$117 Find Cheap Flights from San Jose to Maryland - Compare and Save

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 9/23. 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.
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1 adult, Economy, 0 bags

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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

Fri, Aug 21 - Sun, Aug 30
Frontier Logo
2:17 pm - 6:30 am
SJC
-
PHL
13h 13m
1 stop
Frontier Logo
7:00 am - 12:07 pm
PHL
-
SJC
8h 07m
1 stop
$240Frontier
Fri, Aug 14 - Thu, Aug 20
Frontier Logo
2:12 pm - 6:00 am
SJC
-
PHL
12h 48m
1 stop
Frontier Logo
7:00 am - 12:07 pm
PHL
-
SJC
8h 07m
1 stop
$240Frontier
Tue, Sep 1 - Wed, Sep 9
Alaska Airlines Logo
7:29 am - 6:30 am
SJC
-
BWI
20h 01m
2 stops
Alaska Airlines Logo
7:15 pm - 1:45 pm
BWI
-
SJC
21h 30m
2 stops
$243Alaska Airlines
Wed, Sep 2 - Wed, Sep 9
Alaska Airlines Logo
7:29 am - 6:30 am
SJC
-
BWI
20h 01m
2 stops
Alaska Airlines Logo
7:15 pm - 1:45 pm
BWI
-
SJC
21h 30m
2 stops
$243Alaska Airlines
Mon, Oct 26 - Mon, Nov 2
Southwest Logo
11:00 pm - 8:30 am
SJC
-
DCA
6h 30m
1 stop
Southwest Logo
5:15 pm - 10:05 pm
DCA
-
SJC
7h 50m
1 stop
$300Southwest
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
6:37 pm - 5:25 am
SJC
-
IAD
7h 48m
1 stop
United Airlines Logo
6:15 am - 11:46 am
IAD
-
SJC
8h 31m
1 stop
$300United Airlines
Mon, Aug 17 - Mon, Aug 31
United Airlines Logo
6:37 pm - 5:25 am
SJC
-
IAD
7h 48m
1 stop
United Airlines Logo
3:40 pm - 10:50 pm
IAD
-
SJC
10h 10m
1 stop
$300United Airlines
Wed, Aug 26 - Fri, Aug 28
Southwest Logo
8:55 am - 10:20 pm
SJC
-
DCA
10h 25m
1 stop
Southwest Logo
4:05 pm - 8:40 pm
DCA
-
SJC
7h 35m
1 stop
$305Southwest
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
12:03 pm - 10:58 pm
SJC
-
DCA
7h 55m
1 stop
American Airlines Logo
5:12 pm - 10:11 pm
DCA
-
SJC
7h 59m
1 stop
$305American Airlines
Sat, Sep 12 - Wed, Sep 16
American Airlines Logo
12:02 pm - 11:59 pm
SJC
-
DCA
8h 57m
1 stop
American Airlines Logo
5:00 am - 10:53 am
DCA
-
SJC
8h 53m
1 stop
$305American Airlines
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 September.

Flight prices are below average for this route right now.

Flights to Maryland from San Jose, California usually cost between $303 and $658 in September.
The lowest price found in the past 5 days was $243 on Alaska Airlines (Sep 1-Sep 9).

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 5 days was to Baltimore, at $317 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 5 days was $317.

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 1 stop layover the cheapest option at $390 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 August, when tickets cost $345 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $589 and $566 respectively.

Good to know

Low season

January

Cheapest flight

$117
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from San Jose to Baltimore

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 3 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 4227 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
8.0Comfort
Airline reviews

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

2.0 MediocreGlenn, Apr 2026
SJC - PHX
Read more Southwest reviews

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

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.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

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

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

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.

Forget beverage, they didn't even have water for half the passangers?

Flight was not full! Had a whole row to myself.

Wifi didn’t work, no service, seats are hard as rocks

The flight took off late, which really stressed me out for 5 hours worrying about my connection. We started boarding late... not sure why. There was a long line for preboard of folks that needed assistance or were in wheelchairs and not enough attendants to help. There was one lady who seemed to hold up regular boarding bc she needed to consolidate her 3 bags into 2. I'm wondering why we all had to wait for her and not board around her. Crew on board was great! So funny, so helpful and very nice. They reassured me my connecting flight would wait... and it dead. Seems it was waiting on several connecting flights, so it took off late too. Overall a very long trip but I'm glad I didn't have to spend the night in the Baltimore airport. And why are SW terminals so far from each other. I had to haul from the end of one terminal to the end of different terminal to catch my flight.

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

Flight team was great and we even arrived ahead of plan!

First The flight got delayed because one of the crew members was late and we couldn’t board until she arrived. Then we all boarded and got held in the tarmac for another 30 min.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Service was good for such a short flight. Small plane but smooth flight.

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Could not hear any of the announcements. The speakers seemed out of service. I wish the entertainment system would allow me to watch on my own iPad than the airplane ‘s old display.

Baggage claim signs were not updated with my flight information, so I had to guess. The app wasn't updated either.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

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.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

David went above and beyond to make our flight the best that it could be

The crew and flight was amazing. I haven't flown United in years but plan to switch to you being my main airline

Wouldn’t let me check in said couldn’t find a ticket had to wait very long Time

A good, solid, no frills experience. Departed and arrived on time, staff were pleasant and attentive. Loved the Bluetooth connectivity on the SJC to IAH leg. Being able to watch movies and listen to them with my noise cancelling headphones was lovely. Missed that on the IAH to LHR leg (so I put the wired buds on and my over ear Quiet Comforts over those).

Seat cushions were worn down and it hurts as I seated under 5 hours of the plane ride.

I wish I had another choice. Domestic flight in the USA is atrocious.

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

Information on your arrival and departure airports