$195 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 3/3. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
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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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

Fri, May 1 - Wed, May 6
Alaska Airlines Logo
7:20 am - 11:59 pm
SBP
-
BOS
13h 39m
1 stop
Alaska Airlines Logo
9:00 am - 10:18 pm
BOS
-
SBP
16h 18m
1 stop
$329Alaska Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
7:02 pm - 10:39 am
SBP
-
BOS
12h 37m
2 stops
American Airlines Logo
6:00 am - 12:10 pm
BOS
-
SBP
9h 10m
1 stop
$334American Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
7:02 pm - 9:27 am
SBP
-
BOS
11h 25m
2 stops
American Airlines Logo
12:22 pm - 10:10 pm
BOS
-
SBP
12h 48m
2 stops
$339American Airlines
Tue, Mar 3 - Sat, Mar 7
Alaska Airlines Logo
6:00 am - 5:24 pm
SBP
-
BOS
8h 24m
1 stop
Alaska Airlines Logo
5:44 pm - 11:17 pm
BOS
-
SBP
8h 33m
1 stop
$389Alaska Airlines
Sat, Feb 28 - Wed, Mar 4
United Airlines Logo
1:00 pm - 11:44 pm
SBP
-
BOS
7h 44m
1 stop
United Airlines Logo
7:45 am - 5:15 pm
BOS
-
SBP
12h 30m
2 stops
$394United Airlines
Sat, Feb 28 - Wed, Mar 4
United Airlines Logo
1:00 pm - 11:44 pm
SBP
-
BOS
7h 44m
1 stop
United Airlines Logo
5:50 pm - 11:59 pm
BOS
-
SBP
9h 09m
1 stop
$433United Airlines
Tue, Mar 3 - Sat, Mar 7
United Airlines Logo
6:05 am - 8:11 pm
SBP
-
BOS
11h 06m
2 stops
United Airlines Logo
5:50 pm - 11:59 pm
BOS
-
SBP
9h 09m
1 stop
$434United Airlines
Sat, Feb 28 - Wed, Mar 4
United Airlines Logo
5:00 am - 5:26 pm
SBP
-
BOS
9h 26m
2 stops
United Airlines Logo
9:30 am - 5:15 pm
BOS
-
SBP
10h 45m
2 stops
$443United Airlines
Wed, Jun 3 - Sun, Jun 7
Alaska Airlines Logo
7:24 pm - 7:41 am
SBP
-
BOS
9h 17m
1 stop
Alaska Airlines Logo
5:59 pm - 11:28 pm
BOS
-
SBP
8h 29m
1 stop
$459Alaska Airlines
Wed, May 20 - Sun, May 24
American Airlines Logo
12:55 pm - 11:59 pm
SBP
-
BDL
8h 04m
1 stop
American Airlines Logo
6:07 am - 12:32 pm
BDL
-
SBP
9h 25m
1 stop
$544American 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 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 5 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$195
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 5% 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.
8.0
Alaska AirlinesOverall score based on 11884 reviews
8.5Crew
7.0Entertainment
7.8Comfort
7.1Food
8.1Boarding
Airline reviews

Santa Rosa Airport is the best! Glad to have experienced it.

8.0 ExcellentChris, Feb 2026
PSP - PDX
Read more Alaska Airlines reviews

Santa Rosa Airport is the best! Glad to have experienced it.

I love Alaska! We arrived on the later side without seat assignments only to find the had oversold the flight by 1. The attendants worked extra hard to find a way for our party of 7 to stay together and we made it on the flight! Loved the free WiFi also!

The plane not having any overhead bin space was inconvenient. Anytime my luggage has to be checked it ends up covered in scratches and that’s not covered by the airlines for replacement/repair. The WiFi did not work or was not offered for the flight from Seattle to Vancouver.

Delay for switching planes. Then delay after delay (mechanical) after boarding so that we were almost 3 hrs late, getting in at 230am. Crew was good.

The room for legs is adequate for a 6’ tall man and the flight was comfortable. The cabin is clean and the crew is very friendly and pleasant.

The he whole flight was very smooth on every aspects.

Due to plane delays on both legs of my flight home, I had to be rerouted from Santa Rosa to Las Vegas on Skywest and then to DCA on American. SkyWest airlines sat on runway in Las Vegas for 20 minutes waiting for gate to clear. My boarding pass for American that I was given by Alaska was incomplete and the Las Vegas airport lacked signage and departure boards. I barely made my flight bc it was so confusing. American Airlines has a much better wireless connection. I’ll never fly Alaska again. It clearly has problems.

I paid for wifi and it never worked... it was miserable. I couldn't access my shared files to work on the plane, it didn't work on my phone. I paid for nothing but frustration and continual refreshing, hoping it would work

The stewardess are very nice and pleasant, Someone onboard had a medical attention, and they attended that person non-stop all throughout the flight, and yet, did not forget to serve and help other passengers.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

The flight crew where really good. Better then the crew from BNE to SFO

left on time, reasonable boarding process arrived early luggage came out quickly

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

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

The flight was really crowded. Flight attendants were just ok.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

It would be nice to have some low carb options in the snacks.

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

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

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

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The flight was on time and arrived early. The crew were friendly and helpful.

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