$89 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 8/19. 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

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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Best Maryland Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Washington, D.C.
Baltimore1 stop$209
Washington, D.C.
Baltimore1 stop$209

Cheap Flights from Oakland to Maryland

 
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

Thu, Aug 21 - Sun, Aug 24
Spirit Airlines Logo
6:00 am - 5:16 pmOAK-BWI
8h 16m1 stop
Spirit Airlines Logo
6:21 pm - 7:18 amBWI-OAK
15h 57m1 stop
$209Spirit Airlines
Find Deal
Fri, Aug 1 - Mon, Aug 4
Spirit Airlines Logo
6:00 am - 5:27 pmOAK-PHL
8h 27m1 stop
Spirit Airlines Logo
6:22 pm - 11:33 pmPHL-OAK
8h 11m1 stop
$224Spirit Airlines
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Wed, Jul 16 - Wed, Jul 23
 Logo
6:00 am - 6:34 amOAK-IAD
21h 34m1 stop
 Logo
7:30 am - 11:33 pmIAD-OAK
19h 03m1 stop
Mon, Jul 21 - Sat, Aug 9
Sun Country Air Logo
5:51 pm - 11:43 amOAK-IAD
14h 52m1 stop
Sun Country Air Logo
12:58 pm - 4:39 pmIAD-OAK
30h 41m1 stop
$255Sun Country Air
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Fri, Jul 18 - Tue, Jul 22
 Logo
9:23 am - 6:34 amOAK-IAD
18h 11m1 stop
 Logo
7:30 am - 11:33 pmIAD-OAK
19h 03m1 stop
Fri, Aug 1 - Sat, Aug 9
Sun Country Air Logo
5:56 pm - 11:43 amOAK-IAD
14h 47m1 stop
Sun Country Air Logo
12:58 pm - 4:39 pmIAD-OAK
30h 41m1 stop
$265Sun Country Air
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Wed, Oct 22 - Tue, Oct 28
Southwest Logo
5:05 am - 5:55 pmOAK-IAD
9h 50m1 stop
Southwest Logo
6:40 pm - 11:00 pmIAD-OAK
7h 20m1 stop
$297Southwest
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Wed, Oct 22 - Tue, Oct 28
Southwest Logo
6:45 am - 5:55 pmOAK-IAD
8h 10m1 stop
Southwest Logo
7:40 am - 3:30 pmIAD-OAK
10h 50m2 stops
$302Southwest
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Fri, Oct 24 - Tue, Nov 4
Delta Logo
5:05 pm - 5:46 amOAK-PHL
9h 41m1 stop
Delta Logo
7:00 am - 12:24 pmPHL-OAK
8h 24m1 stop
$309Delta
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Fri, Oct 24 - Sat, Nov 1
Delta Logo
5:05 pm - 5:46 amOAK-PHL
9h 41m1 stop
Delta Logo
7:30 am - 4:31 pmPHL-OAK
12h 01m2 stops
$314Delta
Find Deal
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Oakland to Maryland.

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 October, when tickets cost $301 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $475 and $468 respectively.

What’s the cheapest day of the week to fly from Oakland to Maryland?

The average price of all round-trip flights from Oakland to Maryland clicked on KAYAK for each day over the last 12 months.

For Oakland to Maryland, Friday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Maryland back to Oakland, the best deals are generally found on Monday, with Friday being the most expensive.


Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$89
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Oakland to Philadelphia

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.

  • What is the cheapest time of day to fly to Maryland?

    The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $355 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $381.

Reviews of the top 4 airlines serving 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 4280 reviews
8.0Comfort
8.6Crew
7.6Entertainment
7.1Food
8.2Boarding
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Our flight was diverted from being a non-stop to getting within 150 miles and requiring another plane. We heard 4 or 5 different versions from SW as to why we had to stop, then wait for a replacement plane. Five hour delay, weather did not come up as a single excuse.... communication was not clear and well explained. No one really took charge!

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

It was fine. For some reason the flight was much longer than usual. It may have been explained, but I had noise cancelling earbuds on and missed a couple of announcements. The crew was fine, but there was a flight attendant who kept telling dumb jokes, occasionally one I found distasteful. This was my second time with him, but luckily it was a late flight so he didn't do as many. But I heard all of today's jokes twice, which was two times too many. Good takeout and landing.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Delta flight was on time, seats were comfortable, and crew was nice.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

The first flight was better in terms of the aircraft.

The gate was too far away for the connecting flight

Compared with other carriers business class for an overnight was not worth the extra expense.

Good experience except for the drunk woman who was with a child. Sad

Too many time late and postponed No electrical power for my electric devices

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Flight was 2hours late they had no crew or the pilot.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Very efficient process and boarding, seats felt standard. Flight conditions from take off to landing had been very smooth. Alcohol on the menu however was not available… Will fly Spirit in the future for the price, you can’t really complain if you fly light.

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Last minute 2-3 hr delay in flight schedule; no explanation Unexpected extra $52 charge What's the benefit of choosing a cheap airline if you trick people last minute and force them to pay extra last minute? Did not appreciate being cornered.

Flight crew was great. Spirit leaves a lot to be desired in terms of comfort.

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