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Cheap flights from Chicago to Hailey from $123

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Hailey departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Hailey

Cheap round-trip flights

Delta Logo
7:50 am - 2:43 pmORD-SUN
7h 53m1 stop
Delta Logo
7:30 am - 1:56 pmSUN-ORD
5h 26m1 stop
$265Delta
Find Deal
Sat, Oct 11 - Sat, Oct 25
Delta Logo
7:50 am - 2:43 pmORD-SUN
7h 53m1 stop
Delta Logo
7:30 am - 4:11 pmSUN-ORD
7h 41m2 stops
$292Delta
Find Deal
Sat, Oct 11 - Sat, Oct 25
Delta Logo
7:45 am - 2:35 pmORD-SUN
7h 50m1 stop
Delta Logo
3:15 pm - 10:04 pmSUN-ORD
5h 49m1 stop
$322Delta
Find Deal
Fri, Aug 22 - Sat, Aug 30
United Airlines Logo
7:35 pm - 10:36 pmORD-SUN
4h 01mnonstop
United Airlines Logo
8:15 am - 12:48 pmSUN-ORD
3h 33mnonstop
$329United Airlines
Find Deal
Fri, Aug 22 - Sat, Aug 30
Delta Logo
6:13 pm - 11:51 amORD-SUN
18h 38m2 stops
Delta Logo
3:15 pm - 10:04 pmSUN-ORD
5h 49m1 stop
$339Delta
Find Deal
Fri, Aug 22 - Sat, Aug 30
United Airlines Logo
2:35 pm - 9:02 pmORD-SUN
7h 27m1 stop
United Airlines Logo
8:13 am - 12:46 pmSUN-ORD
3h 33mnonstop
$405United Airlines
Find Deal
Wed, Aug 13 - Sat, Aug 16
American Airlines Logo
9:40 am - 12:30 pmORD-SUN
3h 50mnonstop
American Airlines Logo
1:30 pm - 5:50 pmSUN-ORD
3h 20mnonstop
$491American Airlines
Find Deal
Sun, Dec 21 - Wed, Dec 24
American Airlines Logo
9:40 am - 12:30 pmORD-SUN
3h 50mnonstop
American Airlines Logo
1:30 pm - 5:50 pmSUN-ORD
3h 20mnonstop
$504American Airlines
Find Deal
Sun, Dec 21 - Wed, Dec 24
Alaska Airlines Logo
5:20 pm - 9:34 amORD-SUN
17h 14m2 stops
Alaska Airlines Logo
10:16 am - 7:03 amSUN-ORD
19h 47m1 stop
$559Alaska Airlines
Find Deal
Wed, Sep 10 - Sun, Sep 14
Alaska Airlines Logo
6:00 am - 6:44 pmORD-SUN
13h 44m1 stop
Alaska Airlines Logo
7:26 pm - 6:29 amSUN-ORD
10h 03m1 stop
$720Alaska Airlines
Find Deal
Mon, Dec 22 - Wed, Dec 24

Delta flights from Chicago to Hailey

Our best Delta deals on Chicago to Hailey flight tickets
Delta
Oct 11
ORD7:50 amChicago O'Hare Intl
7h 53m
1 stop
SUN2:43 pmHailey Sun Valley-Friedman
Oct 25
SUN7:30 amHailey Sun Valley-Friedman
5h 26m
1 stop
ORD1:56 pmChicago O'Hare Intl
$265
Find similar
Delta
Oct 11
ORD7:50 amChicago O'Hare Intl
7h 53m
1 stop
SUN2:43 pmHailey Sun Valley-Friedman
Oct 25
SUN7:30 amHailey Sun Valley-Friedman
7h 41m
2 stops
ORD4:11 pmChicago O'Hare Intl
$292
Find similar
Delta
Aug 22
ORD7:45 amChicago O'Hare Intl
7h 50m
1 stop
SUN2:35 pmHailey Sun Valley-Friedman
Aug 30
SUN3:15 pmHailey Sun Valley-Friedman
5h 49m
1 stop
ORD10:04 pmChicago O'Hare Intl
$322
Find similar

Alaska Airlines flights from Chicago to Hailey

Our best Alaska Airlines deals on Chicago to Hailey flight tickets
Alaska Airlines
Sep 10
ORD5:20 pmChicago O'Hare Intl
17h 14m
2 stops
SUN9:34 amHailey Sun Valley-Friedman
Sep 14
SUN10:16 amHailey Sun Valley-Friedman
19h 47m
1 stop
ORD7:03 amChicago O'Hare Intl
$559
Find similar
Alaska Airlines
Dec 22
ORD6:00 amChicago O'Hare Intl
13h 44m
1 stop
SUN6:44 pmHailey Sun Valley-Friedman
Dec 24
SUN7:26 pmHailey Sun Valley-Friedman
10h 03m
1 stop
ORD6:29 amChicago O'Hare Intl
$720
Find similar
Alaska Airlines
Dec 21
ORD7:00 amChicago O'Hare Intl
27h 52m
2 stops
SUN9:52 amHailey Sun Valley-Friedman
Dec 24
SUN7:26 pmHailey Sun Valley-Friedman
32h 36m
2 stops
ORD5:02 amChicago O'Hare Intl
$937
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago to Hailey that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 10/11

