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$485+ Cheap flights from Midway (MDW) 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SUN
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from Midway to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 agosto 18, 2025.

Round-trip from

$938
(Delta)

One-way from

$485
(Delta)

Popular in

August

Cheapest in

March

Average price

$930
From Chicago Midway to Hailey Sun Valley-Friedman
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One-way flight from Chicago Midway to Hailey Sun Valley-Friedman
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Highest demand for flights based on searches. 18% potential increase in price ($125 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Hailey

Cheapest flights from Midway to Hailey
Explore the most affordable flight options available from Midway to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 18, 2025.

This Delta deal was found by Cheapflights users on 8/16. 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.
dom. 8/316:00 amMDW - SUN
2 stops9h 35mDelta
jue. 9/47:30 amSUN - MDW
2 stops10h 07mDelta
Deal found 8/16$938
This Delta deal was found by Cheapflights users on 8/17. 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.
vie. 10/31:43 pmMDW - SUN
2 stops9h 17mDelta
dom. 10/57:30 amSUN - MDW
2 stops9h 05mDelta
Deal found 8/17$1,229
This Delta deal was found by Cheapflights users on 8/17. 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.
lun. 9/16:00 amMDW - SUN
2 stops9h 35mDelta
vie. 9/57:30 amSUN - MDW
2 stops9h 07mDelta
Deal found 8/17$1,249
This Delta deal was found by Cheapflights users on 8/17. 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.
dom. 12/2810:08 amMDW - SUN
2 stops8h 42mDelta
vie. 1/26:40 pmSUN - MDW
2 stops13h 41mDelta
Deal found 8/17$1,579
This Delta deal was found by Cheapflights users on 8/17. 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.
vie. 12/269:30 amMDW - SUN
2 stops9h 20mDelta
vie. 1/26:40 pmSUN - MDW
2 stops13h 41mDelta
Deal found 8/17$2,030

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 agosto 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Hailey that are best for you.

Fly from

Midway

Fly to

Hailey

Route

Depart

Return

Price

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

dom. 8/31

6:00 am-2:35 pm

2 stops9h 35m

Hailey Sun Valley-Friedman

jue. 9/4

7:30 am-6:37 pm

2 stops10h 07m

$938

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

vie. 10/3

1:43 pm-10:00 pm

2 stops9h 17m

Hailey Sun Valley-Friedman

dom. 10/5

7:30 am-5:35 pm

2 stops9h 05m

$1,229

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

lun. 9/1

6:00 am-2:35 pm

2 stops9h 35m

Hailey Sun Valley-Friedman

vie. 9/5

7:30 am-5:37 pm

2 stops9h 07m

$1,249

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

vie. 9/12

1:43 pm-10:00 pm

2 stops9h 17m

$485

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

jue. 9/11

1:08 pm-10:00 pm

2 stops9h 52m

$745

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

vie. 9/12

8:39 pm-9:34 am

3 stops37h 55m

$753

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

jue. 9/11

8:39 pm-9:34 am

3 stops37h 55m

$769

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Best time to book a flight from Midway to Hailey

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

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Chicago Midway?

    Hailey Sun Valley-Friedman (SUN) is the airport you will fly into if you book a flight from Chicago Midway to Hailey. You should not have trouble finding flights to Sun Valley-Friedman from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Hailey airport from Chicago Midway. It is only a 1.3 mi journey from Sun Valley-Friedman (SUN) to Hailey’s city center.

  • How long is the flight from Chicago Midway Airport to Hailey?

    Delta can get you from Chicago Midway Airport to Hailey in just under 9h 35m. Your travel time can differ by up to . The distance between Chicago Midway Airport and Hailey is about 1348 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Chicago Midway Airport to Hailey?

    Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Hailey (average of $471). Flying from Chicago Midway Airport to Hailey in December is currently the most expensive (average of $608). 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

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