Find cheap flights from Hailey to Chicago

SUN - CHI

Find cheap flights from Hailey to Chicago

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Round-trip
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Hailey (SUN)
Chicago All airports
Tue 8/3
Tue 8/10
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  • Looking for a cheap flight? 25% of our users found flights on this route for $175 or less one-way and $449 or less round-trip.
  • Morning departure is around 39% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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Top 3 airlines serving Hailey Sun Valley-Friedman to Chicago

Scores according to KAYAK customer reviews

8.3
Alaska Airlines
Overall score based on 29,523 reviews
8.5
Boarding
8.3
Comfort
8.8
Crew
7.9
Entertainment
7.9
Food
Airline reviews

Pros: "Movie options and healthy food"

Cons: "The food options"

Pros: "Economy tickets this trip and seated in Row 13 wasn’t too shabby! But passengers need reminding that airplanes deboard in ORDER.. a seat 15 need not shove in front of my 12 year old son.."
Cons: "Late flight and too many dogs who CLEARLY aren’t for therapeutic reasons, but personal.. and NOT well behaved ( barking & jumping .. and on ME, btw..love dogs, have 2 myself but my expectation is a dog in the plane with people ought be ofthe best behaved variety.. screaming babies need Benadryl, parents need to be notified of this, because we ALL pay the same price for tickets and need not be subjected to an acoustical assault for 2/4 hours of a flight ✈️."

Pros: "Awesome crew"

Pros: "Good timing"
Cons: "All went well"

Pros: "Love that they have free movie choices and free earphones. Also, loved the menu for drinks and food!"

Pros: "Short lines, efficient service, most of all kind staff all the way from the counter attendants to the pilots."

Pros: "The spacing between seats were good."
Cons: "The head rest and neck comfort was horrible. I took a red eye flight and didn't get a comfortable sleep."

Cons: "We were delayed for 40 min and had a last minute gate change"

Cons: "Flight was delayed"

Pros: "Horrible. Airlane changed Gates at least 5 times. Delayed for hours. Waited more than 1 hour to get our bags at Chicago."
Cons: "See above"

Pros: "On time"

Cons: "Great crew! Smooth flight. Need more hot options for food"

Pros: "Even though plane was full, comfortable"
Cons: "needed appropriate food for red eye Miss warm cookies and milk"

Pros: "All good with Alaska and Virgin America"

Pros: "Great crew. Boarding process."

Cons: "No free food was offered. Movies were not free."

Pros: "The Go Go entrainment app is great! Also, best flight crew in the sky."
Cons: "I fell asleep before I could order a drink."

Pros: "Boarding in order of seat numerical order (big numbered rows board first)"
Cons: "N/A"

Pros: "On time."
Cons: "Slow boarding and deplaning."

Pros: "Nothing."
Cons: "Put on an American carrier despite having booked with Alaskan. Told the wrong gate. Then told the incorrect boarding time at the correct gate. Missed flight due to gate keeper. Had to gheck my back on the next flight despite ample room to carry on. EVERYONE that works for American Airlines is incompetent, rude and terrible. I WILL NEVER FLY YOUR AIRLINE AGAIN. Your company should be sold off and every employee fired."

Pros: "Fruit platter. On time. Efficient. Professional Plane was very clean"
Cons: "Seattle airport first security man grumpy. Not helpful. No reflection on Alaska airlines however"

Pros: "The crew is consistently on point ! Accomadating , friendly and warm !"

Pros: "Boarding was efficient, seat was comfortable. I appreciate that food and drinks were offered often."
Cons: "One particular flight attendant purposely ignored me when I tried to ask for cream and sugar for my coffee which she did not offer when handing out drinks. Then she looked right at me twice as I tried to give her my garbage which she was collecting, but she ignored me again and left me holding my garbage until a different flight attendant came much later and took it without incident. It made me wonder if it was because I looked Asian- she was helpful and polite to the white women next to me. I was polite and was not being difficult in any way. I'm half white, but was often treated like this in Illinois when I was growing up. She should have been professional and if she had I would have rated the trip as excellent."

Pros: "i liked that the flight attendants were attentaive."
Cons: "the wifi which i paid for didnt work the entire tome and it was frustrating"

Pros: "The plane is super comfortable and had a great crew."
Cons: "Entertainment options kinda stink."

Pros: "Was in time. Leg space was good"

Pros: "Same as above."

Pros: "My flight was on time and checking in was made super easy and fast. One of the flights was a bit delayed but that was the weather so I didn't even mind because the staff was attentive."

