$119 Find Cheap Flights from Oakland to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Maryland departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Maryland, as well as popular online travel agencies
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Flight Deals

Book Cheap Oakland to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Maryland

Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
6:15 am - 5:20 pm
OAK
-
IAD
8h 05m
1 stop
Alaska Airlines Logo
7:05 am - 4:37 pm
IAD
-
OAK
12h 32m
1 stop
$237Alaska Airlines
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
5:50 am - 4:20 pm
OAK
-
DCA
7h 30m
1 stop
Southwest Logo
3:35 pm - 11:40 pm
DCA
-
OAK
11h 05m
1 stop
$242Southwest
Mon, Mar 2 - Tue, Mar 3
Alaska Airlines Logo
5:31 pm - 5:40 am
OAK
-
IAD
9h 09m
1 stop
Alaska Airlines Logo
7:05 am - 4:37 pm
IAD
-
OAK
12h 32m
1 stop
$257Alaska Airlines
Tue, Mar 10 - Mon, Mar 16
Southwest Logo
11:55 pm - 11:15 am
OAK
-
DCA
8h 20m
1 stop
Southwest Logo
3:20 pm - 10:20 pm
DCA
-
OAK
10h 00m
2 stops
$262Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
6:10 am - 3:55 pm
OAK
-
IAD
6h 45m
1 stop
Southwest Logo
6:10 pm - 11:20 pm
IAD
-
OAK
8h 10m
1 stop
$277Southwest
Tue, Apr 7 - Tue, Apr 14
Alaska Airlines Logo
6:40 pm - 6:05 am
OAK
-
PHL
8h 25m
1 stop
Alaska Airlines Logo
6:47 pm - 10:33 am
PHL
-
OAK
18h 46m
1 stop
$277Alaska Airlines
Thu, Mar 5 - Sat, Mar 7
Southwest Logo
5:45 am - 4:20 pm
OAK
-
DCA
7h 35m
1 stop
Southwest Logo
6:50 pm - 12:20 am
DCA
-
OAK
8h 30m
1 stop
$277Southwest
Tue, Mar 10 - Tue, Mar 17
Delta Logo
4:49 pm - 5:51 am
OAK
-
BWI
10h 02m
1 stop
Delta Logo
7:01 am - 11:51 am
BWI
-
OAK
7h 50m
1 stop
$297Delta
Wed, Mar 18 - Tue, Mar 24
Delta Logo
5:55 am - 5:28 pm
OAK
-
PHL
8h 33m
1 stop
Delta Logo
6:49 pm - 11:46 pm
PHL
-
OAK
7h 57m
1 stop
$297Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
4:49 pm - 5:51 am
OAK
-
BWI
10h 02m
1 stop
Delta Logo
7:28 am - 4:00 pm
BWI
-
OAK
11h 32m
2 stops
$302Delta
Booking Insights

KAYAK's insights & trends for Oakland to Maryland flights

Get data-powered insights and trends into flights from Oakland to Maryland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Oakland to Maryland flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maryland from Oakland found in the last 72 hours was to Baltimore, at $431 round-trip. The most popular route is from Oakland (OAK) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $431.

What is the cheapest month to fly from Oakland to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Maryland is August, when tickets cost $313 (return) on average. On the other hand, the most expensive months are January and December, when the average cost of round-trip tickets is $630 and $607 respectively.

Good to know

Low seasonAugust
Cheapest flight$119
Best time to beat the crowds with an average 27% drop in price.
Flight from Oakland to Washington Dulles Airport

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Oakland to Maryland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Maryland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Maryland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland to Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Maryland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Oakland to Maryland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Maryland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Oakland to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Oakland to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to Maryland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4267 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Great flight but super high price. Glad it was a business trip and not personal

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

The flight crew where really good. Better then the crew from BNE to SFO

left on time, reasonable boarding process arrived early luggage came out quickly

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Older aircraft, no meal, only food was for purchase. Not impressed United.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Premium Plus is a really good idea for longer flights

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

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