

4:30 pm-9:45 pm

1 stop8h 15m

Oakland

Fri 3/6

2:50 pm-12:15 am

1 stop6h 25m

$257

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Wed 2/25

7:05 am-4:37 pm

1 stop12h 32m

Oakland

Wed 3/4

6:15 am-5:20 pm

1 stop8h 05m

$257

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 3/3

5:00 pm-10:15 pm

1 stop8h 15m

Oakland

Wed 3/4

12:30 pm-10:00 pm

1 stop6h 30m

$282

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Wed 2/18

4:30 pm-9:45 pm

1 stop8h 15m

Oakland

Mon 3/2

10:15 pm-3:50 pm

2 stops14h 35m

$288

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Sat 5/2

7:10 am-1:15 pm

1 stop9h 05m

Oakland

Tue 5/5

6:46 am-12:09 am

2 stops14h 23m

$295

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Wed 3/18

6:49 pm-11:46 pm

1 stop7h 57m

Oakland

Tue 3/24

4:49 pm-5:41 am

1 stop9h 52m

$297

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 3/17

7:00 am-11:51 am

1 stop7h 51m

Oakland

Tue 3/24

4:49 pm-5:41 am

1 stop9h 52m

$297

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Wed 4/22

6:56 pm-10:17 am

1 stop18h 21m

Oakland

Sat 4/25

6:46 am-5:41 pm

1 stop7h 55m

$297

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Tue 3/17

3:36 pm-11:46 pm

2 stops11h 10m

Oakland

Wed 3/25

4:49 pm-5:41 am

1 stop9h 52m

$302

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Fri 3/20

6:49 pm-11:46 pm

1 stop7h 57m

Oakland

Sun 3/29

4:49 pm-5:41 am

1 stop9h 52m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
1
2
3
...
6

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 $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 $297, Southwest can have you in Oakland, California from Maryland in 7h 57m. 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 $247.

  • 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 $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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Maryland to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Newark to Las Vegas flights
O'Hare Intl to Las Vegas flights
Seattle to Los Angeles flights
Seattle to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Newark to Los Angeles flights
San Francisco to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
Minneapolis to Las Vegas flights
O'Hare Intl to Los Angeles flights
Newark to San Francisco flights
Dulles Intl to Las Vegas flights
San Francisco to Los Angeles flights
San Francisco to Ontario flights
Boston to San Francisco flights
San Jose to Los Angeles flights
LaGuardia to Los Angeles flights
Los Angeles to San Francisco flights
Ontario to San Francisco flights
San Francisco to Santa Ana flights
Atlanta to Las Vegas flights
LaGuardia to Las Vegas flights
Seattle to San Francisco flights
Seattle to San Diego flights
Los Angeles to Las Vegas flights
Denver to Las Vegas flights
Seattle to Ontario flights
Los Angeles to San Jose flights
Boston to Los Angeles flights
Boston to Las Vegas flights
Reagan-National to Las Vegas flights
Reagan-National to Los Angeles flights
O'Hare Intl to San Francisco flights
Baltimore to Las Vegas flights
Santa Ana to San Francisco flights
Dallas/Fort Worth to San Francisco flights
Dallas/Fort Worth to Los Angeles flights
Atlanta to Los Angeles flights
Baltimore to Los Angeles flights
Burbank to Las Vegas flights
Dulles Intl to Los Angeles flights
Hobby to Los Angeles flights
Orlando to Las Vegas flights
Seattle to Santa Ana flights
Seattle to San Jose flights
Reagan-National to San Francisco flights
Santa Ana to Las Vegas flights
San Francisco to Burbank flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$102Average$241FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$398Average$517FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.