$171 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 3/11. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Wed, Jan 21 - Sat, Jan 24
United Airlines Logo
12:30 pm - 11:44 pm
SBP
-
BDL
8h 14m1 stop
United Airlines Logo
7:50 am - 1:30 pm
BDL
-
SBP
8h 40m1 stop
$329United Airlines
Wed, Jan 21 - Sat, Jan 24
United Airlines Logo
12:30 pm - 11:44 pm
SBP
-
BDL
8h 14m1 stop
United Airlines Logo
3:30 pm - 11:57 pm
BDL
-
SBP
11h 27m2 stops
$334United Airlines
Wed, Jan 21 - Sat, Jan 24
United Airlines Logo
5:00 am - 7:14 pm
SBP
-
BDL
11h 14m2 stops
United Airlines Logo
7:50 am - 5:17 pm
BDL
-
SBP
12h 27m2 stops
$339United Airlines
Mon, Jan 26 - Mon, Feb 2
Alaska Airlines Logo
3:12 pm - 5:39 pm
SBP
-
BOS
23h 27m1 stop
Alaska Airlines Logo
4:20 pm - 4:34 pm
BOS
-
SBP
27h 14m1 stop
$382Alaska Airlines
Mon, Jan 26 - Mon, Feb 2
Alaska Airlines Logo
3:12 pm - 5:39 pm
SBP
-
BOS
23h 27m1 stop
Alaska Airlines Logo
7:00 am - 11:20 pm
BOS
-
SBP
19h 20m2 stops
$388Alaska Airlines
Tue, Feb 3 - Sat, Feb 7
Alaska Airlines Logo
6:00 am - 5:39 pm
SBP
-
BOS
8h 39m1 stop
Alaska Airlines Logo
7:00 am - 4:55 pm
BOS
-
SBP
12h 55m2 stops
$393Alaska Airlines
Tue, Feb 10 - Thu, Feb 12
American Airlines Logo
9:53 am - 11:12 pm
SBP
-
BOS
10h 19m1 stop
American Airlines Logo
5:30 am - 12:06 pm
BOS
-
SBP
9h 36m1 stop
$396American Airlines
Tue, Feb 10 - Thu, Feb 12
American Airlines Logo
6:00 am - 7:44 pm
SBP
-
BOS
10h 44m2 stops
American Airlines Logo
5:30 am - 12:06 pm
BOS
-
SBP
9h 36m1 stop
$401American Airlines
Tue, Feb 10 - Thu, Feb 12
American Airlines Logo
6:00 am - 11:51 pm
SBP
-
BDL
14h 51m2 stops
American Airlines Logo
5:53 am - 12:06 pm
BDL
-
SBP
9h 13m1 stop
$639American Airlines
Tue, Feb 10 - Thu, Feb 12
American Airlines Logo
6:00 am - 11:51 pm
SBP
-
BDL
14h 51m2 stops
American Airlines Logo
6:00 am - 4:07 pm
BDL
-
SBP
13h 07m2 stops
$701American 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.

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 $419 (return) on average. On the other hand, the most expensive months are April and May, when the average cost of round-trip tickets is $601 and $598 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 4 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$171
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 9% 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.

  • 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 11554 reviews
7.1Food
7.0Entertainment
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

Was notified the departure would be late. Later on it was suddenly on time. Traffic by LAX was horrendous, and I missed the flight.

2.0 MediocreAnonymous, Dec 2025
LAX - SFO
Read more Alaska Airlines reviews

Was notified the departure would be late. Later on it was suddenly on time. Traffic by LAX was horrendous, and I missed the flight.

Flight delayed three times no explanation, left 5 hours after initial time, disrupted my job

The flights were all late and they would not refund my money

I wasn’t able to check in prior to arriving at the airport, I was told by the agent I may not get a seat on the plane as others were waiting for seats, I sat there for 2 hours before being assigned a seat, very stressful. The plane was delayed. Overall not a great travel experience for a 44 minute flight.

The seats were not very comfortable and there were no TV screens. Boarding was pretty fast because there were so few people on such a small plane and I appreciated that they still gave us our snack and drinks, however I really wish they would come up with a good gluten-free snack.

Comfort level was below par. Food selection was non-existent. Paying $35 for 1st bag is never appreciated. I will not fly them again. I am actually trying to change my return flight.

Flight was on time. Crew was helping & seat were comfortable.

Was late but $50 voucher was great benefit of the summit card.

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

The flight attendants were excellent and I was in the back of the plane. Much much better than recent JetBlue experiences on that route and better than Delta on that route.

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

Older aircraft, no meal, only food was for purchase. Not impressed United.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Premium Plus is a really good idea for longer flights

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

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.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

The entertainment package was vast and the selections were very current. Keep updating it was great.

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

Information on your arrival and departure airports