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Hailey

$133+ Cheap flights from Illinois 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SUN
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Illinois to Hailey

Keep the following information in mind while searching for Illinois to Hailey flight deals. Data was last updated September 15, 2025.

Round-trip from

$265
(Delta)

One-way from

$133
(Delta)

Popular in

December

Cheapest in

March

Average price

$543

Good round-trip deal

$269 or less
From Illinois to Hailey Sun Valley-Friedman
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One-way flight from Illinois to Hailey Sun Valley-Friedman
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Highest demand for flights based on searches. 20% potential increase in price ($121 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Illinois to Hailey Sun Valley-Friedman.
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Find flight deals from Illinois to Hailey

Cheapest flights from Illinois to Hailey
Explore the most affordable flight options available from Illinois to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/307:50 amORD - SUN
1 stop7h 53mDelta
Sat 11/17:30 amSUN - ORD
1 stop5h 26mDelta
Deal found 9/15$285
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 9/307:55 amORD - SUN
1 stop5h 03mDelta
Sat 10/43:20 pmSUN - ORD
1 stop5h 37mDelta
Deal found 9/15$309
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/32:53 pmORD - SUN
1 stop7h 25mUnited Airlines
Mon 10/62:25 pmSUN - ORD
1 stop7h 14mUnited Airlines
Deal found 9/14$368
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/172:35 pmORD - SUN
1 stop8h 17mUnited Airlines
Tue 10/217:00 amSUN - ORD
1 stop6h 55mUnited Airlines
Deal found 9/14$418
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 9/296:20 amORD - SUN
1 stop28h 14mAlaska Airlines
Fri 10/310:16 amSUN - ORD
1 stop8h 32mAlaska Airlines
Deal found 9/14$437
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/17:10 amORD - SUN
1 stop7h 23mUnited Airlines
Mon 10/62:25 pmSUN - ORD
1 stop7h 14mUnited Airlines
Deal found 9/14$443
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/34:09 pmORD - SUN
1 stop6h 09mUnited Airlines
Sun 10/51:50 pmSUN - ORD
1 stop8h 25mUnited Airlines
Deal found 9/14$518
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:12 pmORD - SUN
2 stops20h 28mUnited Airlines
Sat 11/12:43 pmSUN - ORD
2 stops16h 58mUnited Airlines
Deal found 9/15$530
This Delta deal was found by Cheapflights users on 9/14. 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 9/3010:35 amMDW - SUN
2 stops12h 25mDelta
Wed 10/17:30 amSUN - MDW
2 stops9h 05mDelta
Deal found 9/14$609
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 9/266:00 amMDW - SUN
2 stops9h 37mDelta
Mon 9/297:30 amSUN - MDW
2 stops10h 05mDelta
Deal found 9/15$1,059
This Delta deal was found by Cheapflights users on 9/14. 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 10/31:08 pmMDW - SUN
2 stops9h 52mDelta
Sun 10/57:30 amSUN - MDW
2 stops10h 05mDelta
Deal found 9/14$1,131
This Delta deal was found by Cheapflights users on 9/14. 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 9/291:43 pmMDW - SUN
2 stops9h 17mDelta
Fri 10/37:30 amSUN - MDW
2 stops9h 05mDelta
Deal found 9/14$1,159

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 September 15, 2025.
Use the filters below to find and compare flights from Illinois to Hailey that are best for you.

Fly from

Illinois

Fly to

Hailey

Route

Depart

Return

Price

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 3/4

7:15 am-2:52 pm

1 stop8h 37m

Hailey Sun Valley-Friedman

Tue 3/10

3:25 pm-9:55 pm

1 stop5h 30m

$265

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Thu 10/30

7:50 am-12:09 pm

1 stop5h 19m

Hailey Sun Valley-Friedman

Sat 11/1

12:49 pm-9:43 pm

1 stop7h 54m

$285

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 9/30

7:55 am-11:58 am

1 stop5h 03m

Hailey Sun Valley-Friedman

Wed 10/1

3:20 pm-9:57 pm

1 stop5h 37m

$309

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 9/30

7:55 am-11:58 am

1 stop5h 03m

Hailey Sun Valley-Friedman

Sat 10/4

3:20 pm-9:57 pm

1 stop5h 37m

$309

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 3/4

9:40 am-12:30 pm

Nonstop3h 50m

Hailey Sun Valley-Friedman

Tue 3/10

1:30 pm-5:50 pm

Nonstop3h 20m

$325

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 10/3

2:53 pm-9:18 pm

1 stop7h 25m

Hailey Sun Valley-Friedman

Mon 10/6

2:25 pm-10:39 pm

1 stop7h 14m

$368

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Tue 9/30

10:35 am-10:00 pm

2 stops12h 25m

Hailey Sun Valley-Friedman

Wed 10/1

7:30 am-5:35 pm

2 stops9h 05m

$609

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Fri 9/26

6:00 am-2:37 pm

2 stops9h 37m

Hailey Sun Valley-Friedman

Mon 9/29

7:30 am-6:35 pm

2 stops10h 05m

$1,059

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Fri 10/3

1:08 pm-10:00 pm

2 stops9h 52m

Hailey Sun Valley-Friedman

Sun 10/5

7:30 am-6:35 pm

2 stops10h 05m

$1,131

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Mon 9/29

1:43 pm-10:00 pm

2 stops9h 17m

Hailey Sun Valley-Friedman

Fri 10/3

7:30 am-5:35 pm

2 stops9h 05m

$1,159

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 19 results
1
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Best time to book a flight from Illinois to Hailey

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

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

Currently, April is the cheapest month in which you can book a flight from Illinois to Hailey (average of $471). Flying from Illinois 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.

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

Find hourly flight availability from Illinois 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Hailey as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Located just 1.3 mi from the city center, Hailey Sun Valley-Friedman (SUN) is the airport most travelers will use when flying to Hailey from Illinois.

  • How long is the flight from Illinois to Hailey?

    There are many flights that can get you from Illinois to Hailey in 8h 37m. Fly via Delta to get the fastest option. The distance from Illinois to Hailey is about 1337 mi.

  • What are the cheapest flights from Illinois to Hailey?

    On average you can expect to pay $469 for a flight from Illinois to Hailey. The cheapest flight overall is $269 while the most popular route, (Chicago O'Hare Intl - Hailey Sun Valley-Friedman) is currently priced at $269.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Illinois to Hailey (average of $471). Flying from Illinois 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

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 2 airlines flying from Illinois to Hailey

Discover the top 2 airlines that operate flights from Illinois 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$382FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$393Average$588FlexibilityNo cancel feeOn-time69%

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