$212 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 10/22. 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

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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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Cheap Flights from San Luis Obispo to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$344
Boston
Boston1 stop$344

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, Dec 3 - Mon, Dec 8
Alaska Airlines Logo
7:51 pm - 7:29 amSBP-BOS
8h 38m1 stop
Alaska Airlines Logo
4:24 pm - 11:18 pmBOS-SBP
9h 54m1 stop
$344Alaska Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
Alaska Airlines Logo
7:51 pm - 7:29 amSBP-BOS
8h 38m1 stop
Alaska Airlines Logo
6:59 pm - 4:38 pmBOS-SBP
24h 39m2 stops
$358Alaska Airlines
Find Deal
Wed, Oct 15 - Thu, Oct 23
United Airlines Logo
10:55 am - 11:57 pmSBP-BDL
10h 02m2 stops
United Airlines Logo
6:00 am - 2:04 pmBDL-SBP
11h 04m2 stops
$378United Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
Alaska Airlines Logo
7:56 pm - 12:20 amSBP-BOS
25h 24m1 stop
Alaska Airlines Logo
7:00 am - 7:01 pmBOS-SBP
15h 01m1 stop
$382Alaska Airlines
Find Deal
Tue, Oct 14 - Tue, Dec 2
American Airlines Logo
12:27 pm - 11:30 pmSBP-BOS
8h 03m1 stop
American Airlines Logo
8:52 am - 3:36 pmBOS-SBP
9h 44m1 stop
$384American Airlines
Find Deal
Tue, Oct 14 - Tue, Dec 2
American Airlines Logo
4:43 pm - 8:26 amSBP-BOS
12h 43m2 stops
American Airlines Logo
6:05 am - 12:12 pmBOS-SBP
9h 07m1 stop
$389American Airlines
Find Deal
Tue, Oct 14 - Tue, Dec 2
American Airlines Logo
4:43 pm - 8:26 amSBP-BOS
12h 43m2 stops
American Airlines Logo
6:30 am - 3:36 pmBOS-SBP
12h 06m2 stops
$394American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
12:57 pm - 11:35 pmSBP-BOS
7h 38m1 stop
American Airlines Logo
6:48 am - 3:36 pmBOS-SBP
11h 48m2 stops
$401American Airlines
Find Deal
Sat, Mar 7 - Tue, Mar 10
United Airlines Logo
7:45 am - 9:22 pmSBP-BDL
10h 37m2 stops
United Airlines Logo
8:00 am - 1:43 pmBDL-SBP
8h 43m1 stop
$414United Airlines
Find Deal
Sat, Mar 7 - Tue, Mar 10
United Airlines Logo
7:45 am - 9:22 pmSBP-BDL
10h 37m2 stops
United Airlines Logo
6:15 am - 2:13 pmBDL-SBP
10h 58m2 stops
$419United Airlines
Find Deal
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 December.

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 $442 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $655 and $601 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, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$212
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 4% 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 10000 reviews
8.1Boarding
7.0Entertainment
7.8Comfort
7.1Food
8.5Crew
Airline reviews

The flight was good, but your car partner, Wisecars, was worse thane awful. They didn't have an agent nor had they inform me which car rental they were supposed to have issued a voucher.

10.0 ExcellentAnonymous, Sep 2025FAT - PDX
Read more Alaska Airlines reviews

The flight was good, but your car partner, Wisecars, was worse thane awful. They didn't have an agent nor had they inform me which car rental they were supposed to have issued a voucher.

I don’t want to pay extra to choose my seat

Flight was smooth, pleasant passengers and crew. Enjoyed the experience

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

Flight attendant was awful, I felt second hand embarrassment with every one of her interactions with people onboard. She was so incredibly rude every chance she got

Great flight - efficient and cheerful team on board, at SFO gate. Also, PAE (Paine Field, Everett, WA) is a great little airport to fly out or in to!

My flight wait is 3 hours delayed due to Unknown reason. We waited a very long time in the tarmac. Our flight 24 was scheduled @ 7, therefore we left my house at 330 to park our car. We were at the gate @ 530, then we were told at 6a that it will be late , we boarded at 930 but did not take off until 1015. Therefore my arranged pick up in JFK was cancelled because of no show. Before all these I got an email offers of changing my flight to a different date which I took a day earlier. I will never again take Alaska Airlines, very Inefficient and Disappointing.

Such great crew, from checkin to the plane. So friendly and helpful, I was genuinely impressed.

I was sitting towards back of plane and the flight attendants I thought spoke unusually loud for an evening flight. They chatted and chatted all night long and it seemed odd to me that they didn’t try to lower their voices. It is annoying as a passenger to hear all their conversations.

Staff at Gate desk were helpful. My connecting flight from the first part of my trip Kona to Seattle was late. I had to run through SeaTac Seattle to catch my flight to San Jose. They made an exception to let me board. On my return trip San Jose to San Diego and San Diego to Honolulu the same thing happened. One flight arrived late and I had to run through the terminal to catch my connection. There are no Gluten-free & Vegan options meals and snacks to purchase.

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.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

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.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Was not able to watch most shows on the entertainment site. They would not load

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

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