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$340+ Cheap flights from Hailey (SUN) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
SUN — BOS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Hailey to Massachusetts

Cheapest flights from Hailey to Massachusetts
Explore the most affordable flight options available from Hailey to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 11/122:43 pmSUN - BOS
1 stop6h 56mUnited Airlines
Sun 11/165:30 amBOS - SUN
2 stops10h 10mUnited Airlines
Deal found 10/27$511
This Delta deal was found by Cheapflights users on 10/27. 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.
Wed 11/123:21 pmSUN - BOS
1 stop6h 23mDelta
Sun 11/166:10 amBOS - SUN
1 stop8h 16mDelta
Deal found 10/27$541
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/203:21 pmSUN - ALB
2 stops30h 14mDelta
Thu 11/276:10 amALB - SUN
2 stops12h 52mDelta
Deal found 10/28$565
This Delta deal was found by Cheapflights users on 10/26. 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.
Fri 10/3112:49 pmSUN - BOS
1 stop8h 59mDelta
Thu 11/66:15 amBOS - SUN
1 stop7h 54mDelta
Deal found 10/26$586
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Fri 10/312:43 pmSUN - BOS
1 stop6h 56mUnited Airlines
Thu 11/65:30 amBOS - SUN
2 stops10h 10mUnited Airlines
Deal found 10/26$625
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/232:43 pmSUN - ALB
2 stops31h 00mUnited Airlines
Wed 11/267:29 pmALB - SUN
2 stops20h 11mUnited Airlines
Deal found 10/28$695
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 11/222:43 pmSUN - ALB
2 stops17h 24mUnited Airlines
Wed 11/267:29 pmALB - SUN
2 stops20h 11mUnited Airlines
Deal found 10/28$710
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/242:43 pmSUN - ALB
2 stops17h 24mUnited Airlines
Wed 11/267:29 pmALB - SUN
2 stops20h 11mUnited Airlines
Deal found 10/28$730
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 11/202:43 pmSUN - ALB
2 stops31h 00mUnited Airlines
Wed 11/267:29 pmALB - SUN
2 stops20h 11mUnited Airlines
Deal found 10/28$748
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/263:21 pmSUN - ALB
2 stops24h 00mDelta
Tue 12/21:00 pmALB - SUN
2 stops27h 41mDelta
Deal found 10/28$749
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/232:43 pmSUN - ALB
2 stops31h 00mUnited Airlines
Mon 12/112:59 pmALB - SUN
2 stops26h 38mUnited Airlines
Deal found 10/28$759
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/252:43 pmSUN - ALB
2 stops31h 00mUnited Airlines
Mon 12/112:59 pmALB - SUN
2 stops26h 38mUnited Airlines
Deal found 10/28$764

Cheap flight deals from Hailey to Massachusetts

Keep the following information in mind while searching for Hailey to Massachusetts flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$340
(Alaska Airlines)
Provider with most accurate pricing for Hailey Sun Valley-Friedman-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hailey Sun Valley-Friedman-Boston Logan Intl flights.
Search Deals
From Hailey Sun Valley-Friedman to Massachusetts
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hailey to Massachusetts 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 October 28, 2025.
Use the filters below to find and compare flights from Hailey to Massachusetts that are best for you.

Fly from

Hailey

Fly to

Massachusetts

Route

Depart

Return

Price

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Fri 2/27

7:15 pm-7:16 am

1 stop10h 01m

Boston Logan Intl

Tue 3/3

10:00 am-6:30 pm

1 stop10h 30m

$340

HaileyHartford

SUN - BDL

SUNBDL

Hailey Sun Valley-Friedman

Fri 2/27

4:03 pm-9:34 am

2 stops15h 31m

Hartford Bradley Intl

Tue 3/3

3:22 pm-9:19 pm

1 stop7h 57m

$434

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Mon 1/26

12:43 pm-9:49 pm

1 stop7h 06m

Boston Logan Intl

Mon 2/2

3:15 pm-9:29 pm

1 stop8h 14m

$485

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Fri 2/27

2:32 pm-12:46 pm

2 stops20h 14m

Boston Logan Intl

Tue 3/3

9:40 am-9:19 pm

2 stops13h 39m

$509

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Wed 11/12

2:43 pm-11:39 pm

1 stop6h 56m

Boston Logan Intl

Sun 11/16

5:30 am-1:40 pm

2 stops10h 10m

$511

HaileyHartford

SUN - BDL

SUNBDL

Hailey Sun Valley-Friedman

Fri 2/27

1:20 pm-10:17 pm

1 stop6h 57m

Hartford Bradley Intl

Tue 3/3

7:00 am-12:51 pm

1 stop7h 51m

$524

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Wed 11/12

3:21 pm-11:44 pm

1 stop6h 23m

Boston Logan Intl

Sun 11/16

6:10 am-12:26 pm

1 stop8h 16m

$541

HaileyAlbany

SUN - ALB

SUNALB

Hailey Sun Valley-Friedman

Sun 11/23

3:21 pm-8:57 am

2 stops15h 36m

Albany Intl

Thu 11/27

6:10 am-5:02 pm

2 stops12h 52m

$565

HaileyAlbany

SUN - ALB

SUNALB

Hailey Sun Valley-Friedman

Thu 11/20

3:21 pm-11:35 pm

2 stops30h 14m

Albany Intl

Thu 11/27

6:10 am-5:02 pm

2 stops12h 52m

$565

HaileyAlbany

SUN - ALB

SUNALB

Hailey Sun Valley-Friedman

Tue 11/25

3:21 pm-11:35 pm

2 stops30h 14m

Albany Intl

Thu 11/27

6:10 am-5:02 pm

2 stops12h 52m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 26 results
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Best time to book a flight from Hailey to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Hailey 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 Hailey to Massachusetts

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

Currently, April is the cheapest month in which you can book a flight from Hailey to Massachusetts (average of $163). Flying from Hailey to Massachusetts in June is currently the most expensive (average of $363). 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated October 28, 2025.
Read through reviews of airlines operating flights from Hailey to Massachusetts, such as Delta and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Hailey to Massachusetts. 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 from for flights from Hailey to Massachusetts?

    Hailey Sun Valley-Friedman (SUN) is the airport you will fly out of if you book a flight from Hailey to Massachusetts. It is only a 1.3 mi journey to Sun Valley-Friedman (SUN) from Hailey’s city center.

  • How long is the flight from Hailey to Massachusetts?

    There are many flights that can get you from Hailey to Massachusetts in 6h 57m. Fly via Alaska Airlines, United Airlines, or American Airlines to get the fastest option. The distance between Hailey and Massachusetts is about 2091 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Hailey to Massachusetts one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $371. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Hailey to Massachusetts for a low price.

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

    The most popular flight routes from Hailey to Massachusetts are Hailey Sun Valley-Friedman - Boston Logan Intl, Hailey Sun Valley-Friedman - Hartford Bradley Intl and Hailey Sun Valley-Friedman - Albany Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hailey to Massachusetts 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 Hailey to Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from Hailey to Massachusetts (average of $163). Flying from Hailey to Massachusetts in June is currently the most expensive (average of $363). 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.

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Top 2 airlines flying from Hailey to Massachusetts

Discover the top 2 airlines that operate flights from Hailey to Massachusetts. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$340Average$608FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$463Average$735FlexibilityNo cancel feeOn-time69%

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