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$68+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BWI
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$141
(CheapOair)

One-way from

$69
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$448
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 ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:00 amOAK - BWI
1 stop8h 57mSpirit Airlines
Thu 9/187:02 pmBWI - OAK
1 stop7h 30mSpirit Airlines
Deal found 7/29$141
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/248:33 amOAK - PHL
1 stop9h 18mSpirit Airlines
Mon 9/295:21 pmPHL - OAK
1 stop9h 11mSpirit Airlines
Deal found 7/29$195
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 9/107:58 pmOAK - IAD
1 stop8h 35mAlaska Airlines
Tue 9/167:00 amIAD - OAK
1 stop9h 36mAlaska Airlines
Deal found 7/29$277
This Delta deal was found by Cheapflights users on 7/28. 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.
Wed 10/2912:30 pmOAK - IAD
1 stop8h 03mDelta
Tue 11/47:10 amIAD - OAK
1 stop7h 40mDelta
Deal found 7/28$297
This Southwest deal was found by Cheapflights users on 7/29. 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.
Tue 8/267:20 amOAK - DCA
1 stop9h 55mSouthwest
Tue 9/24:55 pmDCA - OAK
1 stop7h 30mSouthwest
Deal found 7/29$297
This Trip.com deal was found by Cheapflights users on 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:00 amOAK - IAD
1 stop21h 30mMultiple Airlines
Fri 8/298:00 amIAD - OAK
1 stop18h 27mMultiple Airlines
Deal found 7/28$300
This Southwest deal was found by Cheapflights users on 7/28. 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 8/2712:30 pmOAK - IAD
1 stop6h 35mSouthwest
Wed 9/35:45 amIAD - OAK
2 stops10h 05mSouthwest
Deal found 7/28$302
This Delta deal was found by Cheapflights users on 7/29. 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 9/165:05 pmOAK - DCA
2 stops13h 04mDelta
Tue 9/232:40 pmDCA - OAK
2 stops12h 10mDelta
Deal found 7/29$307
This Delta deal was found by Cheapflights users on 7/28. 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.
Wed 8/204:58 pmOAK - PHL
1 stop9h 47mDelta
Sat 8/307:00 amPHL - OAK
1 stop7h 55mDelta
Deal found 7/28$309
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 10/2911:05 amOAK - DCA
1 stop7h 54mAlaska Airlines
Wed 11/55:00 pmDCA - OAK
1 stop9h 59mAlaska Airlines
Deal found 7/29$316
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/138:05 pmOAK - IAD
1 stop8h 28mHawaiian Airlines
Thu 10/166:25 amIAD - OAK
1 stop10h 14mHawaiian Airlines
Deal found 7/28$377

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 July 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

OaklandBaltimore

OAK - BWI

OAKBWI

Oakland

Wed 9/17

6:00 am-5:57 pm

1 stop8h 57m

Baltimore/Washington

Thu 9/18

7:02 pm-11:32 pm

1 stop7h 30m

$141

OaklandPhiladelphia

OAK - PHL

OAKPHL

Oakland

Wed 9/24

8:33 am-8:51 pm

1 stop9h 18m

Philadelphia

Mon 9/29

5:21 pm-11:32 pm

1 stop9h 11m

$195

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Wed 9/10

7:58 pm-7:33 am

1 stop8h 35m

Washington, D.C. Dulles Intl

Tue 9/16

7:00 am-1:36 pm

1 stop9h 36m

$277

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Wed 10/29

12:30 pm-11:33 pm

1 stop8h 03m

Washington, D.C. Dulles Intl

Tue 11/4

7:10 am-11:50 am

1 stop7h 40m

$297

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Tue 8/26

7:20 am-8:15 pm

1 stop9h 55m

Washington, D.C. Reagan-National

Tue 9/2

4:55 pm-9:25 pm

1 stop7h 30m

$297

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Wed 8/27

6:00 am-6:30 am

1 stop21h 30m

Washington, D.C. Dulles Intl

Fri 8/29

8:00 am-11:27 pm

1 stop18h 27m

$300

OaklandWashington, D.C.

OAK - IAD

OAKIAD

Oakland

Wed 8/27

12:30 pm-10:05 pm

1 stop6h 35m

Washington, D.C. Dulles Intl

Wed 9/3

5:45 am-12:50 pm

2 stops10h 05m

$302

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Tue 9/16

5:05 pm-9:09 am

2 stops13h 04m

Washington, D.C. Reagan-National

Tue 9/23

2:40 pm-11:50 pm

2 stops12h 10m

$307

OaklandPhiladelphia

OAK - PHL

OAKPHL

Oakland

Wed 8/20

4:58 pm-5:45 am

1 stop9h 47m

Philadelphia

Sat 8/30

7:00 am-11:55 am

1 stop7h 55m

$309

OaklandWashington, D.C.

OAK - DCA

OAKDCA

Oakland

Wed 10/29

11:05 am-9:59 pm

1 stop7h 54m

Washington, D.C. Reagan-National

Wed 11/5

5:00 pm-11:59 pm

1 stop9h 59m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 28 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, 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 July 30, 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.

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 July 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
334 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 ($69), Alaska Airlines ($137), and Sun Country Air ($140).

  • 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. Dulles Intl or Oakland - Washington, D.C. Reagan-National.

  • 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$154Average$494FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$169Average$229FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$204Average$449FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$367Average$490FlexibilityNo cancel feeOn-time63%

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