$200 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 7/30. 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

Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
12:29 pm - 11:15 pm
SBP
-
BOS
7h 46m
1 stop
American Airlines Logo
6:00 am - 11:44 am
BOS
-
SBP
8h 44m
1 stop
$369American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
7:02 pm - 9:20 am
SBP
-
BOS
11h 18m
2 stops
American Airlines Logo
6:00 am - 11:44 am
BOS
-
SBP
8h 44m
1 stop
$374American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
7:34 pm - 9:55 am
SBP
-
BOS
11h 21m
2 stops
American Airlines Logo
1:00 pm - 10:02 pm
BOS
-
SBP
12h 02m
2 stops
$380American Airlines
Mon, Aug 3 - Tue, Aug 11
Alaska Airlines Logo
5:57 pm - 5:40 am
SBP
-
BOS
8h 43m
1 stop
Alaska Airlines Logo
7:44 pm - 10:10 am
BOS
-
SBP
17h 26m
1 stop
$384Alaska Airlines
Mon, Aug 3 - Tue, Aug 11
American Airlines Logo
7:02 pm - 9:55 am
SBP
-
BOS
11h 53m
2 stops
American Airlines Logo
6:00 am - 11:39 am
BOS
-
SBP
8h 39m
1 stop
$389American Airlines
Mon, Aug 3 - Tue, Aug 11
American Airlines Logo
7:02 pm - 8:43 am
SBP
-
BOS
10h 41m
2 stops
American Airlines Logo
5:27 am - 11:58 am
BOS
-
SBP
9h 31m
2 stops
$394American Airlines
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
12:45 pm - 11:24 pm
SBP
-
BOS
7h 39m
1 stop
American Airlines Logo
6:45 am - 11:58 am
BOS
-
SBP
8h 13m
1 stop
$398American Airlines
Sat, Sep 5 - Wed, Sep 9
United Airlines Logo
8:00 am - 10:59 pm
SBP
-
BDL
11h 59m
2 stops
United Airlines Logo
11:44 am - 7:57 pm
BDL
-
SBP
11h 13m
2 stops
$579United Airlines
Sat, Sep 5 - Wed, Sep 9
United Airlines Logo
12:55 pm - 11:43 pm
SBP
-
BDL
7h 48m
1 stop
United Airlines Logo
11:44 am - 7:57 pm
BDL
-
SBP
11h 13m
2 stops
$628United Airlines
Fri, Aug 7 - Mon, Aug 17
United Airlines Logo
6:25 am - 11:59 pm
SBP
-
BDL
14h 34m
2 stops
United Airlines Logo
6:00 am - 7:47 pm
BDL
-
SBP
16h 47m
2 stops
$772United 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 July.

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.

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 7 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$200
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 11% 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 12379 reviews
7.0Entertainment
7.0Food
8.5Crew
8.1Boarding
7.8Comfort
Airline reviews

Thank you to everyone, the crew and pilots.. they were so amazing!!

10.0 ExcellentAngel, May 2026
SEA - BOS
Read more Alaska Airlines reviews

Thank you to everyone, the crew and pilots.. they were so amazing!!

Flight delayed no communication. The gate was changed so many times.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

It is a hassle to not have entertainment screens on the backs of the seats.

Some food or at least snacks need to be offered on long flights. I thought I had ordered food for my husband and I prior to the flight, but was told during the flight that I had not. Perhaps, if you must charge extra for food, let people order on board. We did get some food, which evidently others had decided they didn’t want onboard, but it wasn’t very good. We did like the adherence to takeoff and landing times, and the quick return of our luggage.

I had to cancel my trip due to medical reasons. I have been unable to cancel online through either Kayak or Alaska Airlines.. I am trying to get my insured trip reimbursed by XCover. They are requiring a notice of cancellation or not using to get my refund. Please help me get that information. I have been unable to get this information from either Kayak or Alaska Airlines.

Alaska is by far the best airline to fly with 😍

They were flexible and able to get me home a day earlier due to a family members illness. Flight was on time and great friendly crew.

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

Agent could not provide me a boarding pass for the second leg of my flights - yet with a partner airline. Not understood.

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.

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

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.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

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 —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

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

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