HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hailey

$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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SUN
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Hailey with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 1, 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

$463
Provider with most accurate pricing for Chicago (CHI)-Hailey Sun Valley-Friedman flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hailey Sun Valley-Friedman flights.
Search Deals
From Chicago (CHI) to Hailey Sun Valley-Friedman
Search Deals
One-way flight from Chicago (CHI) to Hailey Sun Valley-Friedman
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals

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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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 7/157:40 amORD - SUN
1 stop7h 55mDelta
Thu 7/243:20 pmSUN - ORD
1 stop5h 48mDelta
Deal found 4/30$267
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 6/166:00 amORD - SUN
1 stop28h 38mAlaska Airlines
Fri 6/2010:20 amSUN - ORD
1 stop8h 22mAlaska Airlines
Deal found 4/30$363
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/147:35 pmORD - SUN
Nonstop3h 56mUnited Airlines
Sat 6/212:25 pmSUN - ORD
1 stop5h 55mUnited Airlines
Deal found 4/30$399
This Delta deal was found by Cheapflights users on 4/30. 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 6/141:47 pmMDW - SUN
2 stops9h 16mDelta
Sat 6/217:30 amSUN - MDW
2 stops10h 11mDelta
Deal found 4/30$459

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 May 1, 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

Tue 7/15

7:40 am-2:35 pm

1 stop7h 55m

Hailey Sun Valley-Friedman

Thu 7/24

3:20 pm-10:08 pm

1 stop5h 48m

$267

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 6/16

6:00 am-9:38 am

1 stop28h 38m

Hailey Sun Valley-Friedman

Fri 6/20

10:20 am-7:42 pm

1 stop8h 22m

$363

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 6/14

7:35 pm-10:31 pm

Nonstop3h 56m

Hailey Sun Valley-Friedman

Sat 6/21

2:25 pm-9:20 pm

1 stop5h 55m

$399

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Sat 6/14

1:47 pm-10:03 pm

2 stops9h 16m

Hailey Sun Valley-Friedman

Sat 6/21

7:30 am-6:41 pm

2 stops10h 11m

$459

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 6/14

7:40 am-11:57 am

1 stop5h 17m

$134

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Fri 5/9

1:08 pm-9:48 pm

2 stops9h 40m

$195

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 6/14

7:35 pm-10:31 pm

Nonstop3h 56m

$325

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 6/13

12:59 am-9:38 am

2 stops33h 39m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 May.
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 May 1, 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 May 1, 2025.
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Alaska Airlines, from $363, and United Airlines, from $399. Users have found that Delta is 51% 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. United Airlines flights start at $325 while deals on Alaska Airlines start at $498 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Stanley

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Hailey

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Jackson flights
O'Hare Intl to Boise flights
O'Hare Intl to Spokane flights
Midway to Jackson flights
Midway to Boise flights
Moline to Idaho Falls flights
O'Hare Intl to Idaho Falls flights
St. Louis to Jackson flights
Peoria to Idaho Falls flights
Midway to Spokane flights
Bloomington to Idaho Falls flights
St. Louis to Boise flights
O'Hare Intl to Hailey flights
Midway to Idaho Falls flights
O'Hare Intl to West Yellowstone flights
Moline to Jackson flights
St. Louis to Spokane flights
St. Louis to Idaho Falls flights
Moline to Spokane flights
O'Hare Intl to Twin Falls flights
Evansville to Jackson flights
Midway to Twin Falls flights
Peoria to Jackson flights
O'Hare Intl to Lewiston flights
Midway to Hailey flights
Peoria to Spokane flights
St. Louis to West Yellowstone flights
Peoria to Boise flights
Midway to West Yellowstone flights
St. Louis to Lewiston flights
Midway to Lewiston flights
Evansville to Spokane flights
Springfield to Idaho Falls flights
Bloomington to Lewiston flights
Bloomington to Spokane flights
Bloomington to Jackson flights
St. Louis to Pocatello flights
Evansville to Boise flights
Peoria to Pocatello flights
Springfield to Spokane flights
O'Hare Intl to Pocatello flights
Springfield to Jackson flights
Champaign to Boise flights
Bloomington to Boise flights

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$364Average$645FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.