$121 Find Cheap Flights from San Jose to Maryland - Compare and Save

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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$580
Salisbury
Salisbury2 stops$580
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 $340 and $606 in October.
The lowest price found in the past 5 days was $323 on Alaska Airlines (Oct 27-Nov 3).

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 $304 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 $304.

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 $410 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $589 and $548 respectively.

Good to know

Low season

January

Cheapest flight

$121
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from San Jose to Philadelphia

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

 
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 4189 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
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
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.

I was impressed with how quickly the baggage transfers were made.

The Airline Attendant found us in flight and moved us to seats in the front of economy due to the short time we would have to make our connecting flight. We really appreciated it.

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.

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.

More options for your flight from San Jose to Maryland

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