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Hailey

$349+ Cheap flights from Madison to Hailey (MSN - SUN)

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SUN
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Madison to Hailey

Cheapest flights from Madison to Hailey
Explore the most affordable flight options available from Madison to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
MSN
-
SUN
1 stop7h 49m
American Airlines
Sat 2/141:27 pm
SUN
-
MSN
1 stop6h 47m
American Airlines
Deal found 1/26$349
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 2/106:30 am
MSN
-
SUN
2 stops8h 15m
United Airlines
Sat 2/147:00 am
SUN
-
MSN
1 stop6h 44m
United Airlines
Deal found 1/26$434
This Delta deal was found by Cheapflights users on 1/26. 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.
Tue 2/105:38 am
MSN
-
SUN
2 stops10h 12m
Delta
Sat 2/141:41 pm
SUN
-
MSN
2 stops8h 07m
Delta
Deal found 1/26$462
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 2/74:20 pm
MSN
-
SUN
1 stop6h 09m
United Airlines
Wed 2/112:31 pm
SUN
-
MSN
1 stop5h 49m
United Airlines
Deal found 1/27$510
This Delta deal was found by Cheapflights users on 1/26. 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.
Sat 1/316:30 am
MSN
-
SUN
2 stops9h 20m
Delta
Mon 2/212:59 pm
SUN
-
MSN
2 stops8h 51m
Delta
Deal found 1/26$537
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/87:30 am
MSN
-
SUN
1 stop6h 19m
American Airlines
Thu 2/121:27 pm
SUN
-
MSN
1 stop6h 29m
American Airlines
Deal found 1/28$541
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 1/318:15 am
MSN
-
SUN
1 stop6h 30m
United Airlines
Mon 2/22:31 pm
SUN
-
MSN
1 stop5h 49m
United Airlines
Deal found 1/26$556
This United Airlines deal was found by Cheapflights users on 1/28. 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 2/812:32 pm
MSN
-
SUN
2 stops9h 57m
United Airlines
Thu 2/122:32 pm
SUN
-
MSN
1 stop5h 16m
United Airlines
Deal found 1/28$566

Find flight deals from Madison to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Hailey (SUN). 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 January 28, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$349
(American Airlines)
Provider with most accurate pricing for Madison Truax Field-Hailey Sun Valley-Friedman flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Hailey Sun Valley-Friedman flights.
Search Deals
From Madison Truax Field to Hailey Sun Valley-Friedman
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 January 28, 2026.
Use the filters below to find and compare flights from Madison to Hailey that are best for you.

Fly from

Madison

Fly to

Hailey

Route

Depart

Return

Price

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Tue 2/10

6:00 am-12:49 pm

1 stop7h 49m

Hailey Sun Valley-Friedman

Sat 2/14

1:27 pm-9:14 pm

1 stop6h 47m

$349

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Tue 2/10

6:30 am-1:45 pm

2 stops8h 15m

Hailey Sun Valley-Friedman

Sat 2/14

7:00 am-2:44 pm

1 stop6h 44m

$434

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Tue 2/10

5:38 am-2:50 pm

2 stops10h 12m

Hailey Sun Valley-Friedman

Sat 2/14

1:41 pm-10:48 pm

2 stops8h 07m

$462

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Sat 2/7

4:20 pm-9:29 pm

1 stop6h 09m

Hailey Sun Valley-Friedman

Wed 2/11

12:43 pm-7:07 pm

1 stop5h 24m

$510

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Sun 2/8

7:30 am-12:49 pm

1 stop6h 19m

Hailey Sun Valley-Friedman

Thu 2/12

1:27 pm-8:56 pm

1 stop6h 29m

$541

MadisonHailey

MSN - SUN

MSNSUN

Madison Truax Field

Sun 2/8

12:32 pm-9:29 pm

2 stops9h 57m

Hailey Sun Valley-Friedman

Thu 2/12

2:32 pm-8:48 pm

1 stop5h 16m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

  • Most accurate provider: When it comes to deals on Madison-Hailey flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Madison-Hailey flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Madison-Hailey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Hailey flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Hailey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Hailey

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

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

Currently, April is the cheapest month in which you can book a flight from Madison to Hailey (average of $122). Flying from Madison to Hailey in November is currently the most expensive (average of $345). 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 Madison to Hailey. 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 Madison to Hailey?

    Departing from Madison to Hailey will take you 7h 49m. Airlines will cover a distance of 1250 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Madison to Hailey (average of $122). Flying from Madison to Hailey in November is currently the most expensive (average of $345). 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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