7:50 am-2:43 pm

1 stop7h 53m

Hailey Sun Valley-Friedman

Sat 10/25

7:30 am-1:56 pm

1 stop5h 26m

$265

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 10/11

7:50 am-2:43 pm

1 stop7h 53m

Hailey Sun Valley-Friedman

Sat 10/25

7:30 am-4:11 pm

2 stops7h 41m

$292

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 8/22

7:45 am-2:35 pm

1 stop7h 50m

Hailey Sun Valley-Friedman

Sat 8/30

3:15 pm-10:04 pm

1 stop5h 49m

$322

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 8/22

7:35 pm-10:36 pm

Nonstop4h 01m

Hailey Sun Valley-Friedman

Sat 8/30

8:15 am-12:48 pm

Nonstop3h 33m

$329

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 8/22

6:13 pm-11:51 am

2 stops18h 38m

Hailey Sun Valley-Friedman

Sat 8/30

3:15 pm-10:04 pm

1 stop5h 49m

$339

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 8/13

2:35 pm-9:02 pm

1 stop7h 27m

Hailey Sun Valley-Friedman

Sat 8/16

8:13 am-12:46 pm

Nonstop3h 33m

$405

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sun 12/21

9:40 am-12:30 pm

Nonstop3h 50m

Hailey Sun Valley-Friedman

Wed 12/24

1:30 pm-5:50 pm

Nonstop3h 20m

$491

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sun 12/21

9:40 am-12:30 pm

Nonstop3h 50m

Hailey Sun Valley-Friedman

Wed 12/24

1:30 pm-5:50 pm

Nonstop3h 20m

$504

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 9/10

5:20 pm-9:34 am

2 stops17h 14m

Hailey Sun Valley-Friedman

Sun 9/14

10:16 am-7:03 am

1 stop19h 47m

$559

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 12/22

6:00 am-6:44 pm

1 stop13h 44m

Hailey Sun Valley-Friedman

Wed 12/24

7:26 pm-6:29 am

1 stop10h 03m

$720

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hailey from

How to get the cheapest flight ticket from Chicago to Hailey

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Hailey?

According to our data, Saturday is the cheapest day to fly to Hailey from Chicago. The lowest ticket price found for a Saturday departure recently was $469. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Hailey is Wednesday, with ticket prices averaging around $678.

What is the cheapest time of day to depart on your flight to Hailey?

According to our data, the cheapest time of day to fly to Hailey is in the evening. momondo users have found flights departing from Chicago to Hailey in the evening for as low as $459. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $724. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Hailey Sun Valley-Friedman flight route?

Fly from Chicago O'Hare Intl to Hailey Sun Valley-Friedman for the best Chicago - Hailey Sun Valley-Friedman flight prices

What cabin class options are available on Chicago to Hailey Sun Valley-Friedman flights?

There are 2 cabin classes available to choose from on Chicago to Hailey Sun Valley-Friedman flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago to Hailey

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Hailey according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Hailey (CHI to SUN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hailey

Best Price Found

$123

Fastest flight time

3h 50m

Direct flights

Mon, Tue, Wed, Sat and Sun

Airports in Hailey

1 airport
The best one-way flight to Hailey from Chicago in the past 72 hours is $123. The best round-trip flight deal from Chicago to Hailey found on momondo in the last 72 hours is $265.
The fastest flight from Chicago to Hailey takes 3h 50m
Direct flights go from Chicago to Hailey on Monday, Tuesday, Wednesday, Saturday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There is 1 airport near Hailey: Hailey Sun Valley-Friedman (SUN)
Search flight deals

  • How far is Chicago to Hailey Sun Valley-Friedman by plane?

    A flight from Chicago to Hailey Sun Valley-Friedman will travel around 1353.2 mi. Typically, this will take 3h 50m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Hailey Sun Valley-Friedman Airport?

    Prices for flights from Chicago to Hailey Sun Valley-Friedman Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Hailey Sun Valley-Friedman Airport?

  • How old do you have to be to fly from Chicago to Hailey Sun Valley-Friedman Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Hailey Sun Valley-Friedman Airport.

  • What documentation or ID do you need to fly to Hailey Sun Valley-Friedman Airport?

    The travel and health documents required for your trip to Hailey Sun Valley-Friedman Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hailey Sun Valley-Friedman Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Hailey?

  • What is the most popular airline from Chicago to Hailey?

Best airlines flying from Chicago to Hailey

Compare and see reviews for airlines that fly from Chicago to Hailey with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $246Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $364Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Sun Valley
Ketchum
Stanley

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hailey?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Hailey. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Hailey with flexible booking policies on momondo?

momondo does allow users to show only those flights to Hailey from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Hailey?

Once all potential Chicago to Hailey flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Hailey right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Hailey now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Hailey and let you know when they change.

An easier way to manage your Hailey trip

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