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CHI - SUN

$269 Find cheap flights from Chicago to Hailey

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Hailey departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
sáb. 6/29
sáb. 7/6

Search hundreds of travel sites at once for deals on flights to Hailey

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hailey, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hailey, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Hailey (CHI-SUN)

 
These are the cheapest deals for flights from Chicago to Hailey currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Hailey

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Hailey.

Recent one-way flight deals from Chicago to Hailey

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Hailey found on KAYAK recently.

Recent last minute flight deals from Chicago to Hailey

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Hailey.

Recent direct flight deals from Chicago to Hailey

The latest deals for direct flights from Chicago to Hailey so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Hailey

Find recent round-trip train or bus tickets from Chicago to Hailey.

All round-trip flight deals to Hailey

The cheapest plane tickets to Hailey found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:22 pm - 10:17 amORD-SUN
13h 55m1 stop
11:00 am - 4:40 amSUN-ORD
16h 40m1 stop
$464Alaska Airlines
Find Deal
lun., jul. 15 - jue., jul. 18
9:22 pm - 10:17 amORD-SUN
13h 55m1 stop
11:00 am - 6:20 amSUN-ORD
18h 20m2 stops
$513Alaska Airlines
Find Deal
lun., jul. 15 - jue., jul. 18
8:32 pm - 1:20 pmORD-SUN
17h 48m1 stop
2:05 pm - 10:55 pmSUN-ORD
7h 50m1 stop
$532United Airlines
Find Deal
mié., jul. 3 - mié., jul. 10
2:36 pm - 9:05 pmORD-SUN
7h 29m1 stop
7:00 am - 10:55 pmSUN-ORD
14h 55m1 stop
$536United Airlines
Find Deal
sáb., ago. 3 - sáb., ago. 10
3:50 pm - 9:05 pmORD-SUN
6h 15m1 stop
8:45 am - 1:13 pmSUN-ORD
3h 28mnonstop
$564United Airlines
Find Deal
sáb., ago. 3 - sáb., ago. 10
9:08 pm - 9:05 pmORD-SUN
24h 57m1 stop
2:05 pm - 11:59 pmSUN-ORD
8h 54m2 stops
$582United Airlines
Find Deal
mié., jul. 3 - mié., jul. 10
2:36 pm - 9:05 pmORD-SUN
7h 29m1 stop
7:00 am - 12:25 amSUN-ORD
16h 25m2 stops
$617United Airlines
Find Deal
sáb., ago. 3 - sáb., ago. 10
10:28 am - 9:57 pmMDW-SUN
12h 29m2 stops
7:30 am - 5:04 pmSUN-MDW
8h 34m2 stops
$973Delta
Find Deal
sáb., ago. 3 - sáb., ago. 10
1:24 pm - 9:57 pmMDW-SUN
9h 33m2 stops
7:30 am - 5:04 pmSUN-MDW
8h 34m2 stops
$1,178Delta
Find Deal
lun., jul. 15 - jue., jul. 18
9:22 am - 9:57 pmORD-SUN
13h 35m2 stops
7:30 am - 4:32 pmSUN-ORD
8h 02m2 stops
$1,178Delta
Find Deal
lun., jul. 15 - jue., jul. 18
7:35 am - 12:16 pmORD-SUN
5h 41m1 stop
$269Delta
Find Deal
dom., jul. 21
1:31 pm - 9:57 pmORD-SUN
9h 26m2 stops
$274Delta
Find Deal
sáb., jul. 20
6:00 am - 10:17 amORD-SUN
29h 17m1 stop
$297Alaska Airlines
Find Deal
sáb., jul. 20
8:45 am - 11:41 amORD-SUN
3h 56mnonstop
$325United Airlines
Find Deal
sáb., jul. 20
6:35 am - 10:17 amORD-SUN
28h 42m2 stops
$387Alaska Airlines
Find Deal
lun., jul. 15
9:08 pm - 1:20 pmORD-SUN
17h 12m1 stop
$407United Airlines
Find Deal
lun., jul. 15
8:45 am - 11:41 amORD-SUN
3h 56mnonstop
$428United Airlines
Find Deal
dom., jul. 21
6:35 am - 10:17 amORD-SUN
28h 42m2 stops
$476Alaska Airlines
Find Deal
dom., jul. 21
2:35 pm - 9:04 pmORD-SUN
7h 29m1 stop
$499United Airlines
Find Deal
mié., jun. 5
2:15 pm - 10:33 pmMDW-SUN
9h 18m2 stops
$1,049Delta
Find Deal
mié., jun. 5
8:52 am - 11:48 amORD-SUN
3h 56mnonstop
2:20 pm - 9:04 pmSUN-ORD
5h 44m1 stop
$629United Airlines
Find Deal
sáb., jun. 1 - mar., jun. 11
2:35 pm - 9:04 pmORD-SUN
7h 29m1 stop
2:20 pm - 10:55 pmSUN-ORD
7h 35m1 stop
$638United Airlines
Find Deal
mar., jun. 4 - mar., jun. 11
9:30 am - 9:04 pmORD-SUN
12h 34m2 stops
2:20 pm - 10:55 pmSUN-ORD
7h 35m1 stop
$643United Airlines
Find Deal
mar., jun. 4 - mar., jun. 11
9:30 am - 9:04 pmORD-SUN
12h 34m2 stops
7:00 am - 11:15 pmSUN-ORD
15h 15m2 stops
$648United Airlines
Find Deal
mar., jun. 4 - mar., jun. 11
8:52 am - 11:48 amORD-SUN
3h 56mnonstop
2:20 pm - 10:55 pmSUN-ORD
7h 35m1 stop
$649United Airlines
Find Deal
sáb., jun. 1 - mar., jun. 11
7:45 am - 12:44 pmORD-SUN
5h 59m1 stop
1:35 pm - 9:32 pmSUN-ORD
6h 57m1 stop
$658Delta
Find Deal
vie., may. 31 - lun., jun. 3
11:45 am - 10:33 pmORD-SUN
11h 48m2 stops
1:35 pm - 9:32 pmSUN-ORD
6h 57m1 stop
$663Delta
Find Deal
vie., may. 31 - lun., jun. 3
8:53 am - 9:04 pmORD-SUN
13h 11m2 stops
7:00 am - 9:00 pmSUN-ORD
13h 00m2 stops
$668United Airlines
Find Deal
vie., may. 31 - lun., jun. 3
10:35 am - 9:04 pmORD-SUN
11h 29m2 stops
2:20 pm - 12:13 amSUN-ORD
8h 53m2 stops
$783United Airlines
Find Deal
sáb., jun. 1 - mar., jun. 11
2:15 pm - 10:33 pmMDW-SUN
9h 18m2 stops
7:30 am - 9:46 pmSUN-MDW
13h 16m2 stops
$1,058Delta
Find Deal
mar., jun. 4 - mar., jun. 11
8:45 am - 11:41 amORD-SUN
3h 56mnonstop
8:45 am - 1:13 pmSUN-ORD
3h 28mnonstop
$639United Airlines
Find Deal
sáb., ago. 3 - sáb., ago. 10

