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Cheap flights from Chicago to Hailey from $186

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 9/13. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:20 am - 2:49 pm
ORD
-
SUN
8h 29m
1 stop
Delta Logo
3:34 pm - 9:18 pm
SUN
-
ORD
4h 44m
1 stop
$361Delta
Fri, Apr 10 - Mon, Apr 13
Delta Logo
8:55 am - 2:49 pm
ORD
-
SUN
6h 54m
2 stops
Delta Logo
12:42 pm - 9:18 pm
SUN
-
ORD
7h 36m
1 stop
$366Delta
Fri, Apr 10 - Mon, Apr 13
American Airlines Logo
9:55 am - 12:59 pm
ORD
-
SUN
4h 04mnonstop
American Airlines Logo
1:27 pm - 6:00 pm
SUN
-
ORD
3h 33mnonstop
$371American Airlines
Sun, Mar 29 - Wed, Apr 1
United Airlines Logo
8:40 am - 1:35 pm
ORD
-
SUN
5h 55m
1 stop
United Airlines Logo
2:24 pm - 9:20 pm
SUN
-
ORD
5h 56m
1 stop
$375United Airlines
Sat, Apr 11 - Tue, Apr 14
United Airlines Logo
8:40 am - 11:44 am
ORD
-
SUN
4h 04mnonstop
United Airlines Logo
2:24 pm - 9:20 pm
SUN
-
ORD
5h 56m
1 stop
$383United Airlines
Sat, Apr 4 - Tue, Apr 7
United Airlines Logo
4:00 pm - 6:58 pm
ORD
-
SUN
3h 58mnonstop
United Airlines Logo
8:15 am - 12:48 pm
SUN
-
ORD
3h 33mnonstop
$384United Airlines
Wed, Jul 29 - Mon, Aug 3
Delta Logo
7:35 am - 12:01 pm
ORD
-
SUN
5h 26m
1 stop
Delta Logo
12:42 pm - 11:58 pm
SUN
-
ORD
10h 16m
2 stops
$388Delta
Fri, Apr 17 - Mon, Apr 20
Delta Logo
7:35 am - 12:01 pm
ORD
-
SUN
5h 26m
1 stop
Delta Logo
3:34 pm - 9:18 pm
SUN
-
ORD
4h 44m
1 stop
$390Delta
Fri, Apr 17 - Mon, Apr 20
United Airlines Logo
7:00 am - 1:35 pm
ORD
-
SUN
7h 35m
1 stop
United Airlines Logo
2:24 pm - 9:20 pm
SUN
-
ORD
5h 56m
1 stop
$393United Airlines
Sat, Apr 4 - Tue, Apr 7
Delta Logo
9:29 am - 9:42 pm
MDW
-
SUN
13h 13m
2 stops
Delta Logo
7:15 am - 6:36 pm
SUN
-
MDW
10h 21m
2 stops
$400Delta
Mon, Apr 27 - Mon, May 4

Delta flights from Chicago to Hailey

Our best Delta deals on Chicago to Hailey flight tickets
Delta
Apr 10
ORD7:20 amChicago O'Hare Intl
8h 29m
1 stop
SUN2:49 pmHailey Sun Valley-Friedman
Apr 13
SUN3:34 pmHailey Sun Valley-Friedman
4h 44m
1 stop
ORD9:18 pmChicago O'Hare Intl
$361
Delta
Apr 10
ORD8:55 amChicago O'Hare Intl
6h 54m
2 stops
SUN2:49 pmHailey Sun Valley-Friedman
Apr 13
SUN12:42 pmHailey Sun Valley-Friedman
7h 36m
1 stop
ORD9:18 pmChicago O'Hare Intl
$366
Delta
Apr 17
ORD7:35 amChicago O'Hare Intl
5h 26m
1 stop
SUN12:01 pmHailey Sun Valley-Friedman
Apr 20
SUN12:42 pmHailey Sun Valley-Friedman
10h 16m
2 stops
ORD11:58 pmChicago O'Hare Intl
$388

