$210 Find Cheap Flights from San Luis Obispo to Massachusetts - Compare and Save

1 adult
1 adult, Economy, 0 bags

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KAYAK's insights & trends for San Luis Obispo to Massachusetts flights

Get data-powered insights and trends into flights from San Luis Obispo to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San Luis Obispo to Massachusetts?

Flight prices are below average for this route right now.

Flights to Massachusetts from San Luis Obispo usually cost between $508 and $609 in November.
The lowest price found in the past 5 days was $385 on Alaska Airlines (Nov 3-Nov 11).

What is the cheapest month to fly from San Luis Obispo to Massachusetts?

The cheapest month for flights from San Luis Obispo to Massachusetts is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $658 and $652 respectively.

Good to know

Low season

February

Cheapest flight

$210
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Luis Obispo to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from San Luis Obispo to Massachusetts?

    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 Luis Obispo to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Luis Obispo to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Luis Obispo to Massachusetts 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 Luis Obispo to Massachusetts?

    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 Luis Obispo to Massachusetts 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 Luis Obispo to Massachusetts?

    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 Luis Obispo to Massachusetts 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 Luis Obispo to Massachusetts

 
Need help choosing which airline to fly with from San Luis Obispo to Massachusetts? 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
Alaska AirlinesOverall score based on 13037 reviews
7.0Entertainment
7.0Food
7.8Comfort
8.1Boarding
8.5Crew
Airline reviews

They cancelled the 6am flight around 12:30 AM the day before. I was luckily able to book through another airline. I called for a one way fare refund, the new flight is much more expensive. I lost $$$ in the difference and this caused lots of stress. I intend to take action following my trip, really off to a bad start and I will never fly Alaskan again

2.0 MediocreAnonymous, Jul 2026
Read more Alaska Airlines reviews

They cancelled the 6am flight around 12:30 AM the day before. I was luckily able to book through another airline. I called for a one way fare refund, the new flight is much more expensive. I lost $$$ in the difference and this caused lots of stress. I intend to take action following my trip, really off to a bad start and I will never fly Alaskan again

The gate agents begged us to check our carryons. They BEGGED us, over and over, and said that the flight was completely, totally full, and said that if we don't check our bags, it will cause huge delays. They finally said that "group suchandsuch will be required to check bags!" So I checked mine. Well, the flight wasn't close to being full, and many of the overhead compartments were *empty*! Moreover, my bag was delayed at the carousel, and it wasn't on the carousel that was posted. COME ON, AIRLINE, you can look at the seating for the flight on your computer and decide whether it's really necessary to beg and beg and beg people to go through the hassle of checking their bags! This is annoying as hell and makes me not want to use your crummy airline ever again.

My only complaint was how far it was from plane to baggage claim

SBP to PDX 2/17/2026. One person ahead of us at the counter. One ahead of is at TSA. First to board. First row, first class. First to be served. Food and service very good. First off the aircraft. Flight was nice other than some moderately hard bumps on climb out (please find a way to control that!). Air Force landing (none of that Navy slam you to the deck stuff). Wheel chair at the bottom of the ramp waiting for my wife. Luggage out quickly, walked right up to the parking shuttle bus. First stop on the bus. I like the EMB 175 aircraft. This was as close to a perfect flight as I will ever see. Bravo!

They changed our flight from a one stop 3 hour layover to a non-stop. Saved us hours and got us there sooner.

Departing flight to San Diego was delayed. Return flight from SD to SBP was delayed. Not terrible but not ideal

The flight was delayed for an hour, while we sat in the plane.

Flight was initially delayed 1 hour, but said come to gate at scheduled time in case plane shows early. Then the flight was delayed several times over for a total of 3.5 hrs for 1.5hr flight. The only compensation was $12 to get a water and some chips. Cant seem to fly anymore without some issue.

No prob with entertainment-would have selected n/a if it had been an option. No entertainment-flight was only a short hop. Great flight,

It was adequate nothing special no entertain because flight was short. Crew pleasant.

Please stop those idiotic and unrelenting announcements, commercials and stupid credit card drivel. All together about 15 minutes of stupidness that annoys each passenger.

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.

Super friendly with lots of drink options an entertainment. Friendly crew.

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

This flight was 2.5 hours delayed due to crew issues. This meant that we arrived after 2 AM. Very very inconvenient and we were not really kept well informed.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

Boarding took a long time for a couple of flights. We arrived at our final destination an hour late. Others missed their connecting flight. We had no time to eat between flights. My checked in bag was delayed because it was in another flight. At least they gave us a voucher because of that. The staff was very kind.

Staff announced flight was delayed. Then after passengers took the extra time to get food etc, announced it was on time. Not enough overhead space for a full flight Seats were super small and crammed. Crew welcomed us aboard to another "on time gate departure” only to sit on the tarmac for two hours. They made 2 announcements as to why that no one could understand. NO ENTERTAINMENT- food was a bag of old pretzrks. After landing, sat on the tarmac for another 20 minutes “looking for a parking spot”. I never fly American due to past poor performance. I had to that day due to departure time. American never fails to disappoint.

The crew was wonderful, the plane was fine. We left the gate on time, but we had to wait 40 minutes on the tarmac because of all the congestion at Boston.

Had to pay for WiFi, delayed start, and sat on the runway forever.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

Flight was cancelled due to a myriad of operational issues. You guys really suck

Couldn't make the flight because connecting flight was canceled.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Do a bit better with n first class offer some real food and pillows

It was Christmas and the crew was awesome. And the passengers were patient.

More options for your flight from San Luis Obispo to Massachusetts

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