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Hailey

$336+ Cheap flights from Milwaukee to Hailey (MKE - 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SUN
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
1 adult, Economy
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Cheap flight deals from Milwaukee to Hailey

Cheapest flights from Milwaukee to Hailey
Explore the most affordable flight options available from Milwaukee to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 16, 2026.

This United Airlines deal was found by Cheapflights users on 3/12. 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 8/2910:45 am
MKE
-
SUN
2 stops12h 01m
United Airlines
Sun 9/68:15 am
SUN
-
MKE
1 stop5h 49m
United Airlines
Deal found 3/12$336
This Delta deal was found by Cheapflights users on 3/15. 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.
Sun 4/57:35 am
MKE
-
SUN
1 stop5h 19m
Delta
Sun 4/1212:40 pm
SUN
-
MKE
1 stop7h 35m
Delta
Deal found 3/15$351
This American Airlines deal was found by Cheapflights users on 3/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:09 am
MKE
-
SUN
1 stop8h 45m
American Airlines
Sun 4/51:29 pm
SUN
-
MKE
1 stop5h 56m
American Airlines
Deal found 3/11$365
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Mon 3/306:44 am
MKE
-
SUN
1 stop7h 10m
American Airlines
Fri 4/31:26 pm
SUN
-
MKE
1 stop5h 59m
American Airlines
Deal found 3/15$391
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/138:15 am
MKE
-
SUN
1 stop6h 20m
United Airlines
Wed 4/152:24 pm
SUN
-
MKE
1 stop5h 57m
United Airlines
Deal found 3/12$411
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 4/112:13 pm
MKE
-
SUN
2 stops10h 02m
United Airlines
Sun 4/512:25 pm
SUN
-
MKE
1 stop8h 24m
United Airlines
Deal found 3/11$416
This Delta deal was found by Cheapflights users on 3/12. 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 8/297:15 am
MKE
-
SUN
1 stop8h 30m
Delta
Sun 9/63:25 pm
SUN
-
MKE
1 stop4h 59m
Delta
Deal found 3/12$445

Find flight deals from Milwaukee to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) 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 March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(United Airlines)
Provider with most accurate pricing for Milwaukee-Mitchell-Hailey Sun Valley-Friedman flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Hailey Sun Valley-Friedman flights.
Search Deals
From Milwaukee-Mitchell to Hailey Sun Valley-Friedman
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 March 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Hailey that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeHailey

MKE - SUN

MKESUN

Milwaukee-Mitchell

Sun 4/5

7:35 am-11:54 am

1 stop5h 19m

Hailey Sun Valley-Friedman

Sun 4/12

12:40 pm-9:15 pm

1 stop7h 35m

$351

MilwaukeeHailey

MKE - SUN

MKESUN

Milwaukee-Mitchell

Wed 4/1

5:09 am-12:54 pm

1 stop8h 45m

Hailey Sun Valley-Friedman

Sun 4/5

1:29 pm-8:25 pm

1 stop5h 56m

$365

MilwaukeeHailey

MKE - SUN

MKESUN

Milwaukee-Mitchell

Sat 8/29

12:10 pm-6:50 pm

1 stop7h 40m

Hailey Sun Valley-Friedman

Sun 9/6

8:15 am-3:04 pm

1 stop5h 49m

$411
Quickest round-trip

MilwaukeeHailey

MKE - SUN

MKESUN

Milwaukee-Mitchell

Mon 4/13

8:15 am-1:35 pm

1 stop6h 20m

Hailey Sun Valley-Friedman

Wed 4/15

2:24 pm-9:21 pm

1 stop5h 57m

$411

MilwaukeeHailey

MKE - SUN

MKESUN

Milwaukee-Mitchell

Wed 4/1

12:13 pm-9:15 pm

2 stops10h 02m

Hailey Sun Valley-Friedman

Sun 4/5

12:25 pm-9:49 pm

1 stop8h 24m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Milwaukee-Hailey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Hailey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Hailey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Hailey flights, Cheapflights users trust FlightHub the most. FlightHub 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 Milwaukee-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 Milwaukee to Hailey

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

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

Currently, July is the cheapest month in which you can book a flight from Milwaukee to Hailey (average of $158). Flying from Milwaukee to Hailey in February is currently the most expensive (average of $286). 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 Hailey

Get insights into the airlines that provide service to Hailey. 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 Hailey. Reviews last updated March 16, 2026.
Read through reviews of airlines operating flights from Milwaukee to Hailey, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,428 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,428 reviews
United Airlines
7.4
Good
9,428 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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 Milwaukee to Hailey?

    Delta, American Airlines, and United Airlines can get you from Milwaukee to Hailey in just under 5h 19m. Your travel time can differ by up to 3h 26m. The distance between Milwaukee and Hailey is about 1323 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Milwaukee to Hailey is United Airlines. Our recent data shows that you can find tickets from as low as $296 on this airline.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Milwaukee to Hailey (average of $158). Flying from Milwaukee to Hailey in February is currently the most expensive (average of $286). 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 airline flying from Milwaukee to Hailey

Discover the top airline that operate flights from Milwaukee 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 March 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$296Average$389FlexibilityNo cancel feeOn-time69%

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