$172 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 8/5. 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

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 20% 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.

Flights Deals
Useful Info
Flights Deals

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$332
Boston
Boston1 stop$332

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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Mon, Aug 25 - Sat, Aug 30
American Airlines Logo
4:35 pm - 9:38 amSBP-BDL
14h 03m2 stops
American Airlines Logo
6:28 am - 11:25 amBDL-SBP
7h 57m1 stop
$314American Airlines
Find Deal
Mon, Aug 25 - Sat, Aug 30
American Airlines Logo
4:35 pm - 9:38 amSBP-BDL
14h 03m2 stops
American Airlines Logo
7:10 am - 4:05 pmBDL-SBP
11h 55m2 stops
$319American Airlines
Find Deal
Tue, Aug 12 - Tue, Aug 19
Alaska Airlines Logo
3:45 pm - 7:30 amSBP-BOS
12h 45m1 stop
Alaska Airlines Logo
5:45 pm - 1:32 pmBOS-SBP
22h 47m1 stop
$332Alaska Airlines
Find Deal
Sat, Aug 30 - Wed, Sep 3
American Airlines Logo
12:18 pm - 11:16 pmSBP-BOS
7h 58m1 stop
American Airlines Logo
1:13 pm - 6:43 pmBOS-SBP
8h 30m1 stop
$333American Airlines
Find Deal
Tue, Aug 5 - Sat, Aug 16
American Airlines Logo
12:15 pm - 11:44 pmSBP-BOS
8h 29m1 stop
American Airlines Logo
6:15 am - 12:00 pmBOS-SBP
8h 45m1 stop
$338American Airlines
Find Deal
Tue, Aug 5 - Sat, Aug 16
American Airlines Logo
12:55 pm - 1:41 amSBP-BOS
9h 46m2 stops
American Airlines Logo
5:55 am - 11:25 amBOS-SBP
8h 30m1 stop
$343American Airlines
Find Deal
Fri, Aug 29 - Sat, Sep 13
Hawaiian Airlines Logo
4:57 pm - 6:25 amSBP-BOS
10h 28m1 stop
Hawaiian Airlines Logo
7:45 am - 1:32 pmBOS-SBP
8h 47m1 stop
$352Hawaiian Airlines
Find Deal
Tue, Aug 5 - Fri, Aug 15
Alaska Airlines Logo
3:45 pm - 7:30 amSBP-BOS
12h 45m1 stop
Alaska Airlines Logo
5:45 pm - 3:05 pmBOS-SBP
24h 20m1 stop
$357Alaska Airlines
Find Deal
Wed, Jul 23 - Tue, Jul 29
United Airlines Logo
6:00 pm - 6:14 amSBP-BOS
9h 14m1 stop
United Airlines Logo
7:30 am - 3:51 pmBOS-SBP
11h 21m2 stops
$448United Airlines
Find Deal
Wed, Jul 23 - Tue, Jul 29
United Airlines Logo
6:00 am - 11:10 pmSBP-BOS
14h 10m2 stops
United Airlines Logo
7:30 am - 3:51 pmBOS-SBP
11h 21m2 stops
$453United Airlines
Find Deal
Useful Info

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 December and September, when the average cost of round-trip tickets is $655 and $645 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 9 weeks before departure.


Good to know

Low seasonDecember
High seasonOctober
Cheapest flight$172
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly with an average 7% 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.

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 10000 reviews
8.5Crew
7.1Entertainment
8.1Boarding
7.8Comfort
7.1Food
Airline reviews

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

8.0 ExcellentAnonymous, Jun 2025OAK - SEA
Read more Alaska Airlines reviews

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Staff are helpful and patient. I don’t appreciate the almost 5 hours delay and also the delay of our luggage and being switched from one carousel to another to pick them up.

Staff were great but we were delayed on the tarmac for over an hour.

Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.

Thank you still providing bags for vomit. My son had a migraine and needed a bag to vomit in and it was right there behind the seat in front of us. Thank you!

We waited over an hour for our luggage to arrive at the carousel in Seattle.

The plane was delayed a bit. It wasn't a huge problem though, as we were heading back home.

Flight was great. Boarding was crazy because another flight was boarding late next to ours so everyone was standing and in the way.

Comfortable seat, a little delay, very informative. Love Wi-Fi

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

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

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

The first flight was better in terms of the aircraft.

The gate was too far away for the connecting flight

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Eventless. It was a good flight and good crew. Can’t complaint.

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.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.