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$370+ Cheap flights from Hailey to Boston (SUN - BOS)

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
SUN — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Hailey to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Hailey (SUN) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$380
(Alaska Airlines)

One-way from

$370
(American Airlines)

Popular in

August

Cheapest in

November

Average price

$748
From Hailey Sun Valley-Friedman to Boston Logan Intl
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One-way flight from Hailey Sun Valley-Friedman to Boston Logan Intl
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Highest demand for flights based on searches. 14% potential increase in price ($124 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Hailey to Boston

Cheapest flights from Hailey to Boston
Explore the most affordable flight options available from Hailey to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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 10/202:25 pmSUN - BOS
1 stop7h 19mUnited Airlines
Tue 10/2110:34 amBOS - SUN
2 stops12h 44mUnited Airlines
Deal found 9/11$463
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 9/2810:16 amSUN - BOS
1 stop12h 11mAlaska Airlines
Thu 10/29:20 amBOS - SUN
1 stop26h 14mAlaska Airlines
Deal found 9/10$539
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/197:00 amSUN - BOS
2 stops13h 57mUnited Airlines
Tue 10/216:00 amBOS - SUN
2 stops9h 33mUnited Airlines
Deal found 9/11$542
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/281:50 pmSUN - BOS
2 stops19h 18mUnited Airlines
Thu 10/25:30 amBOS - SUN
2 stops18h 22mUnited Airlines
Deal found 9/10$911

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hailey to Boston 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 September 11, 2025.
Use the filters below to find and compare flights from Hailey to Boston that are best for you.

Fly from

Hailey

Fly to

Boston

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

$380

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Fri 2/27

3:25 pm-4:00 pm

2 stops22h 35m

Boston Logan Intl

Tue 3/3

6:00 am-2:52 pm

1 stop10h 52m

$434

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Mon 10/20

2:25 pm-11:44 pm

1 stop7h 19m

Boston Logan Intl

Tue 10/21

10:34 am-9:18 pm

2 stops12h 44m

$463

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Fri 2/27

2:29 pm-8:44 am

2 stops16h 15m

Boston Logan Intl

Tue 3/3

12:30 pm-9:11 pm

2 stops10h 41m

$512

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Sun 9/28

10:16 am-12:27 am

1 stop12h 11m

Boston Logan Intl

Thu 10/2

9:20 am-9:34 am

1 stop26h 14m

$539

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Sun 10/19

7:00 am-10:57 pm

2 stops13h 57m

Boston Logan Intl

Tue 10/21

3:31 pm-9:18 pm

1 stop7h 47m

$550

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Thu 1/1

1:06 pm-11:59 pm

1 stop8h 53m

$370

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Thu 1/1

10:34 am-6:10 am

2 stops17h 36m

$497

HaileyBoston

SUN - BOS

SUNBOS

Hailey Sun Valley-Friedman

Thu 1/1

10:34 am-6:10 pm

3 stops29h 36m

$772

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Hailey to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, January is the cheapest month in which you can book a flight from Hailey to Boston (average of $218). Flying from Hailey to Boston in July is currently the most expensive (average of $311). 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.

How much does it cost to fly round-trip from Hailey to Boston?

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with United Airlines from Hailey to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

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

  • How long is the flight from Hailey to Boston?

    For as low as $463, Alaska Airlines can have you in Boston from Hailey in 7h 19m. Hailey and Boston are separated by a distance of 2165 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Hailey to Boston round-trip?

    United Airlines, at $574, was found to be the cheapest airline from Hailey to Boston.. United Airlines is currently priced 22% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Hailey to Boston (average of $218). Flying from Hailey to Boston in July is currently the most expensive (average of $311). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Waltham
Saugus
Burlington

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Hailey to Boston

Discover the top airline that operate flights from Hailey to Boston. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$574Average$754FlexibilityNo cancel feeOn-time69%

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