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Hailey

$171+ Cheap flights from Massachusetts to Hailey (SUN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SUN
mar. 7 — mar. 141
sáb. 3/7
sáb. 3/14
1 adult, Economy
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Cheap flight deals from Massachusetts to Hailey

Cheapest flights from Massachusetts to Hailey
Explore the most affordable flight options available from Massachusetts to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 5, 2026.

This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/237:00 am
BOS
-
SUN
1 stop13h 22m
Alaska Airlines
mié. 2/257:04 pm
SUN
-
BOS
1 stop9h 50m
Alaska Airlines
Deal found 2/3$289
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/26:52 am
BOS
-
SUN
1 stop8h 02m
American Airlines
dom. 4/51:29 pm
SUN
-
BOS
1 stop8h 36m
American Airlines
Deal found 2/3$341
This Alaska Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/39:02 am
BOS
-
SUN
1 stop11h 20m
Alaska Airlines
sáb. 3/77:04 pm
SUN
-
BOS
1 stop8h 48m
Alaska Airlines
Deal found 2/4$345
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/33:09 pm
BOS
-
SUN
1 stop8h 10m
United Airlines
sáb. 3/77:00 am
SUN
-
BOS
2 stops13h 26m
United Airlines
Deal found 2/4$346
This Alaska Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/257:00 am
BOS
-
SUN
1 stop13h 22m
Alaska Airlines
mar. 3/2412:00 pm
SUN
-
BOS
1 stop9h 59m
Alaska Airlines
Deal found 2/4$353
This Alaska Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/277:00 am
BOS
-
SUN
1 stop13h 22m
Alaska Airlines
lun. 3/2312:00 pm
SUN
-
BOS
1 stop9h 59m
Alaska Airlines
Deal found 2/4$365
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/235:31 pm
BOS
-
SUN
1 stop21h 23m
American Airlines
mié. 2/257:40 am
SUN
-
BOS
2 stops13h 08m
American Airlines
Deal found 2/4$367
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/206:52 am
BOS
-
SUN
1 stop8h 02m
American Airlines
vie. 2/277:40 am
SUN
-
BOS
2 stops13h 08m
American Airlines
Deal found 2/2$370
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/236:05 am
BDL
-
SUN
1 stop7h 48m
United Airlines
mié. 2/252:32 pm
SUN
-
BDL
1 stop7h 17m
United Airlines
Deal found 2/3$471
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/711:05 am
BDL
-
SUN
2 stops12h 57m
American Airlines
vie. 3/131:26 pm
SUN
-
BDL
1 stop6h 54m
American Airlines
Deal found 2/2$494
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/286:05 am
ALB
-
SUN
2 stops9h 30m
United Airlines
sáb. 5/22:30 pm
SUN
-
ALB
1 stop7h 00m
United Airlines
Deal found 2/4$506
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/46:03 am
BDL
-
SUN
2 stops10h 47m
Delta
mié. 2/117:25 am
SUN
-
BDL
2 stops11h 44m
Delta
Deal found 2/3$645

Find flight deals from Massachusetts to Hailey

Keep the following information in mind while searching for Massachusetts to Hailey flight deals. Data was last updated febrero 5, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$289
(Alaska Airlines)

One-way from

$171
(United Airlines)

Popular in

September

Cheapest in

April

Average price

$602
Provider with most accurate pricing for Boston Logan Intl-Hailey Sun Valley-Friedman flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Hailey Sun Valley-Friedman flights.
Search Deals
From Massachusetts to Hailey Sun Valley-Friedman
Search Deals
One-way flight from Massachusetts to Hailey Sun Valley-Friedman
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Hailey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrero 5, 2026.
Use the filters below to find and compare flights from Massachusetts to Hailey that are best for you.

