$90 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 5/19. 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, 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 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
Washington, D.C.
Baltimore1 stop$208
Salisbury
Salisbury2 stops$769
Washington, D.C.
Baltimore1 stop$208
Salisbury
Salisbury2 stops$769

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

Mon, May 18 - Wed, May 27
American Airlines Logo
7:09 pm - 5:38 am
SJC
-
PHL
7h 29m
1 stop
American Airlines Logo
4:17 pm - 10:43 pm
PHL
-
SJC
9h 26m
1 stop
$189American Airlines
Fri, Sep 11 - Tue, Sep 29
American Airlines Logo
7:13 pm - 6:37 am
SJC
-
PHL
8h 24m
1 stop
American Airlines Logo
5:30 pm - 10:15 pm
PHL
-
SJC
7h 45m
1 stop
$204American Airlines
Tue, May 12 - Wed, May 13
Southwest Logo
5:55 pm - 5:40 am
SJC
-
BWI
8h 45m
1 stop
Southwest Logo
2:45 pm - 9:05 pm
BWI
-
SJC
9h 20m
1 stop
$208Southwest
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
1:45 pm - 12:25 am
SJC
-
BWI
7h 40m
1 stop
Southwest Logo
3:50 pm - 10:25 pm
BWI
-
SJC
9h 35m
1 stop
$215Southwest
Mon, Jun 8 - Wed, Jun 24
Frontier Logo
12:57 pm - 9:16 am
SJC
-
PHL
17h 19m
1 stop
Frontier Logo
7:26 pm - 7:37 pm
PHL
-
SJC
27h 11m
1 stop
$226Frontier
Fri, Jun 5 - Sun, Jun 7
Frontier Logo
2:12 pm - 6:30 am
SJC
-
PHL
13h 18m
1 stop
Frontier Logo
7:50 pm - 11:59 am
PHL
-
SJC
19h 09m
1 stop
$235Frontier
Wed, Sep 2 - Sat, Sep 5
United Airlines Logo
6:30 am - 5:29 pm
SJC
-
BWI
7h 59m
1 stop
United Airlines Logo
4:23 pm - 9:10 pm
BWI
-
SJC
7h 47m
1 stop
$239United Airlines
Fri, Sep 11 - Tue, Sep 29
United Airlines Logo
6:37 pm - 9:46 am
SJC
-
PHL
12h 09m
2 stops
United Airlines Logo
6:16 am - 11:59 am
PHL
-
SJC
8h 43m
1 stop
$242United Airlines
Wed, May 27 - Wed, Jun 3
Delta Logo
7:00 pm - 5:45 am
SJC
-
BWI
7h 45m
1 stop
Delta Logo
6:00 am - 10:53 am
BWI
-
SJC
7h 53m
1 stop
$257Delta
Tue, May 26 - Wed, Jun 3
Delta Logo
4:59 pm - 9:23 am
SJC
-
BWI
13h 24m
2 stops
Delta Logo
7:00 am - 12:48 pm
BWI
-
SJC
8h 48m
1 stop
$262Delta
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.

How much is a round-trip flight from San Jose, California to Maryland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San Jose, California to Maryland departing in May.

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 $264 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 $264.

Can I save money by flying with a layover from San Jose to Maryland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $400 on average.

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 January, when tickets cost $277 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $586 and $533 respectively.

Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San Jose to Reagan Washington National 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.

Reviews of the top 4 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 4331 reviews
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

10.0 ExcellentJasmine, Apr 2026
LGB - HNL
Read more Southwest reviews

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

OK, we were delayed and had to de plane and reboard.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Complimentary light meal would be appreciated. But great flight crew service on all legs

My flight was delayed then put back on time then cancelled and they automatically rebooked me to another flight but that flight was going to make me late to a concert i had planned for. Flight was at 10am concert was at 7pm from Burbank to Las Vegas so I allowed enough time but the flight that was rebooked was too late so I talked with the desk and they were able to get me on an afternoon flight. Thank goodness. That was stressful for a moment. I want to thank the person who helped me get to my show on time. Concert tickets are very expensive and the show was amazing. Hopefully my flight home will be smooth.

Long long delay, no AC while delayed, gate changes, just for the most uncomfortable flight of your life.

We were delayed and the bag charge fees are very expensive.

Horrible airline .. my flight was cancel , the only offer to flight next day was no good for me , representative from spirit advise everybody to buy the new ticket from southwest airline and spirit will pay back the money we spend on new ticket but after we did this they don’t want to pay us back , .. customer service is not help anybody Chat text messages it is horrible also , robots can’t answer and help u with anything … I send the complains to head quarter in Miami and department of transportation

we boarded the plane and then sat for OVER AN HOUR on it, first waiting for fuel and then the crew timed out. the flight kept getting delayed longer and longer, a 9:30pm flight is still on the ground at 1:15am.

Delay due to personnel issues on Spirit’s end. Original departure time 9:30pm. Took off at 2:15am. Lost an entire night’s sleep bc Spirit couldn’t get a crew together. Very poor.

My flight was delayed by over an hour and the turbulance was horrible.

I was double booked for my ticket- they have record of it and admitted to their error but wouldn’t let me board until I paid once again for the fare- have documentation of their mistake -

I cannot effectively rate the food and drink as I had not. Otherwise, the trip was fine. The seats were nice, the crew was fine. They could smile once in a while. They all look like they were mad.

They charged late fees for selecting seats (no $0 options). They also changed my gate within the last half hour and are refusing to reimburse my costs to drive across the country with two small children in a rental car.

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

Information on your arrival and departure airports