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Cheap flights from Chicago to Hailey from $103

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 3/30. 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

Enter your travel dates to find the best prices.
United Airlines Logo
8:42 am - 11:53 am
ORD
-
SUN
4h 11mnonstop
United Airlines Logo
12:34 pm - 5:05 pm
SUN
-
ORD
3h 31mnonstop
$281United Airlines
Tue, Mar 10 - Thu, Mar 12
United Airlines Logo
2:01 pm - 9:24 pm
ORD
-
SUN
8h 23m
1 stop
United Airlines Logo
12:34 pm - 5:05 pm
SUN
-
ORD
3h 31mnonstop
$291United Airlines
Tue, Mar 10 - Thu, Mar 12
Delta Logo
7:15 am - 12:01 pm
ORD
-
SUN
5h 46m
1 stop
Delta Logo
3:25 pm - 9:52 pm
SUN
-
ORD
5h 27m
1 stop
$307Delta
Tue, Feb 17 - Sat, Feb 21
American Airlines Logo
9:50 am - 12:54 pm
ORD
-
SUN
4h 04mnonstop
American Airlines Logo
1:27 pm - 6:00 pm
SUN
-
ORD
3h 33mnonstop
$314American Airlines
Tue, Feb 17 - Sat, Feb 21
United Airlines Logo
2:01 pm - 9:24 pm
ORD
-
SUN
8h 23m
1 stop
United Airlines Logo
2:33 pm - 10:55 pm
SUN
-
ORD
7h 22m
1 stop
$338United Airlines
Tue, Mar 10 - Thu, Mar 12
American Airlines Logo
9:50 am - 12:54 pm
ORD
-
SUN
4h 04mnonstop
American Airlines Logo
1:27 pm - 6:00 pm
SUN
-
ORD
3h 33mnonstop
$349American Airlines
Mon, Mar 2 - Mon, Mar 9
American Airlines Logo
9:50 am - 12:54 pm
ORD
-
SUN
4h 04mnonstop
American Airlines Logo
7:40 am - 5:47 pm
SUN
-
ORD
9h 07m
1 stop
$354American Airlines
Tue, Feb 17 - Sat, Feb 21
Alaska Airlines Logo
7:00 am - 6:22 pm
ORD
-
SUN
12h 22m
1 stop
Alaska Airlines Logo
11:52 am - 11:56 pm
SUN
-
ORD
11h 04m
1 stop
$382Alaska Airlines
Wed, Feb 25 - Sat, Feb 28
Alaska Airlines Logo
5:29 pm - 11:10 am
ORD
-
SUN
18h 41m
1 stop
Alaska Airlines Logo
7:04 pm - 6:08 pm
SUN
-
ORD
22h 04m
2 stops
$391Alaska Airlines
Mon, Mar 2 - Mon, Mar 9
Delta Logo
1:10 pm - 9:50 pm
MDW
-
SUN
9h 40m
2 stops
Delta Logo
7:15 am - 6:36 pm
SUN
-
MDW
10h 21m
2 stops
$730Delta
Fri, Apr 10 - Mon, Apr 13

Delta flights from Chicago to Hailey

Our best Delta deals on Chicago to Hailey flight tickets
Delta
Feb 17
ORD7:15 amChicago O'Hare Intl
5h 46m
1 stop
SUN12:01 pmHailey Sun Valley-Friedman
Feb 21
SUN3:25 pmHailey Sun Valley-Friedman
5h 27m
1 stop
ORD9:52 pmChicago O'Hare Intl
$307
Delta
Feb 17
ORD5:25 amChicago O'Hare Intl
10h 15m
2 stops
SUN2:40 pmHailey Sun Valley-Friedman
Feb 21
SUN3:25 pmHailey Sun Valley-Friedman
5h 27m
1 stop
ORD9:52 pmChicago O'Hare Intl
$400
Delta
Feb 7
ORD11:45 amChicago O'Hare Intl
11h 10m
2 stops
SUN9:55 pmHailey Sun Valley-Friedman
Feb 13
SUN1:41 pmHailey Sun Valley-Friedman
9h 11m
1 stop
ORD11:52 pmChicago O'Hare Intl
$545

