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Cheap flights from Chicago to Hailey from $156

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 1/27. 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

Enter your travel dates to find the best prices.
American Airlines Logo
12:15 pm - 3:23 pmORD-SUN
4h 08mnonstop
American Airlines Logo
1:16 pm - 5:51 pmSUN-ORD
3h 35mnonstop
$281American Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
American Airlines Logo
1:25 pm - 8:17 pmORD-SUN
7h 52m1 stop
American Airlines Logo
1:16 pm - 5:51 pmSUN-ORD
3h 35mnonstop
$291American Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
Alaska Airlines Logo
6:06 pm - 11:14 amORD-SUN
18h 08m1 stop
Alaska Airlines Logo
11:56 am - 11:55 pmSUN-ORD
10h 59m1 stop
$300Alaska Airlines
Find Deal
Fri, Jan 9 - Tue, Jan 13
Delta Logo
7:20 am - 2:42 pmORD-SUN
8h 22m1 stop
Delta Logo
7:25 am - 1:38 pmSUN-ORD
5h 13m1 stop
$301Delta
Find Deal
Tue, Jan 6 - Tue, Jan 13
Delta Logo
7:20 am - 12:03 pmORD-SUN
5h 43m1 stop
Delta Logo
7:25 am - 5:56 pmSUN-ORD
9h 31m2 stops
$306Delta
Find Deal
Thu, Jan 8 - Thu, Jan 15
Delta Logo
1:28 pm - 9:55 pmMDW-SUN
9h 27m2 stops
Delta Logo
7:25 am - 5:34 pmSUN-MDW
9h 09m2 stops
$311Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
Delta Logo
1:54 pm - 9:55 pmORD-SUN
9h 01m2 stops
Delta Logo
12:43 pm - 11:57 pmSUN-ORD
10h 14m2 stops
$311Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
United Airlines Logo
8:45 am - 12:02 pmORD-SUN
4h 17mnonstop
United Airlines Logo
12:43 pm - 5:24 pmSUN-ORD
3h 41mnonstop
$325United Airlines
Find Deal
Fri, Jan 9 - Tue, Jan 13
United Airlines Logo
8:45 am - 12:02 pmORD-SUN
4h 17mnonstop
United Airlines Logo
12:43 pm - 5:24 pmSUN-ORD
3h 41mnonstop
$361United Airlines
Find Deal
Tue, Jan 6 - Thu, Jan 15
Alaska Airlines Logo
7:00 am - 6:44 pmORD-SUN
12h 44m2 stops
Alaska Airlines Logo
7:26 pm - 6:29 amSUN-ORD
10h 03m1 stop
$398Alaska Airlines
Find Deal
Sun, Jan 4 - Mon, Jan 5

American Airlines flights from Chicago to Hailey

Our best American Airlines deals on Chicago to Hailey flight tickets
American Airlines
Jan 18
ORD12:15 pmChicago O'Hare Intl
4h 08m
SUN3:23 pmHailey Sun Valley-Friedman
Jan 23
SUN1:16 pmHailey Sun Valley-Friedman
3h 35m
ORD5:51 pmChicago O'Hare Intl
$281
Find similar
American Airlines
Jan 18
ORD1:25 pmChicago O'Hare Intl
7h 52m
1 stop
SUN8:17 pmHailey Sun Valley-Friedman
Jan 23
SUN1:16 pmHailey Sun Valley-Friedman
3h 35m
ORD5:51 pmChicago O'Hare Intl
$291
Find similar
American Airlines
Mar 4
ORD12:17 pmChicago O'Hare Intl
10h 05m
1 stop
SUN9:22 pmHailey Sun Valley-Friedman
Mar 10
SUN1:30 pmHailey Sun Valley-Friedman
3h 20m
ORD5:50 pmChicago O'Hare Intl
$335
Find similar

Alaska Airlines flights from Chicago to Hailey

Our best Alaska Airlines deals on Chicago to Hailey flight tickets
Alaska Airlines
Jan 9
ORD6:06 pmChicago O'Hare Intl
18h 08m
1 stop
SUN11:14 amHailey Sun Valley-Friedman
Jan 13
SUN11:56 amHailey Sun Valley-Friedman
10h 59m
1 stop
ORD11:55 pmChicago O'Hare Intl
$300
Find similar
Alaska Airlines
Jan 4
ORD7:00 amChicago O'Hare Intl
12h 44m
2 stops
SUN6:44 pmHailey Sun Valley-Friedman
Jan 5
SUN7:26 pmHailey Sun Valley-Friedman
10h 03m
1 stop
ORD6:29 amChicago O'Hare Intl
$398
Find similar
Alaska Airlines
Dec 31
ORD7:00 amChicago O'Hare Intl
12h 44m
2 stops
SUN6:44 pmHailey Sun Valley-Friedman
Jan 5
SUN7:26 pmHailey Sun Valley-Friedman
10h 03m
1 stop
ORD6:29 amChicago O'Hare Intl
$453
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 October 30, 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

Sun 1/18

12:15 pm-3:23 pm

Nonstop4h 08m

Hailey Sun Valley-Friedman

Fri 1/23

1:16 pm-5:51 pm

Nonstop3h 35m

$281

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sun 1/18

1:25 pm-8:17 pm

1 stop7h 52m

Hailey Sun Valley-Friedman

Fri 1/23

1:16 pm-5:51 pm

Nonstop3h 35m

$291

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 1/9

6:06 pm-11:14 am

1 stop18h 08m

Hailey Sun Valley-Friedman

Tue 1/13

11:56 am-11:55 pm

1 stop10h 59m

$300

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 1/6

7:20 am-2:42 pm

1 stop8h 22m

Hailey Sun Valley-Friedman

Tue 1/13

7:25 am-1:38 pm

1 stop5h 13m

$301

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Thu 1/8

7:20 am-12:03 pm

1 stop5h 43m

Hailey Sun Valley-Friedman

Thu 1/15

7:25 am-5:56 pm

2 stops9h 31m

$306

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Wed 1/7

1:28 pm-9:55 pm

2 stops9h 27m

Hailey Sun Valley-Friedman

Wed 1/14

7:25 am-5:34 pm

2 stops9h 09m

$311

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 1/7

1:54 pm-9:55 pm

2 stops9h 01m

Hailey Sun Valley-Friedman

Wed 1/14

12:43 pm-11:57 pm

2 stops10h 14m

$311

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 1/9

8:45 am-12:02 pm

Nonstop4h 17m

Hailey Sun Valley-Friedman

Tue 1/13

12:43 pm-5:24 pm

Nonstop3h 41m

$325

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 1/6

8:45 am-12:02 pm

Nonstop4h 17m

Hailey Sun Valley-Friedman

Thu 1/15

12:43 pm-5:24 pm

Nonstop3h 41m

$361

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sun 1/4

7:00 am-6:44 pm

2 stops12h 44m

Hailey Sun Valley-Friedman

Mon 1/5

7:26 pm-6:29 am

1 stop10h 03m

$398

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, Wednesday is the cheapest day to fly to Hailey from Chicago. The lowest ticket price found for a Wednesday departure recently was $349. 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 Thursday, with ticket prices averaging around $637.

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

Fastest flight time

3h 52m

Direct flights

Every day

Airports in Hailey

1 airport
The fastest flight from Chicago to Hailey takes 3h 52m
Direct flights go from Chicago to Hailey every day.
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 4h 01m 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
7.9
7,998 reviews
Search Delta flights
United AirlinesPriceFrom $362Free CancellationRating
7.4
8,998 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.

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