$108 Find Cheap Flights from San Jose to Maryland - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from San Jose to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Salisbury
Salisbury2 stops$1,238
Salisbury
Salisbury2 stops$1,238
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?

Flight prices are below average for this route right now.

Flights to Maryland from San Jose, California usually cost between $427 and $684 in December.
The lowest price found in the past 5 days was $343 on Multiple Airlines (Dec 2-Dec 7).

What is the cheapest San Jose to Maryland flight route?

The cheapest ticket to Maryland from San Jose found in the last 5 days was to Baltimore, at $362 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 $362.

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

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?

The cheapest month for flights from San Jose to Maryland is September, when tickets cost $374 (return) on average. On the other hand, the most expensive months are November and October, when the average cost of round-trip tickets is $644 and $590 respectively.

Good to know

Low season

January

Cheapest flight

$108
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 4% increase in price.
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.

  • How many flights are there between San Jose and Maryland per day?

    There is a maximum of 1 nonstop flight a day that takes off from San Jose and lands in Maryland, with an average flight time of 4h 50m. The most common departure time is 9:00 pm and most flights take off in the evening. Each week, there are 4 flights.

Reviews of the top airlines flying from San Jose to Maryland

 
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.
7.9
SouthwestOverall score based on 4217 reviews
7.4Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

4.0 OkayHeather, Sep 2026
Read more Southwest reviews

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

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

Rude staff from baggage check to gate crew. Poor instructions. Inconsistent application of baggage rules.

Requested an aisle seat at the gate and got it. The staff so friendly

I love how the flight crews are now saying what the weather will be like, when we can expect to be able to get up and use the restrooms etc. I have to say also that our flight crews this trip were incredible - fast and courteous - and somehow managed to do the service even on these short flights with a few bumps. The only reason for an ok rating on entertainment was because these short flights are on planes without seatback displays but that's ok because I just download shows on my iPhone beforehand.

Flight was delayed and we were on the runway after landing for 30 mins

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.

More options for your flight from San Jose to Maryland

Complete your trip to Maryland with a hotel stay or car rental