$185 Find Cheap Flights from San Luis Obispo to Massachusetts - 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 Luis Obispo to Massachusetts departing on 8/8. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Book Cheap San Luis Obispo to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Luis Obispo to Massachusetts 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 Luis Obispo to Massachusetts

Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
12:29 pm - 11:37 pm
SBP
-
BOS
8h 08m
1 stop
American Airlines Logo
6:30 am - 12:05 pm
BOS
-
SBP
8h 35m
1 stop
$369American Airlines
Tue, Aug 4 - Wed, Sep 2
United Airlines Logo
2:06 pm - 1:11 am
SBP
-
BOS
8h 05m
1 stop
United Airlines Logo
9:35 am - 5:22 pm
BOS
-
SBP
10h 47m
2 stops
$374United Airlines
Mon, Aug 3 - Tue, Aug 11
American Airlines Logo
7:02 pm - 5:45 am
SBP
-
BOS
7h 43m
1 stop
American Airlines Logo
6:30 am - 12:05 pm
BOS
-
SBP
8h 35m
1 stop
$384American Airlines
Thu, Aug 13 - Tue, Aug 25
United Airlines Logo
8:33 pm - 8:14 am
SBP
-
BOS
8h 41m
1 stop
United Airlines Logo
11:55 am - 7:47 pm
BOS
-
SBP
10h 52m
2 stops
$389United Airlines
Wed, Aug 5 - Tue, Aug 11
American Airlines Logo
6:00 am - 10:54 pm
SBP
-
BDL
13h 54m
2 stops
American Airlines Logo
6:00 am - 11:39 am
BDL
-
SBP
8h 39m
1 stop
$394American Airlines
Thu, Oct 22 - Mon, Oct 26
Alaska Airlines Logo
7:30 am - 6:15 am
SBP
-
BOS
19h 45m
1 stop
Alaska Airlines Logo
7:50 am - 2:56 pm
BOS
-
SBP
10h 06m
1 stop
$399Alaska Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
8:33 pm - 8:14 am
SBP
-
BOS
8h 41m
1 stop
United Airlines Logo
12:27 pm - 7:47 pm
BOS
-
SBP
10h 20m
2 stops
$404United Airlines
Fri, Oct 16 - Sat, Oct 24
Alaska Airlines Logo
5:27 pm - 6:15 am
SBP
-
BOS
9h 48m
1 stop
Alaska Airlines Logo
7:00 am - 5:50 pm
BOS
-
SBP
13h 50m
1 stop
$409Alaska Airlines
Wed, Aug 5 - Tue, Aug 11
United Airlines Logo
5:00 am - 3:37 pm
SBP
-
BDL
7h 37m
1 stop
United Airlines Logo
8:26 am - 7:47 pm
BDL
-
SBP
14h 21m
2 stops
$413United Airlines
Sat, Aug 8 - Sat, Aug 22
United Airlines Logo
8:35 pm - 9:29 am
SBP
-
BOS
9h 54m
2 stops
United Airlines Logo
5:45 am - 12:32 pm
BOS
-
SBP
9h 47m
2 stops
$420United Airlines
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.

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

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 Luis Obispo to Massachusetts departing in August.

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 January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and May, when the average cost of round-trip tickets is $522 and $357 respectively.

Good to know

Low seasonSeptember
Cheapest flight$185
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 12% lower on average.
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

 
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.
7.9
Alaska AirlinesOverall score based on 12641 reviews
7.1Food
7.0Entertainment
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
SBP - SAN
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.

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

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

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.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

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.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

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.

Red eye from LAX. The most uncomfortable First Class seats I have ever experienced. No blankets or pillows. One bag of chip-like objects and two beverages for the entire flight. It felt very stingy.

Everything you need to know for your flight from San Luis Obispo to Massachusetts

Information on your arrival and departure airports