$158 Find Cheap Flights from San Luis Obispo to Massachusetts

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 Luis Obispo to Massachusetts departing on 10/7. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Massachusetts, 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 Luis Obispo to Massachusetts, as well as popular online travel agencies
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Cheap Flights from San Luis Obispo to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$328
Boston
Boston1 stop$328
Booking Insights

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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Luis Obispo to Massachusetts, 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 Luis Obispo to Massachusetts is June, when tickets cost $442 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $655 and $632 respectively.

What’s the cheapest day of the week to fly from San Luis Obispo to Massachusetts?

The average price of all round-trip flights from San Luis Obispo to Massachusetts clicked on KAYAK for each day over the last 12 months.

When flying from San Luis Obispo to Massachusetts, you should consider leaving on a Thursday and avoid Mondays if you are looking for the best rates. For your return to San Luis Obispo, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

How far in advance should I book a flight from San Luis Obispo to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Luis Obispo to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Luis Obispo to Massachusetts, you should book around 4 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$158
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly with an average 3% 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.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $518 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $617.

Reviews of the top 3 airlines serving from San Luis Obispo to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from San Luis Obispo to Massachusetts. 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 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
8.5Crew
7.0Entertainment
8.1Boarding
7.8Comfort
7.1Food
Airline reviews

Crew was not happy to be there and neither was I 😭 well at least the lady that helped me.. I was stuck in the middle seat between two men. Totally my fault since I didn’t pay a fee to select my seat though. I recommend paying the fee even if you’re in a budget. It’s better than being placed aaaaallllllll the way in the back next to the smelly bathrooms. The seats didn’t recline either!! It was a red eye flight so I got no sleep whatsoever. Ordered a coffee and it tasted like…. Let’s just say it was horrible. I had to to return it to the same crew lady and she looked at me like this girl…. Sorry but I was not going to drink that- please take it back!! Oh and lastly, my luggage was completely broken and damaged. All wheels were missing by the time my luggage came around in the luggage cart. Lmao. Overall poor experience to say the least. Tickets were cheap though😂😂😂

6.0 GoodMayra, Aug 2025SFO - EWR
Read more Alaska Airlines reviews

Crew was not happy to be there and neither was I 😭 well at least the lady that helped me.. I was stuck in the middle seat between two men. Totally my fault since I didn’t pay a fee to select my seat though. I recommend paying the fee even if you’re in a budget. It’s better than being placed aaaaallllllll the way in the back next to the smelly bathrooms. The seats didn’t recline either!! It was a red eye flight so I got no sleep whatsoever. Ordered a coffee and it tasted like…. Let’s just say it was horrible. I had to to return it to the same crew lady and she looked at me like this girl…. Sorry but I was not going to drink that- please take it back!! Oh and lastly, my luggage was completely broken and damaged. All wheels were missing by the time my luggage came around in the luggage cart. Lmao. Overall poor experience to say the least. Tickets were cheap though😂😂😂

Overall it was good. There was a delay in departure, which is why I did not rate it as excellent.

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

I always heard this was a terrible airline but I was happy to experience otherwise. The seats were more comfortable than delta. They did board late and gate was a little chaotic, which is to be expected for a budget airline. I would definitely do it again for that price.

My email notifications were silenced, so I didn't get word that the departing flight had changed gates. It wasn't until I noticed that few people had gathered for the flight that I checked the airport schedule board, 20 minutes before boarding. I then told several people at the old gate of the change. If I was to receive a text I would have been notified of the change earlier, Or to hear an announcement over the airport intercom.

Canceled flight. No communication of this prior. Rescheduled to next day. Our good seats we purchased months ago turned into last row middle. No apology, reason, nor compensation for time and $ spent.

delayed flight 3 hours, then took 45 min to get to gate and another 10 min to open door

Delayed flight both ways. Then, on the return flight, we were stuck on the tarmac for at least 30+ minutes. Idk what happened, but this was a bad experience.

The plane was put out of service and had to wait for a new plane to be assigned. No one had any information and the information on the screens was never updated. The call wait time was 2 hours and the estimated time for text assistance was 55 minutes which was a lie because after 55 minutes nothing happened. I understand that delays happen but to not have anyone available to provide any update or reassurance was just negligent. Also, what is the point of having an 800 number if no one answers it and don’t get me started on the text message system. Ridiculous!

Great flight, no bumps to speak of, pleasant crew, good inflight entertainment choices

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

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

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Was not able to watch most shows on the entertainment site. They would not load

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Eventless. It was a good flight and good crew. Can’t complaint.

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