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$134+ Cheap flights from Chicago (CHI) 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SUN
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap flight deals from Chicago to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 April 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$267
(Delta)

One-way from

$134
(Delta)

Popular in

June

Cheapest in

March

Average price

$468
Provider with most accurate pricing for Chicago (CHI)-Hailey Sun Valley-Friedman flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Hailey Sun Valley-Friedman flights.
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From Chicago (CHI) to Hailey Sun Valley-Friedman
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One-way flight from Chicago (CHI) to Hailey Sun Valley-Friedman
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Highest demand for flights based on searches. 9% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Hailey

Cheapest flights from Chicago to Hailey
Explore the most affordable flight options available from Chicago to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Delta deal was found by Cheapflights users on 4/24. 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 5/97:30 amORD - SUN
1 stop8h 11mDelta
Tue 5/133:21 pmSUN - ORD
1 stop5h 19mDelta
Deal found 4/24$267
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 5/51:16 pmMDW - SUN
2 stops10h 09mDelta
Tue 5/67:30 amSUN - MDW
2 stops9h 50mDelta
Deal found 4/23$389
This United Airlines deal was found by Cheapflights users on 4/25. 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 6/97:10 amORD - SUN
1 stop7h 33mUnited Airlines
Mon 6/162:25 pmSUN - ORD
1 stop7h 16mUnited Airlines
Deal found 4/25$499
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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.
Mon 6/97:59 pmORD - SUN
2 stops38h 33mAlaska Airlines
Mon 6/1610:20 amSUN - ORD
2 stops12h 19mAlaska Airlines
Deal found 4/25$571

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 April 25, 2025.
Use the filters below to find and compare flights from Chicago to Hailey that are best for you.

Fly from

Chicago

Fly to

Hailey

Route

Depart

Return

Price

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 5/9

7:30 am-2:41 pm

1 stop8h 11m

Hailey Sun Valley-Friedman

Tue 5/13

3:21 pm-9:40 pm

1 stop5h 19m

$267

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Mon 5/5

1:16 pm-10:25 pm

2 stops10h 09m

Hailey Sun Valley-Friedman

Tue 5/6

7:30 am-6:20 pm

2 stops9h 50m

$389

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 6/9

7:10 am-1:43 pm

1 stop7h 33m

Hailey Sun Valley-Friedman

Mon 6/16

2:25 pm-10:41 pm

1 stop7h 16m

$499

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 6/9

7:59 pm-9:32 am

2 stops38h 33m

Hailey Sun Valley-Friedman

Mon 6/16

10:20 am-11:39 pm

2 stops12h 19m

$571

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 8/12

7:15 am-2:48 pm

1 stop8h 33m

$134

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Thu 8/14

6:00 am-9:38 am

1 stop28h 38m

$139

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Tue 8/12

10:35 am-9:55 pm

2 stops12h 20m

$215

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 8/12

7:35 pm-10:36 pm

Nonstop4h 01m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Compare providers for flights from Chicago to Hailey

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Hailey in April.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

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

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

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

Currently, April is the cheapest month in which you can book a flight from Chicago to Hailey (average of $471). Flying from Chicago to Hailey in July is currently the most expensive (average of $612). 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.

What is the cheapest time of day to fly from CHI to SUN?

Find hourly flight availability from Chicago to Hailey. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from Chicago to Hailey, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 20% versus a flight at noon.

Rainfall in Hailey by month

Plan your trip to Hailey by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hailey ranges from 0.4 - 2.4 inches per month. January is typically the wettest month, when rainfall can reach 2.4 in. July is typically the driest time to visit Hailey when rainfall is around 0.4 in.

Temperature in Hailey by month

Plan your trip to Hailey by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hailey, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

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 April 25, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and United Airlines from Chicago to Hailey by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,927 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Most people fly into Hailey Sun Valley-Friedman (SUN) if they book a flight to Hailey from Chicago. On average, Sun Valley-Friedman has 0 inbound flights from Chicago per day from 1 airline. Hailey Sun Valley-Friedman is conveniently located just 1.3 mi from Hailey’s city center.

  • What are the cheapest airlines flying from Chicago to Hailey round-trip?

    Cheapflights users have booked flights from Chicago to Hailey round-trip from $267. Other airlines that can offer you cheap pricing are United Airlines, from $499, and Alaska Airlines, from $571. Users have found that Delta is 52% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $134. Alaska Airlines flights start at $139 while deals on United Airlines start at $325 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Hailey?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Hailey (average of $471). Flying from Chicago to Hailey in July is currently the most expensive (average of $612). 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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Top airline flying from Chicago to Hailey

Discover the top airline that operate flights from Chicago 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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$364Average$645FlexibilityNo cancel feeOn-time69%

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