$76 Find Cheap Flights from San Jose 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 San Jose to Maryland departing on 1/13. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose 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 San Jose to Maryland, as well as popular online travel agencies
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Cheap Flights from San Jose to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Salisbury
Salisbury2 stops$501
Salisbury
Salisbury2 stops$501

Book Cheap San Jose 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 San Jose 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 San Jose to Maryland

Tue, Feb 3 - Tue, Feb 10
Southwest Logo
12:10 pm - 9:55 pmSJC-IAD
6h 45m1 stop
Southwest Logo
4:30 pm - 9:55 pmIAD-SJC
8h 25m1 stop
$151Southwest
Find Deal
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
7:05 am - 6:00 pmSJC-DCA
7h 55m1 stop
Southwest Logo
11:00 am - 7:35 pmDCA-SJC
11h 35m1 stop
$156Southwest
Find Deal
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
9:55 am - 9:55 pmSJC-IAD
9h 00m2 stops
Southwest Logo
4:30 pm - 9:55 pmIAD-SJC
8h 25m1 stop
$156Southwest
Find Deal
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
12:10 pm - 11:20 pmSJC-DCA
8h 10m2 stops
Southwest Logo
2:45 pm - 9:55 pmDCA-SJC
10h 10m2 stops
$161Southwest
Find Deal
Thu, Jan 8 - Wed, Jan 14
American Airlines Logo
6:00 am - 5:42 pmSJC-PHL
8h 42m1 stop
American Airlines Logo
5:00 am - 10:57 amPHL-SJC
8h 57m1 stop
$175American Airlines
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Thu, Jan 8 - Thu, Jan 22
American Airlines Logo
9:55 am - 8:15 pmSJC-DCA
7h 20m1 stop
American Airlines Logo
7:00 am - 12:10 pmDCA-SJC
8h 10m1 stop
$191American Airlines
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Tue, Jan 6 - Tue, Jan 13
Delta Logo
10:45 pm - 10:19 amSJC-BWI
8h 34m1 stop
Delta Logo
7:00 am - 12:26 pmBWI-SJC
8h 26m1 stop
$257Delta
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Tue, Feb 24 - Mon, Mar 2
Alaska Airlines Logo
10:16 am - 5:46 pmSJC-BWI
28h 30m1 stop
Alaska Airlines Logo
6:46 pm - 10:54 amBWI-SJC
19h 08m2 stops
$258Alaska Airlines
Find Deal
Tue, Feb 24 - Mon, Mar 2
Alaska Airlines Logo
7:40 am - 5:46 pmSJC-BWI
31h 06m2 stops
Alaska Airlines Logo
6:46 pm - 10:54 amBWI-SJC
19h 08m2 stops
$259Alaska Airlines
Find Deal
Tue, Jan 6 - Tue, Jan 13
Delta Logo
10:45 pm - 10:19 amSJC-BWI
8h 34m1 stop
Delta Logo
8:45 am - 4:14 pmBWI-SJC
10h 29m2 stops
$262Delta
Find Deal
Booking Insights

KAYAK's insights & trends for San Jose to Maryland flights

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

What is the cheapest San Jose to Maryland flight route?

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

The cheapest ticket to Maryland from San Jose found in the last 72 hours was to Baltimore, at $688 round-trip. The most popular route is from San Jose (SJC) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $688.

What is the cheapest month to fly from San Jose to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose 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 San Jose to Maryland is September, when tickets cost $306 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $553 and $488 respectively.

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

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

If you are looking for a flight deal from San Jose to Maryland, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Maryland, Tuesday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from San Jose to Maryland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Jose to Maryland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Jose to Maryland, you should book around 3 weeks before departure, which saves you about 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$76
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from San Jose to Washington Dulles Airport

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from San Jose 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 San Jose to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose 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 San Jose 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 San Jose 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 San Jose 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 San Jose 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 morning, when round-trip flights cost $340 on average. Morning departures are around 12% cheaper 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 $404.

Reviews of the top 5 airlines serving from San Jose to Maryland

 
See real verified KAYAK customer reviews for airlines flying from San Jose 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 San Jose 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 4253 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

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

10.0 ExcellentGordon, Nov 2025SAN - OAK
Read more Southwest reviews

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

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

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

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

The entertainment package was vast and the selections were very current. Keep updating it was great.

No free snacks or drinks. Freezing. Uncomfortable. No plugs or entertainment. If you fly to LA the make you change terminals with a slow bus. Awful trip that took forever. Terrible airline- maybe the worst I’ve ever flown.

Crew are always very angry and dismissive like they seem they are being forced to work. In addition, there was a long line for the bathrooms, and only one was allowed to be used. No reason was given for only one bathroom being available; apparently, the stewardess was more interested in using the jumpseat instead of allowing the customers to use the bathroom.

No leg room. My knee was sore for a day.

Vegas is such a quick flight that amenities aren’t the important part, in my opinion. Just get me there efficiently and safely, and that’s exactly what they did!

The flight was severely delayed due to the missing flight attendants.

It was a no show, so we got put in hotels for a nite. The A320 plane was very modern and flite and crew (if a pilot shows up were fine). Price was very good.

Flight was cancelled without warning close to flight date. Stuck witha credit has to buy a new ticket from another airline in either to get to location. Email cancelling was lost in mail.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The staff was very very rude in Las Vegas when boarding the flight. When presenting the boarding ticket. Las Vegas flight, it was hot and stuffy, it smelled really bad.

Everything you need to know for your flight from San Jose to Maryland

Information on your arrival and departure airports