American Airlines flights from Chicago to Hailey

Our best American Airlines deals on Chicago to Hailey flight tickets
American Airlines
Feb 17
ORD9:50 amChicago O'Hare Intl
4h 04m
SUN12:54 pmHailey Sun Valley-Friedman
Feb 21
SUN1:27 pmHailey Sun Valley-Friedman
3h 33m
ORD6:00 pmChicago O'Hare Intl
$314
American Airlines
Mar 2
ORD9:50 amChicago O'Hare Intl
4h 04m
SUN12:54 pmHailey Sun Valley-Friedman
Mar 9
SUN1:27 pmHailey Sun Valley-Friedman
3h 33m
ORD6:00 pmChicago O'Hare Intl
$349
American Airlines
Feb 17
ORD9:50 amChicago O'Hare Intl
4h 04m
SUN12:54 pmHailey Sun Valley-Friedman
Feb 21
SUN7:40 amHailey Sun Valley-Friedman
9h 07m
1 stop
ORD5:47 pmChicago O'Hare Intl
$354

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 February 3, 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

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 3/10

8:42 am-11:53 am

Nonstop4h 11m

Hailey Sun Valley-Friedman

Thu 3/12

12:34 pm-5:05 pm

Nonstop3h 31m

$281

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 3/10

2:01 pm-9:24 pm

1 stop8h 23m

Hailey Sun Valley-Friedman

Thu 3/12

12:34 pm-5:05 pm

Nonstop3h 31m

$291

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 2/17

7:15 am-12:01 pm

1 stop5h 46m

Hailey Sun Valley-Friedman

Sat 2/21

3:25 pm-9:52 pm

1 stop5h 27m

$307

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 2/17

9:50 am-12:54 pm

Nonstop4h 04m

Hailey Sun Valley-Friedman

Sat 2/21

1:27 pm-6:00 pm

Nonstop3h 33m

$314

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 3/10

2:01 pm-9:24 pm

1 stop8h 23m

Hailey Sun Valley-Friedman

Thu 3/12

2:33 pm-10:55 pm

1 stop7h 22m

$338

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 3/2

9:50 am-12:54 pm

Nonstop4h 04m

Hailey Sun Valley-Friedman

Mon 3/9

1:27 pm-6:00 pm

Nonstop3h 33m

$349

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Tue 2/17

9:50 am-12:54 pm

Nonstop4h 04m

Hailey Sun Valley-Friedman

Sat 2/21

7:40 am-5:47 pm

1 stop9h 07m

$354

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Wed 2/25

7:00 am-6:22 pm

1 stop12h 22m

Hailey Sun Valley-Friedman

Sat 2/28

11:52 am-11:56 pm

1 stop11h 04m

$382

ChicagoHailey

ORD - SUN

ORDSUN

Chicago O'Hare Intl

Mon 3/2

5:29 pm-11:10 am

1 stop18h 41m

Hailey Sun Valley-Friedman

Mon 3/9

7:04 pm-6:08 pm

2 stops22h 04m

$391

ChicagoHailey

MDW - SUN

MDWSUN

Chicago Midway

Fri 4/10

1:10 pm-9:50 pm

2 stops9h 40m

Hailey Sun Valley-Friedman

Mon 4/13

7:15 am-6:36 pm

2 stops10h 21m

$730

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 $368. 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 Tuesday, with ticket prices averaging around $499.

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?

No. A direct flight is the cheapest option for a flight between Chicago to Hailey.

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

$245

Fastest flight time

3h 57m

Direct flights

Every day

Airports in Hailey

1 airport
The best one-way flight to Hailey from Chicago in the past 72 hours is $245. The best round-trip flight deal from Chicago to Hailey found on momondo in the last 72 hours is $411.
The fastest flight from Chicago to Hailey takes 3h 57m
Direct flights go from Chicago to Hailey every day.
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 57m 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
8,138 reviews
Search Delta flights
United AirlinesPriceFrom $331Free CancellationRating
7.4
9,236 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 $434. 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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