$242 Find Cheap Flights from Hailey to Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hailey to Massachusetts departing on 8/27. 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

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Cheap Flights from Hailey to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$429
Albany
Albany1 stop$430
Boston
Boston1 stop$429
Albany
Albany1 stop$430

Book Cheap Hailey 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 Hailey 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 Hailey to Massachusetts

Fri, Jan 8 - Mon, Jan 11
Delta Logo
3:25 pm - 11:49 pm
SUN
-
BOS
6h 24m
1 stop
Delta Logo
6:00 am - 2:54 pm
BOS
-
SUN
10h 54m
1 stop
$429Delta
Thu, Sep 3 - Tue, Sep 8
United Airlines Logo
7:50 am - 7:22 pm
SUN
-
BOS
9h 32m
1 stop
United Airlines Logo
3:15 pm - 9:12 pm
BOS
-
SUN
7h 57m
1 stop
$429United Airlines
Tue, Sep 22 - Tue, Oct 6
United Airlines Logo
2:20 pm - 11:30 pm
SUN
-
ALB
7h 10m
1 stop
United Airlines Logo
10:00 am - 9:25 pm
ALB
-
SUN
13h 25m
2 stops
$430United Airlines
Thu, Sep 3 - Tue, Sep 8
United Airlines Logo
7:50 am - 5:36 pm
SUN
-
BOS
7h 46m
1 stop
United Airlines Logo
12:41 pm - 9:12 pm
BOS
-
SUN
10h 31m
2 stops
$434United Airlines
Fri, Jan 8 - Mon, Jan 11
Delta Logo
7:30 am - 7:45 pm
SUN
-
BOS
10h 15m
2 stops
Delta Logo
6:00 am - 2:54 pm
BOS
-
SUN
10h 54m
1 stop
$434Delta
Fri, Jan 8 - Mon, Jan 11
Delta Logo
7:30 am - 7:11 pm
SUN
-
BOS
9h 41m
2 stops
Delta Logo
3:00 pm - 10:02 pm
BOS
-
SUN
9h 02m
2 stops
$439Delta
Sat, Aug 22 - Thu, Aug 27
Delta Logo
1:05 pm - 11:57 pm
SUN
-
BOS
8h 52m
1 stop
Delta Logo
6:05 am - 12:13 pm
BOS
-
SUN
8h 08m
1 stop
$464Delta
Fri, Oct 30 - Tue, Nov 3
Alaska Airlines Logo
11:48 am - 11:59 pm
SUN
-
BOS
10h 11m
1 stop
Alaska Airlines Logo
7:02 am - 10:51 am
BOS
-
SUN
29h 49m
2 stops
$474Alaska Airlines
Fri, Oct 30 - Tue, Nov 3
Alaska Airlines Logo
11:48 am - 11:59 pm
SUN
-
BOS
10h 11m
1 stop
Alaska Airlines Logo
9:00 am - 10:51 am
BOS
-
SUN
27h 51m
1 stop
$526Alaska Airlines
Fri, Aug 28 - Thu, Sep 3
Alaska Airlines Logo
10:21 am - 7:39 am
SUN
-
BOS
19h 18m
1 stop
Alaska Airlines Logo
7:12 am - 9:39 am
BOS
-
SUN
28h 27m
1 stop
$671Alaska Airlines
Booking Insights

KAYAK's insights & trends for Hailey to Massachusetts flights

Get data-powered insights and trends into flights from Hailey 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 Hailey to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hailey 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 Hailey to Massachusetts is March, when tickets cost $0 (return) on average. On the other hand, the most expensive months are August and October, when the average cost of round-trip tickets is $1,076 and $733 respectively.

Good to know

Low season

December

Cheapest flight

$242
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Hailey to Hartford

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Hailey 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 Hailey to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hailey to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hailey 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 Hailey 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 Hailey 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 Hailey 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 Hailey 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 airlines flying from Hailey to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Hailey 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 Hailey 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.
7.8
DeltaOverall score based on 8492 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
Airline reviews

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

2.0 MediocreAidan, Jul 2026
RDU - BOS
Read more Delta reviews

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Other airlines were canceling flights but Delta got us home. Crew was friendly and professional. It would have been nice to have had a little more notice about the delays because we had already arrived at the airport when the first of several delays were communicated but I understand that storm forecasting isn’t simple and we were grateful that Delta didn’t just cancel the flight.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

On time departure and early arrival. Kind and professional service from flight crew

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

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

I like flying first class, and United has a nice one

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

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

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.

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.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

Good even though flight was delayed, the crew was prompt and efficient.

Everything you need to know for your flight from Hailey to Massachusetts

Information on your arrival and departure airports