Pros: "I've always had a good experience with Alaska Air."

Cons: "This flight was overbooked and there wasn't room for my carry on"

Pros: "I liked the choices of food and the movies!"
Cons: "I thought it took too long to get the laptops out. I didn't finish my movie."

Cons: "Seating felt a little more cramped than usual."

Cons: "Barely any free snacks, aside from water. Everything either needed to be paid for or was advertised in a way that eventually got annoying and overwhelming. I felt less like I was on an airplane and more at one of those promotion things where you have to sit in an uncomfortable chair for three hours listening to a guy in a suit talk about boats before you can get a free fast pass ticket to a ride at Disneyland."

Pros: "I like a lot the treatment"

Pros: "easy check in. (emergency seat with no extra cost) kind staff. board on time. but not declined seat, new plane with two power outlet."

Cons: "See above."

Pros: "Wonderful seat and attendants."

Pros: "The flight attendants were fantastic! The ine giving the safety speech was funny and made you pay attention. Great job all around on that flight!!!"

Pros: "Having an exit row"

Pros: "Crew always has a smile. Smooth boarding process"

Pros: "Pre-check, loaded and landed on time. Great pilot on the way home back to O'Hare. All flight attendants were super to work with...no hassles/problems."
Cons: "No pillows for 6.25 hour flight:("

Pros: "Seats, beer selection, very friendly staff I will be flying again if I get the chance and I never say that anymore about other carriers."

Pros: "On time"
Cons: "Nathing"

Pros: "Pilot information/anoucements."

Pros: "Leg room was good. Seats and airplane was tidy. Provided complimentary snacks and drinks on time Boarding process was fast and easy. Crew service was excellent."
Cons: "for red-eye flights -recliner will be better than normal seats."

Pros: "Very clean, on time, smooth flight. Overall, really great, thanks."

Pros: "Boarding was fast, seats were rather comfortable, the crew was attentive"

Pros: "sat in exit row"
Cons: "no blanket available"

Pros: "It was nice that middle seats were not filled."
Cons: "It was silly that the flight attendant said we had to pull mask up between bites of food."

Pros: "I was moved up to comfort instead of main cabin."
Cons: "The wifi didn’t seem to be working on the flight even tho it said it was equipped."

Pros: "Same crew and great experiments again"
Cons: "Nothing"

Pros: "Kosher snacks! Thank you! Very safe and controlled Covid procedures. Made me feel safe."

Pros: "Very controlled and safe Covid procedures. Outlets and screens at every seat."

Pros: "Felt very clean and so glad they are not selling every seat"

Cons: "Not delayed"

Pros: "It was all good glad the last leg of the trip was pleasant."

Cons: "No sandwiches for sale just snack boxes"

Pros: "Taco"
Cons: "Taco"

Pros: "The fight was very professionally carried out."
Cons: "The gate agent hurried ineffectively to board our slightly delayed flight (around 10 min). She left open the Priority Lane and boarded all pax there, having to step 4 steps to the left to scan every boarding pass."

Pros: "It was ok"
Cons: "Seat the family together"

Cons: "Announcements were too loud in earphones (could damage ear drums) and entertainment was turned off while waiting 30 min for the gate to open."

Cons: "Taxied at ORD for 45 minutes waiting for a gate to vacate."

Cons: "Smooth on time flight"

Pros: "Nothing."
Cons: "Flight was delayed 2 hours. Even though I had carry on, they checked it and this made me waste my time at baggage claim rather than gate checking. Flight attendants were miserable. Power supply didn’t work at seats."

Pros: "The seats were ok."
Cons: "The flight was delayed over 3 hours so I missed my connection in Chicago to Seattle. I’m now stick in Chicago overnight and have to be on a 6 am flight tomorrow. The Delta staff at LaGuaurdia was extremely rude and not helpful at all. Hate Delta......"

Pros: "Flight left on time"
Cons: "Gate crew had trouble identyfing boarding pass on their computer. Difficulty getting on plane"

Pros: "Amazing crew and clean cabin."

Pros: "I loved the flight attendants and the desk staff everyone was so friendly and made me want to travel delta again."
Cons: "Delta doesn’t offer military spouses free checked bags and I found this out at the airport. It was disheartening, but at least it’s Delta and not the airline that is supposed to represent America."

Cons: "Plane journey awful. Speaker had a loud buzzing noise all the time so never heard a word bad landing. Rattling plane Very cold."

Pros: "Clean plane, the seat felt roomy. Smooth ride and the captain communicated clearly."
Cons: "It felt super hot and I wish there was food included in such a long flight."