Flights from Chicago to Hailey - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Hailey to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Hailey flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Hailey.
Our data shows that the cheapest route for a one-way flight from Chicago to Hailey cost $342 and was between Chicago O'Hare Intl Airport and Hailey. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $470.

What’s the cheapest day of the week to fly from Chicago to Hailey?

The average price of all flights from Chicago to Hailey clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Hailey, look for departures on Sundays and avoid leaving on a Wednesday, as it's usually the priciest day. When flying back from Hailey, Monday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago to Hailey?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Hailey, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Hailey is September, where tickets cost $419 on average. On the other hand, the most expensive months are June and February, where the average cost of tickets is $770 and $739 respectively.

Which airlines provide the cheapest flights from Chicago to Hailey?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Hailey found by KAYAK users in the last 72 hours was for $464 on Alaska Airlines, followed by United Airlines ($532). One-way flight deals have also been found from as low as $269 on Delta and from $297 on Alaska Airlines.

Which airlines fly non-stop between Chicago and Hailey?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Hailey.
There is just one airline that flies from Chicago to Hailey direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $408.

How many flights are there between Chicago and Hailey per day?

Each day, there are 2 nonstop flights that take off from Chicago and land in Hailey, with an average flight time of 3h 56m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 4 flights and there are the same amount of flights each day 2.

Which cabin class options are there for flights between Chicago and Hailey?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are First and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Hailey take?

Nonstop flights from Chicago generally make it to Hailey in 3h 56m. The flying distance between the two cities is 1,352 miles.

What’s the earliest departure time from Chicago to Hailey?

Early birds can take the earliest flight from Chicago at 8:45 am and will be landing in Hailey at 11:41 am.

What’s the latest departure time from Chicago to Hailey?

If you prefer to fly at night, the latest flight from Chicago to Hailey jets off at 8:52 am and lands at 11:48 am.

