$101 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 8/25. 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
Washington, D.C.
Baltimore1 stop$220
Salisbury
Salisbury2 stops$1,243
Washington, D.C.
Baltimore1 stop$220
Salisbury
Salisbury2 stops$1,243

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, Oct 20 - Wed, Oct 28
Southwest Logo
7:00 pm - 5:40 am
SJC
-
BWI
7h 40m
1 stop
Southwest Logo
7:00 am - 2:00 pm
BWI
-
SJC
10h 00m
1 stop
$220Southwest
Tue, Oct 20 - Wed, Oct 28
Southwest Logo
10:30 am - 9:05 pm
SJC
-
BWI
7h 35m
1 stop
Southwest Logo
9:30 am - 4:00 pm
BWI
-
SJC
9h 30m
2 stops
$225Southwest
Wed, Sep 9 - Sat, Sep 19
United Airlines Logo
8:45 am - 7:34 pm
SJC
-
BWI
7h 49m
1 stop
United Airlines Logo
5:40 pm - 10:50 pm
BWI
-
SJC
8h 10m
1 stop
$239United Airlines
Wed, Oct 21 - Sat, Oct 31
Delta Logo
7:00 pm - 6:00 am
SJC
-
BWI
8h 00m
1 stop
Delta Logo
7:10 am - 12:28 pm
BWI
-
SJC
8h 18m
1 stop
$257Delta
Thu, Sep 10 - Wed, Sep 16
American Airlines Logo
7:08 pm - 7:00 am
SJC
-
PHL
8h 52m
1 stop
American Airlines Logo
5:00 am - 10:53 am
PHL
-
SJC
8h 53m
1 stop
$257American Airlines
Mon, Oct 19 - Wed, Oct 28
Delta Logo
10:20 pm - 9:16 am
SJC
-
BWI
7h 56m
1 stop
Delta Logo
7:30 am - 12:09 pm
BWI
-
SJC
7h 39m
1 stop
$271Delta
Fri, Jul 31 - Tue, Aug 11
Alaska Airlines Logo
7:13 am - 9:00 pm
SJC
-
DCA
10h 47m
1 stop
Alaska Airlines Logo
8:59 am - 2:38 pm
DCA
-
SJC
8h 39m
1 stop
$281Alaska Airlines
Tue, Aug 25 - Sat, Aug 29
Alaska Airlines Logo
7:29 am - 9:00 pm
SJC
-
DCA
10h 31m
1 stop
Alaska Airlines Logo
10:59 am - 6:04 pm
DCA
-
SJC
10h 05m
1 stop
$285Alaska Airlines
Tue, Oct 20 - Wed, Oct 28
American Airlines Logo
7:16 pm - 7:00 am
SJC
-
DCA
8h 44m
1 stop
American Airlines Logo
7:30 am - 1:39 pm
DCA
-
SJC
9h 09m
1 stop
$290American Airlines
Sun, Aug 16 - Fri, Aug 21
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
$297United 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 October.

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 $338 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 $338.

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 August, when tickets cost $55 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $476 and $313 respectively.

Good to know

Low seasonJanuary
Cheapest flight$101
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 1% 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.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from San Jose to the following destinations at these prices or less: Baltimore $217 one-way - $397 round-trip

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.
7.9
SouthwestOverall score based on 4237 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

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

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

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.

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Late plane. Only one crew on the ground so we b had to wait for Denver flight to come in, board, and depart. At 78 yrs of age I was not pleased trying to get my connection. What really made me angry was the notification you sent me to hurry up or I would miss my connection. Why tell me to hurry up when you got me in late. It was not a good way of treating customers.

No screens or meal options. Freezing cold. Dirty seats. Left late.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

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.

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

Information on your arrival and departure airports