$146 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 5/12. 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.
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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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Best Massachusetts Flight Deals from San Luis Obispo

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$292
Boston
Boston1 stop$292

Cheap Flights from San Luis Obispo to Massachusetts

 
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.

Recent round-trip flight deals from San Luis Obispo to Massachusetts

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Luis Obispo to Massachusetts.
Discover the best prices for you by selecting your travel dates on KAYAK.
Alaska Airlines Logo
5:19 pm - 6:10 amSBP-BOS
9h 51m1 stop
Alaska Airlines Logo
8:40 am - 10:15 pmBOS-SBP
16h 35m1 stop
$292Alaska Airlines
Find Deal
Sat, May 24 - Sat, May 31
Alaska Airlines Logo
5:19 pm - 6:10 amSBP-BOS
9h 51m1 stop
Alaska Airlines Logo
4:49 pm - 1:25 pmBOS-SBP
23h 36m1 stop
$307Alaska Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
United Airlines Logo
6:20 pm - 12:20 pmSBP-BDL
15h 00m2 stops
United Airlines Logo
8:00 am - 1:36 pmBDL-SBP
8h 36m1 stop
$314United Airlines
Find Deal
Wed, Aug 27 - Sat, Sep 6
United Airlines Logo
8:35 am - 11:41 pmSBP-BDL
12h 06m2 stops
United Airlines Logo
6:00 am - 1:36 pmBDL-SBP
10h 36m2 stops
$319United Airlines
Find Deal
Wed, Aug 27 - Sat, Sep 6
Alaska Airlines Logo
5:19 pm - 6:10 amSBP-BOS
9h 51m1 stop
Alaska Airlines Logo
7:59 pm - 1:25 pmBOS-SBP
20h 26m2 stops
$326Alaska Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
American Airlines Logo
12:43 pm - 11:59 pmSBP-BOS
8h 16m1 stop
American Airlines Logo
2:26 pm - 10:12 pmBOS-SBP
10h 46m2 stops
$330American Airlines
Find Deal
Sat, May 24 - Sat, May 31
American Airlines Logo
12:43 pm - 11:59 pmSBP-BOS
8h 16m1 stop
American Airlines Logo
6:45 am - 12:00 pmBOS-SBP
8h 15m1 stop
$334American Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
American Airlines Logo
7:09 pm - 8:26 amSBP-BOS
10h 17m2 stops
American Airlines Logo
12:35 pm - 6:28 pmBOS-SBP
8h 53m1 stop
$339American Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
United Airlines Logo
12:59 pm - 11:30 pmSBP-BDL
7h 31m1 stop
United Airlines Logo
8:00 am - 1:36 pmBDL-SBP
8h 36m1 stop
$339United Airlines
Find Deal
Wed, Aug 27 - Sat, Sep 6
Hawaiian Airlines Logo
7:14 pm - 7:55 amSBP-BOS
9h 41m1 stop
Hawaiian Airlines Logo
4:49 pm - 10:15 pmBOS-SBP
8h 26m1 stop
$358Hawaiian Airlines
Find Deal
Tue, May 13 - Tue, May 20
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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 $466 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $660 and $633 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. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonDecember
High seasonOctober
Cheapest flight$146
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 4% 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.

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 9968 reviews
8.2Boarding
7.1Food
7.9Comfort
7.1Entertainment
8.5Crew
Airline reviews

My youngest didn't have a assigned seat until we biard6the plane.

2.0 MediocreStephanie, Apr 2025SAN - SLC
Read more Alaska Airlines reviews

My youngest didn't have a assigned seat until we biard6the plane.

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

There was no seating at the gate, no where to charge your devices, super crowded. Boarding in group F meant all luggage space was taken when it was time for me to board. The boarding crew was short with everyone and seemed irritated. The luggage space was insufficient, the seat was too small for me (6'4") and very uncomfortable trip. I was in a middle seat between a person snoring the whole trip and a person with very strong body odor. The flight crew was terse and unfriendly, seemed irritated and impatient. Yelled a lot at people with earbuds in, understandable. Finally, we arrived 10 minutes early, only to sit on the tarmac for 20 minutes and wait for a gate. Worst flight experience I've had in years.

Check your emails that you sent me. 9 emails were sent telling me that my flight is Delayed. Each one with a different time 7:10, 7:55, 9:31, 9:09, 9:29, 9:44, 10:00, 9:49, and 10:10. That was how my experience went.

It was my first time flying Alaska Airlines and first time flying from Santa Rosa airport. The staff was very professional and friendly. Their instructions were clear and any question was answered satisfactorily. My seat was comfortable and the in-flight beverage service very adequate for the duration of the flight. We arrived ahead of the scheduled landing time and deplaning was simple. I look forward to flying with Alaska again.

Personal demeanor not good on flight returning to LAX..Great and superb on the way to Portland

No non-alcoholic drinks available except water and small apple juice cans.

Flight attendant took my carefully folded coat and flung it across the aisle to the bin across the way. Where one of the passengers rescued it for me, because that just wasn’t right!!

First time flying with any airline that has decent seating. Great experience crew was friendly and the pilot was as well.

The gate was too far away for the connecting flight

Compared with other carriers business class for an overnight was not worth the extra expense.

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

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.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

Wish movie and music choices changed more often. Mostly same from a month or two ago when I last flew.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

It was good. Just that the seats could not be reclined. The people behind were not ready to let the chairs be reclined

Plane left & arrived early- 5 Crew great. Wi fi - paid for 2, only 1 worked - so so. Waste of $. Coolie was good

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

The flight was quick and to the point. The crew just did their job w/o excessive talking and everything was just perfect.

Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

I paid for what I got which was cheap, I brought my own entertainment. I knew what to expect, so I could be prepared. If you’re flying economy, check in early like me. I have no problems with my flight, was on time, staff were friendly, and overall good experience.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

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