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$65+ Cheap flights from Oakland, CA (OAK) to Maryland

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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BWI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Oakland to Maryland

Keep the following information in mind while searching for Oakland to Maryland flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$130
(Cheapflightsfares)

One-way from

$65
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$446

Good round-trip deal

$431 or less
Provider with most accurate pricing for San Francisco-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Washington, D.C. (WAS) flights.
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From Oakland to Maryland
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One-way flight from Oakland to Maryland
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Highest demand for flights based on searches. 8% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Oakland to Maryland.
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Find flight deals from Oakland to Maryland

Cheapest flights from Oakland to Maryland
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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Wed 4/212:11 pmOAK - PHL
1 stop14h 54mSpirit Airlines
Mon 4/710:08 pmPHL - OAK
1 stop16h 08mSpirit Airlines
Deal found 2/19$130
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Mon 3/1010:30 amOAK - BWI
1 stop27h 17mSpirit Airlines
Wed 3/125:45 amBWI - OAK
1 stop14h 12mSpirit Airlines
Deal found 2/19$150
This Southwest deal was found by Cheapflights users on 2/19. 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 3/259:20 amOAK - IAD
1 stop11h 05mSouthwest
Sat 3/296:30 amIAD - OAK
1 stop7h 35mSouthwest
Deal found 2/19$302
This Delta deal was found by Cheapflights users on 2/20. 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 4/85:15 pmOAK - IAD
2 stops12h 54mDelta
Tue 4/155:19 pmIAD - OAK
2 stops9h 24mDelta
Deal found 2/20$307
This Delta deal was found by Cheapflights users on 2/19. 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 4/126:00 amOAK - PHL
1 stop8h 43mDelta
Sun 4/206:34 pmPHL - OAK
1 stop8h 09mDelta
Deal found 2/19$328
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 4/224:43 pmOAK - IAD
1 stop12h 00mAlaska Airlines
Wed 4/306:30 amIAD - OAK
1 stop8h 31mAlaska Airlines
Deal found 2/20$346
This Delta deal was found by Cheapflights users on 2/20. 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 3/266:00 amOAK - DCA
2 stops13h 00mDelta
Thu 4/37:45 amDCA - OAK
2 stops11h 44mDelta
Deal found 2/20$367
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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 3/129:46 amOAK - DCA
1 stop9h 13mAlaska Airlines
Sat 3/156:40 pmDCA - OAK
1 stop17h 04mAlaska Airlines
Deal found 2/19$400
This Southwest deal was found by Cheapflights users on 2/20. 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 3/255:35 amOAK - DCA
1 stop7h 15mSouthwest
Mon 3/313:45 pmDCA - OAK
2 stops11h 50mSouthwest
Deal found 2/20$403
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Thu 5/87:30 amOAK - IAD
3 stops24h 50mMultiple Airlines
Sun 5/1812:55 pmIAD - OAK
3 stops32h 58mMultiple Airlines
Deal found 2/19$420
This Hawaiian Airlines deal was found by Cheapflights users on 2/18. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2212:45 pmOAK - IAD
1 stop8h 13mHawaiian Airlines
Fri 4/2510:00 amIAD - OAK
1 stop8h 48mHawaiian Airlines
Deal found 2/18$536
This Hawaiian Airlines deal was found by Cheapflights users on 2/19. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:15 amOAK - DCA
1 stop9h 44mHawaiian Airlines
Sun 5/118:00 amDCA - OAK
1 stop10h 48mHawaiian Airlines
Deal found 2/19$1,205

Find flights from Oakland to Maryland within your budget

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 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Oakland

Fly to

Maryland

Route

Depart

Return

Price

OaklandPhiladelphia

OAK - PHL

OAKPHL

Oakland

Wed 4/2

12:11 pm-6:05 am

1 stop14h 54m

Philadelphia

Mon 4/7

10:08 pm-11:16 am

1 stop16h 08m

$130

OaklandBaltimore

OAK - BWI

OAKBWI

Oakland

Mon 3/10

10:30 am-4:47 pm

1 stop27h 17m

Baltimore/Washington

Wed 3/12

5:45 am-4:57 pm

1 stop14h 12m

$150

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Tue 3/25

9:20 am-11:25 pm

1 stop11h 05m

Washington, D.C. Dulles Intl

Sat 3/29

6:30 am-11:05 am

1 stop7h 35m

$302

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Tue 4/8

5:15 pm-9:09 am

2 stops12h 54m

Washington, D.C. Dulles Intl

Tue 4/15

5:19 pm-11:43 pm

2 stops9h 24m

$307

OaklandPhiladelphia

OAK - PHL

OAKPHL

Oakland

Sat 4/12

6:00 am-5:43 pm

1 stop8h 43m

Philadelphia

Sun 4/20

6:34 pm-11:43 pm

1 stop8h 09m

$328

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Tue 4/22

4:43 pm-7:43 am

1 stop12h 00m

Washington, D.C. Dulles Intl

Wed 4/30

6:30 am-12:01 pm

1 stop8h 31m

$346

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Wed 3/26

6:00 am-10:00 pm

2 stops13h 00m

Washington, D.C. Reagan-National

Thu 4/3

7:45 am-4:29 pm

2 stops11h 44m

$367

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Wed 3/12

9:46 am-9:59 pm

1 stop9h 13m

Washington, D.C. Reagan-National

Sat 3/15

6:40 pm-8:44 am

1 stop17h 04m

$400

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Tue 3/25

5:35 am-3:50 pm

1 stop7h 15m

Washington, D.C. Reagan-National

Mon 3/31

3:45 pm-12:35 am

2 stops11h 50m

$403

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Thu 5/8

7:30 am-11:20 am

3 stops24h 50m

Washington, D.C. Dulles Intl

Sun 5/18

12:55 pm-6:53 pm

3 stops32h 58m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 33 results
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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.
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.

Travel insights for flights from Oakland to Maryland

Get recent, data-driven insights about flights from Oakland to Maryland including ideal travel times, pricing trends, and more.

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 $241). Flying from Oakland, California to Maryland in March is currently the most expensive (average of $290). 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 OAK to MD?

Find hourly flight availability from Oakland to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Maryland as you normally would.

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 February 20, 2025.
Read through reviews of airlines operating flights from Oakland to Maryland, such as Southwest, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Sun Country Air
7.0
Good
374 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.

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

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oakland to Maryland.

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

    The cheapest airlines for a one-way flight from Oakland, California to Maryland are Spirit Airlines ($65), Alaska Airlines ($148), and Delta ($149).

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

    The most popular route from Oakland, California to Maryland is Oakland - Baltimore/Washington. You may also consider Oakland - Philadelphia or Oakland - Washington, D.C. Dulles Intl.

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

    Looking for the cheapest flight from Oakland, California to Maryland? While on average our users pay $431, our data indicates the cheapest price to be $409. The most popular route (Oakland - Baltimore/Washington), is priced around $183.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Maryland 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 Oakland, California to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Maryland (average of $241). Flying from Oakland, California to Maryland in March is currently the most expensive (average of $290). 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 Oakland to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Oakland to Maryland

Discover the top 4 airlines 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 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$171Average$289FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$204Average$469FlexibilityNo cancel feeOn-time69%
DeltaCheapest$267Average$499FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$422Average$502FlexibilityNo cancel feeOn-time63%
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