Fly from

Massachusetts

Fly to

Hailey

Route

Depart

Return

Price

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

lun. 2/23

7:00 am-6:22 pm

1 stop13h 22m

Hailey Sun Valley-Friedman

mié. 2/25

7:04 pm-6:54 am

1 stop9h 50m

$313

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

jue. 4/2

6:52 am-12:54 pm

1 stop8h 02m

Hailey Sun Valley-Friedman

dom. 4/5

1:29 pm-12:05 am

1 stop8h 36m

$341

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

mar. 3/3

9:02 am-6:22 pm

1 stop11h 20m

Hailey Sun Valley-Friedman

sáb. 3/7

7:04 pm-5:52 am

1 stop8h 48m

$345

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

mar. 3/3

3:09 pm-9:19 pm

1 stop8h 10m

Hailey Sun Valley-Friedman

sáb. 3/7

7:00 am-10:26 pm

2 stops13h 26m

$346

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

sáb. 3/21

6:10 pm-11:18 am

1 stop19h 08m

Hailey Sun Valley-Friedman

sáb. 3/28

12:00 pm-11:59 pm

1 stop9h 59m

$353

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

mié. 2/25

7:00 am-6:22 pm

1 stop13h 22m

Hailey Sun Valley-Friedman

mar. 3/24

12:00 pm-11:59 pm

1 stop9h 59m

$353

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

vie. 2/27

12:32 pm-10:02 pm

1 stop11h 30m

Hailey Sun Valley-Friedman

jue. 3/26

1:27 pm-12:11 am

1 stop8h 44m

$365

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

vie. 2/27

6:00 am-11:53 am

1 stop7h 53m

Hailey Sun Valley-Friedman

jue. 3/26

12:34 pm-9:28 pm

1 stop6h 54m

$365

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

vie. 2/27

7:00 am-6:22 pm

1 stop13h 22m

Hailey Sun Valley-Friedman

lun. 3/23

12:00 pm-11:59 pm

1 stop9h 59m

$365

BostonHailey

BOS - SUN

BOSSUN

Boston Logan Intl

vie. 2/20

9:02 am-6:22 pm

1 stop11h 20m

Hailey Sun Valley-Friedman

vie. 2/27

11:52 am-11:59 pm

1 stop10h 07m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 22 results
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Best time to book a flight from Massachusetts to Hailey

Have a flexible travel schedule? Discover the best time to fly to Hailey from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Massachusetts to Hailey?

Currently, April is the cheapest month in which you can book a flight from Massachusetts to Hailey (average of $204). Flying from Massachusetts to Hailey in June is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Hailey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hailey from Massachusetts?

    If you book a flight to Hailey from Massachusetts, you will be flying to Sun Valley-Friedman, which is the city’s only airport. Hailey Sun Valley-Friedman (SUN) is located 1.3 mi from the center of Hailey.

  • How long is the flight from Massachusetts to Hailey?

    Alaska Airlines, American Airlines, and United Airlines can get you from Massachusetts to Hailey in just under 8h 02m. Your travel time can differ by up to 5h 20m. Massachusetts and Hailey are separated by a distance of 2165 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Massachusetts to Hailey?

    Most travelers choose Boston Logan Intl - Hailey Sun Valley-Friedman, Hartford Bradley Intl - Hailey Sun Valley-Friedman or Albany Intl - Hailey Sun Valley-Friedman when deciding on the best route from Massachusetts to Hailey.

  • Can I find deals for flights from Massachusetts to Hailey that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Hailey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Hailey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Hailey.

  • Can I find deals for business class flights from Massachusetts to Hailey?

    Yes. Cheapflights offers flight deals from Massachusetts to Hailey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Hailey?

    Currently, April is the cheapest month in which you can book a flight from Massachusetts to Hailey (average of $204). Flying from Massachusetts to Hailey in June is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Stanley

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Top 3 airlines flying from Massachusetts to Hailey

Discover the top 3 airlines that operate flights from Massachusetts to Hailey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrero 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$260Average$558FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$518FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$369Average$696FlexibilityNo cancel feeOn-time69%

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