Good to know

Low season

September

High season

August

Cheapest flight

$269
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Airport to Hailey

When to book flights from Chicago to Hailey

Are your dates flexible? Find out the best times to travel from Chicago to Hailey based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Hailey

  • What is the cheapest flight from Chicago to Hailey?

    In the last 3 days, the lowest price for a flight from Chicago to Hailey was $269 for a one-way ticket and $464 for a round-trip.

  • Do I need a passport to fly between Chicago and Hailey?

    No, a passport isn't needed to fly from Chicago to Hailey. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to Hailey?

    On your way to Hailey, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Hailey Sun Valley-Friedman.

  • Which aircraft models fly most regularly from Chicago to Hailey?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Hailey flight route.

  • Which airline alliances offer flights from Chicago to Hailey?

    Star Alliance is the only airline alliance operating flights between Chicago and Hailey.

  • On which days can I fly direct from Chicago to Hailey?

    You can catch a nonstop flight from Chicago to Hailey on on Saturday, and Sunday.

  • Which is the best airline for flights from Chicago to Hailey, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Hailey are Delta and United Airlines. With an average price for the route of $703 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $624 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Hailey?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Hailey.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Hailey?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hailey from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Hailey?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hailey with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Hailey?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hailey from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Hailey

  • Looking for a cheap flight? 25% of our users found flights on this route for $573 or less round-trip.

Prefer to fly non-stop from Chicago to Hailey?

Find which airlines fly direct from Chicago to Sun Valley-Friedman, which days they fly and book direct flights.

Nonstop departures

Chicago to Hailey Sun Valley-Friedman

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Nonstop returns

Hailey Sun Valley-Friedman to Chicago

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top airlines flying from Chicago to Hailey

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hailey. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Hailey? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Book cheap flights from Chicago to Hailey

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Hailey found on KAYAK in the last 72 hours.
7/21dom.
1 stopDelta
5h 41mORD-SUN
$269
7/20sáb.
2 stopsDelta
9h 26mORD-SUN
$274
7/20sáb.
1 stopAlaska Airlines
29h 17mORD-SUN
$297
7/20sáb.
nonstopUnited Airlines
3h 56mORD-SUN
$325
7/15lun.
2 stopsAlaska Airlines
28h 42mORD-SUN
$387
7/15lun.
1 stopUnited Airlines
17h 12mORD-SUN
$407
7/21dom.
nonstopUnited Airlines
3h 56mORD-SUN
$428
7/21dom.
2 stopsAlaska Airlines
28h 42mORD-SUN
$476
6/5mié.
1 stopUnited Airlines
7h 29mORD-SUN
$499
6/5mié.
2 stopsDelta
9h 18mMDW-SUN
$1,049

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Last minute flights from Chicago to Hailey

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Hailey that are departing in the next 10 days.
6/1sáb.
nonstopUnited Airlines
3h 56mORD-SUN
6/11mar.
multi-stopUnited Airlines
5h 44mSUN-ORD
$629
6/4mar.
multi-stopUnited Airlines
7h 29mORD-SUN
6/11mar.
multi-stopUnited Airlines
7h 35mSUN-ORD
$638
6/4mar.
multi-stopUnited Airlines
12h 34mORD-SUN
6/11mar.
multi-stopUnited Airlines
7h 35mSUN-ORD
$643
6/4mar.
multi-stopUnited Airlines
12h 34mORD-SUN
6/11mar.
multi-stopUnited Airlines
15h 15mSUN-ORD
$648
6/1sáb.
nonstopUnited Airlines
3h 56mORD-SUN
6/11mar.
multi-stopUnited Airlines
7h 35mSUN-ORD
$649
5/31vie.
multi-stopDelta
5h 59mORD-SUN
6/3lun.
multi-stopDelta
6h 57mSUN-ORD
$658
5/31vie.
multi-stopDelta
11h 48mORD-SUN
6/3lun.
multi-stopDelta
6h 57mSUN-ORD
$663
5/31vie.
multi-stopUnited Airlines
13h 11mORD-SUN
6/3lun.
multi-stopUnited Airlines
13h 00mSUN-ORD
$668
6/1sáb.
multi-stopUnited Airlines
11h 29mORD-SUN
6/11mar.
multi-stopUnited Airlines
8h 53mSUN-ORD
$783
6/4mar.
multi-stopDelta
9h 18mMDW-SUN
6/11mar.
multi-stopDelta
13h 16mSUN-MDW
$1,058

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Flights to Hailey

Destination:

Hailey (SUN)United States

Cabin classes:

$931
$3,262
$1,010
$470

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