American Airlines flights from Chicago to Hailey

Our best American Airlines deals on Chicago to Hailey flight tickets
American Airlines
Mar 27
ORD9:50 amChicago O'Hare Intl
4h 04m
SUN12:54 pmHailey Sun Valley-Friedman
Apr 3
SUN1:26 pmHailey Sun Valley-Friedman
3h 33m
ORD5:59 pmChicago O'Hare Intl
$355
American Airlines
Mar 29
ORD9:55 amChicago O'Hare Intl
4h 04m
SUN12:59 pmHailey Sun Valley-Friedman
Apr 1
SUN1:27 pmHailey Sun Valley-Friedman
3h 33m
ORD6:00 pmChicago O'Hare Intl
$371

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 March 18, 2026.
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

Cheapest round-trip

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 4/10

7:20 am-2:49 pm

1 stop8h 29m

Hailey Sun Valley-Friedman

Mon 4/13

3:34 pm-9:18 pm

1 stop4h 44m

$361

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 4/10

8:55 am-2:49 pm

2 stops6h 54m

Hailey Sun Valley-Friedman

Mon 4/13

12:42 pm-9:18 pm

1 stop7h 36m

$366

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sun 3/29

9:55 am-12:59 pm

Nonstop4h 04m

Hailey Sun Valley-Friedman

Wed 4/1

1:27 pm-6:00 pm

Nonstop3h 33m

$371

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 4/11

8:40 am-1:35 pm

1 stop5h 55m

Hailey Sun Valley-Friedman

Tue 4/14

2:24 pm-9:20 pm

1 stop5h 56m

$375

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 4/4

8:40 am-11:44 am

Nonstop4h 04m

Hailey Sun Valley-Friedman

Tue 4/7

2:24 pm-9:20 pm

1 stop5h 56m

$383
Quickest round-trip

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 7/29

4:00 pm-6:58 pm

Nonstop3h 58m

Hailey Sun Valley-Friedman

Mon 8/3

8:15 am-12:48 pm

Nonstop3h 33m

$384

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 4/17

7:35 am-12:01 pm

1 stop5h 26m

Hailey Sun Valley-Friedman

Mon 4/20

12:42 pm-11:58 pm

2 stops10h 16m

$388

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Fri 4/17

7:35 am-12:01 pm

1 stop5h 26m

Hailey Sun Valley-Friedman

Mon 4/20

3:34 pm-9:18 pm

1 stop4h 44m

$390

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Sat 4/4

7:00 am-1:35 pm

1 stop7h 35m

Hailey Sun Valley-Friedman

Tue 4/7

2:24 pm-9:20 pm

1 stop5h 56m

$393

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Mon 4/27

9:29 am-9:42 pm

2 stops13h 13m

Hailey Sun Valley-Friedman

Mon 5/4

7:15 am-6:36 pm

2 stops10h 21m

$400

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, Sunday is the cheapest day to fly to Hailey from Chicago. The lowest ticket price found for a Sunday departure recently was $331. 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 $506.

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 morning. momondo users have found flights departing from Chicago to Hailey in the morning for as low as $406. 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 in the evening because they tend to be around $459. 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.

Can stopping save me money on Chicago to Hailey flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago to Hailey flight.

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

$272

Fastest flight time

3h 58m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Hailey

1 airport
The best one-way flight to Hailey from Chicago in the past 72 hours is $272. The best round-trip flight deal from Chicago to Hailey found on momondo in the last 72 hours is $281.
The fastest flight from Chicago to Hailey takes 3h 58m
Direct flights go from Chicago to Hailey on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There is 1 airport in Hailey. From Chicago there are direct flights to 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 58m 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
8,286 reviews
Search Delta flights
United AirlinesPriceFrom $331Free CancellationRating
7.4
9,435 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Hailey

    The lowest priced United Airlines flight from Chicago to Hailey from the last 72 hours was $331. Generally, United Airlines has 7 flights on this route every week with an average price of $430. United Airlines is rated 7.4/10 by our users.

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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