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$65+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — OAK
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Maryland to Oakland

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$126
(CheapOair)

One-way from

$65
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$403
Provider with most accurate pricing for Washington, D.C. (WAS)-San Francisco flight deals.
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From Maryland to Oakland
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One-way flight from Maryland to Oakland
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Highest demand for flights based on searches. 10% potential increase in price ($52 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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Find 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 February 20, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/197:40 pmPHL - OAK
2 stops19h 31mSpirit Airlines
Wed 3/2612:11 pmOAK - PHL
1 stop14h 54mSpirit Airlines
Deal found 2/19$120
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/115:45 amBWI - OAK
1 stop14h 12mSpirit Airlines
Tue 3/2512:11 pmOAK - BWI
1 stop14h 14mSpirit Airlines
Deal found 2/20$158
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.
Tue 4/85:10 pmDCA - OAK
1 stop9h 36mDelta
Wed 4/166:00 amOAK - DCA
1 stop7h 00mDelta
Deal found 2/19$297
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 4/17:35 amIAD - OAK
1 stop7h 38mDelta
Wed 4/912:55 pmOAK - IAD
1 stop7h 55mDelta
Deal found 2/20$297
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1012:05 pmPHL - OAK
1 stop7h 46mSun Country Air
Sun 8/175:50 pmOAK - PHL
1 stop14h 20mSun Country Air
Deal found 2/20$300
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.
Tue 4/87:00 amIAD - OAK
1 stop19h 43mAlaska Airlines
Wed 4/166:43 amOAK - IAD
1 stop19h 51mAlaska Airlines
Deal found 2/19$306
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/12:40 pmPHL - OAK
1 stop9h 52mDelta
Fri 7/1110:45 pmOAK - PHL
1 stop7h 44mDelta
Deal found 2/18$309
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.
Thu 4/102:30 pmDCA - OAK
1 stop11h 15mSouthwest
Tue 4/156:20 amOAK - DCA
1 stop7h 45mSouthwest
Deal found 2/20$322
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/118:00 amIAD - OAK
2 stops31h 18mMultiple Airlines
Wed 3/1912:11 pmOAK - IAD
3 stops27h 24mMultiple Airlines
Deal found 2/20$366
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/37:00 amDCA - OAK
2 stops20h 17mMultiple Airlines
Tue 3/412:40 pmOAK - DCA
2 stops20h 23mMultiple Airlines
Deal found 2/19$376
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.
Thu 4/107:25 amIAD - OAK
1 stop10h 10mSouthwest
Tue 4/155:15 amOAK - IAD
1 stop8h 30mSouthwest
Deal found 2/20$387
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 3/268:00 amDCA - OAK
1 stop18h 43mAlaska Airlines
Thu 3/276:43 amOAK - DCA
1 stop12h 16mAlaska Airlines
Deal found 2/19$395

Find flights from Maryland to Oakland within your budget

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 February 20, 2025.

Fly from

Maryland

Fly to

Oakland

Route

Depart

Return

Price

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Wed 3/19

7:40 pm-12:11 pm

2 stops19h 31m

Oakland

Wed 3/26

12:11 pm-6:05 am

1 stop14h 54m

$126

BaltimoreOakland

BWI - OAK

BWIOAK

Baltimore/Washington

Tue 3/11

5:45 am-4:57 pm

1 stop14h 12m

Oakland

Tue 3/25

12:11 pm-5:25 am

1 stop14h 14m

$158

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

Tue 4/8

5:10 pm-11:46 pm

1 stop9h 36m

Oakland

Wed 4/16

6:00 am-4:00 pm

1 stop7h 00m

$297

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Tue 4/1

7:35 am-12:13 pm

1 stop7h 38m

Oakland

Wed 4/9

12:55 pm-11:50 pm

1 stop7h 55m

$297

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Mon 3/24

6:55 pm-11:59 pm

1 stop8h 04m

Oakland

Tue 4/8

6:00 am-5:43 pm

1 stop8h 43m

$303

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Tue 4/8

7:00 am-11:43 pm

1 stop19h 43m

Oakland

Wed 4/16

6:43 am-5:34 am

1 stop19h 51m

$306

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

Thu 4/10

2:30 pm-10:45 pm

1 stop11h 15m

Oakland

Tue 4/15

6:20 am-5:05 pm

1 stop7h 45m

$322

PhiladelphiaOakland

PHL - OAK

PHLOAK

Philadelphia

Wed 3/26

5:46 pm-11:43 pm

1 stop8h 57m

Oakland

Tue 4/8

6:43 am-6:00 am

1 stop20h 17m

$333

Washington, D.C.Oakland

IAD - OAK

IADOAK

Washington, D.C. Dulles Intl

Tue 3/11

8:00 am-12:18 pm

2 stops31h 18m

Oakland

Wed 3/19

12:11 pm-6:35 pm

3 stops27h 24m

$366

Washington, D.C.Oakland

DCA - OAK

DCAOAK

Washington, D.C. Reagan-National

Mon 3/3

7:00 am-12:17 am

2 stops20h 17m

Oakland

Tue 3/4

12:40 pm-12:03 pm

2 stops20h 23m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 29 results
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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.

Travel insights for flights from Maryland to Oakland

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

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

Currently, April is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $183). Flying from Maryland to Oakland, California in November is currently the most expensive (average of $259). 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 MD to OAK?

Find hourly flight availability from Maryland to Oakland. 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.

When flying from Maryland to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Oakland by month

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

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

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

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Maryland to Oakland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $65. Users have also found prices from $125 and $149 on Alaska Airlines and Delta, respectively.

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

    The most popular flight routes from Maryland to Oakland, California are Baltimore/Washington - Oakland, Philadelphia - Oakland and Washington, D.C. Dulles Intl - Oakland.

  • 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, April is the cheapest month in which you can book a flight from Maryland to Oakland, California (average of $183). Flying from Maryland to Oakland, California in November is currently the most expensive (average of $259). 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 Maryland to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maryland to Oakland

Discover the top 3 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$254FlexibilityNo cancel feeOn-time65%
DeltaCheapest$288Average$466FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$388Average$478FlexibilityNo cancel feeOn-time63%
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