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$118+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BWI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(KAYAK)

One-way from

$118
(Netflights)

Popular in

December

Cheapest in

February

Average price

$417
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. 7% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 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.
Tue 12/95:40 amOAK - DCA
1 stop8h 10mSouthwest
Mon 12/1512:55 pmDCA - OAK
1 stop7h 20mSouthwest
Deal found 10/28$272
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.
Wed 12/35:45 amOAK - IAD
1 stop7h 00mSouthwest
Sun 12/77:50 pmIAD - OAK
1 stop7h 20mSouthwest
Deal found 10/29$277
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.
Sat 12/1310:15 amOAK - DCA
1 stop7h 05mSouthwest
Tue 12/1612:55 pmDCA - OAK
1 stop7h 20mSouthwest
Deal found 10/28$282
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.
Sat 12/1312:30 pmOAK - IAD
1 stop6h 45mSouthwest
Tue 12/167:40 amIAD - OAK
1 stop10h 00mSouthwest
Deal found 10/28$287
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:40 amOAK - DCA
1 stop12h 19mAlaska Airlines
Mon 12/85:08 pmDCA - OAK
1 stop18h 38mAlaska Airlines
Deal found 10/30$296
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:30 pmOAK - IAD
1 stop7h 59mDelta
Mon 12/87:05 amIAD - OAK
1 stop7h 45mDelta
Deal found 10/30$297
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.
Tue 12/95:55 amOAK - DCA
1 stop7h 06mDelta
Mon 12/155:11 pmDCA - OAK
1 stop9h 57mDelta
Deal found 10/29$297
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.
Thu 12/44:50 pmOAK - IAD
2 stops13h 21mDelta
Mon 12/87:05 amIAD - OAK
1 stop7h 45mDelta
Deal found 10/29$302
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:55 amOAK - DCA
1 stop7h 05mDelta
Thu 12/412:32 pmDCA - OAK
2 stops14h 36mDelta
Deal found 10/28$302
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/94:50 pmOAK - IAD
2 stops13h 21mDelta
Mon 12/153:38 pmIAD - OAK
2 stops11h 30mDelta
Deal found 10/28$307
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.
Sat 12/66:40 amOAK - PHL
1 stop8h 13mAlaska Airlines
Wed 12/107:06 amPHL - OAK
1 stop9h 26mAlaska Airlines
Deal found 10/29$308
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.
Sun 12/145:40 amOAK - DCA
2 stops12h 15mSouthwest
Wed 12/176:00 amDCA - OAK
1 stop11h 05mSouthwest
Deal found 10/28$308

Cheapflights Fare Finder

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

Fly from

Oakland

Fly to

Maryland

Route

Depart

Return

Price

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Wed 2/11

8:10 am-9:59 pm

1 stop10h 49m

Washington, D.C. Reagan-National

Sat 2/14

5:10 pm-8:43 am

1 stop18h 33m

$257

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Tue 2/10

8:10 am-9:59 pm

1 stop10h 49m

Washington, D.C. Reagan-National

Wed 2/11

8:00 am-4:23 pm

1 stop11h 23m

$257

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Sat 12/13

12:30 pm-10:15 pm

1 stop6h 45m

Washington, D.C. Dulles Intl

Tue 12/16

7:40 am-1:55 pm

2 stops9h 15m

$292

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Fri 1/9

8:10 am-9:59 pm

1 stop10h 49m

Washington, D.C. Reagan-National

Sun 1/11

5:09 pm-9:46 am

1 stop19h 37m

$296

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Fri 12/5

12:30 pm-11:29 pm

1 stop7h 59m

Washington, D.C. Dulles Intl

Mon 12/8

7:05 am-11:50 am

1 stop7h 45m

$297

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Sat 2/7

5:55 am-8:23 pm

2 stops11h 28m

Washington, D.C. Dulles Intl

Wed 2/11

7:05 am-11:57 am

1 stop7h 52m

$302

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Thu 12/4

4:50 pm-9:11 am

2 stops13h 21m

Washington, D.C. Dulles Intl

Mon 12/8

7:05 am-11:50 am

1 stop7h 45m

$302

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Tue 12/9

12:30 pm-11:29 pm

1 stop7h 59m

Washington, D.C. Dulles Intl

Mon 12/15

3:38 pm-12:08 am

2 stops11h 30m

$302

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Thu 11/27

5:55 am-4:00 pm

1 stop7h 05m

Washington, D.C. Reagan-National

Wed 12/3

3:06 pm-12:08 am

2 stops12h 02m

$302

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Tue 12/9

5:55 am-4:01 pm

1 stop7h 06m

Washington, D.C. Reagan-National

Mon 12/15

6:59 am-4:04 pm

2 stops12h 05m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 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.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Maryland

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

Currently, February is the cheapest month in which you can book a flight from Oakland, California to Maryland (average of $145). Flying from Oakland, California to Maryland in June is currently the most expensive (average of $216). 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 October 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 62% on flights from Oakland, California to Maryland by exploring options for tickets in the evening.

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 October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Oakland to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    For as low as $292, Alaska Airlines can have you in Maryland from Oakland, California in 6h 45m. Airlines will cover a distance of 2402 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Southwest ($129), Alaska Airlines ($129), 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 - Washington, D.C. Reagan-National or Oakland - Washington, D.C. Dulles Intl.

  • 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, February is the cheapest month in which you can book a flight from Oakland, California to Maryland (average of $145). Flying from Oakland, California to Maryland in June is currently the most expensive (average of $216). 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.

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Alternative routes for Oakland to Maryland

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$169Average$310FlexibilityNo cancel feeOn-time65%
DeltaCheapest$267Average$486FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$354Average$484FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$377Average$531FlexibilityNo cancel feeOn-time69%

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