Pros: "Quick flight"
Cons: "Flight attendant spoke like a robot. Could not understand her."

Pros: "On time"
Cons: "Small aircraft"

Pros: "Staff, service, options"

Pros: "As usual great staff and awesome entertainment/connectivity"
Cons: "Due to weather & maintenance flight was delayed for IFR release & fuel temperature gauge issues. Staff was very helpful. Would have appreciated a drink voucher. Some unprofessional passengers took their frustrations out on the flight attendants."

Cons: "Over an hour delay before boarding due to supposedly bad weather. Because flight was overbooked they were offering $400 gift card to change to standby on another flight. If you didn’t make that flight (evening), you’d be confirmed on a flight the following morning with one stop in Detroit (we booked a nonstop to Chicago). Uh, no thanks. Then to top it off, we’ve landed and been told that it will be at least an hour before we can deplane due to no availability at the gate (it’s 1145 pm right now). All this plus their new policy of not allowing us to select our seats because we bought the cheapest tickets. Really Delta? You go ahead and cater to the rich and I’ll choose to fly with another airline."

Pros: "Crew friendly"
Cons: "Middle seat with no option for me to move"

Pros: "Movie"
Cons: "Break downs again... At least this time they found another plane."

Pros: "Flight attendants were pleasant."

Pros: "Friendly service, comfortable seat, on time, no issues."

Cons: "Everything"

Pros: "Didn’t load my bag at point of departure"

Pros: "The crew was great"
Cons: "The flight was 4 hours delayed"

Pros: "I flew on a basic economy fare (I understand the restrictions) and was seated in Economy Comfort +, so that was appreciated."
Cons: "I could see on the Fly Delta app that I had been placed in seat 10B, but neither the app nor my boarding pass gave me a group to board with, so I assumed that I needed to board with group 3, which necessitated gate-checking my rollerboard bag. Only when I approached the gate to board did I notice on the info screen that I had been "upgraded" to Comfort + and granted boarding with the Sky Priority group. I wish this had been clearer so I could have avoided waiting to board and gate-checking my bag. Minor inconvenience but room for improvement on Delta's part."

Pros: "i liked that staff and crew were very communicative and pleasant."
Cons: "one crew member didn't show up and caused delayed flight."

Pros: "Flight was on time. Boarded quickly with no fuss."

Pros: "Flt on time, very nice and friendly gate agent and flight attendant"

Cons: "Too tight and seats not comfortable."

Cons: "Delayed"

Pros: "The Delta people were solicitous, efficient and brilliant the whole way through. We had not a bit of trouble. Our first class seats were comfortable, but with the supplied blanket, pillow and poor air conditioning it was a hot flight. The cabin personnel were wonderful as per usual, and my tasty gin and tonic soothed any discontent. I wish I could fly this way all the time!"
Cons: "The private contractor handling wheelchair assistance was terrible. A Delta employee theorized that they do not pay enough to attract and retain personnel. Our pre-arranged chair was not there, multiple calls by our Delta assistant finally got us a ride to the chair holding area, but after about 45 minutes we gave up and shuffled off to the security area on foot. Thank goodness my hubby is mobile enough for that to have been an option. When we abandoned our wait we were still 4th in line for an attendant to push the chair. If Delta has any responsibility in this it would be in the retention and compensation for the private contractor."

Cons: "The delta studio didn't work with Android 8"

Pros: "We were traveling with a toddler and infant but put in different row because the tickets were purchased separately. Gate staff promptly put us together and even bumped us up to delta comfort. Was a very pleasant trip. Thanks delta!"

Cons: "Seats are hard. Sat in the exit row."

Pros: "Accident on way to airport, so I showed up to check bags 45 minutes before flight time. They said they couldn't get the bag to the plane..in 45 minutes? So, they put on the next flight... 6 hours later. Said I could fly without the bag... uh, no thanks. They would not look for alternatives without charging me more. Flight attendants were crabby, otherwise everything was fine. I flew British Airways a few months ago. Night and day. Seriously. Delta does not even approach having good service. There was no comparison to British Air--- Delta is not in the same league."

Pros: "Airline stewards were very friendly and pleasant."
Cons: "We booked with Delta, but were put on Air France. Even though we had our boarding passes in hand we had to wait in long, slow line for baggage tags because they would not print from kiosk. There was minimal Air France staff on duty serving thousands of passengers during busy season (July). While the lines grew larger, the staff was reduced from 4 to 2. Another long, slow line for customs, another long slow line for security=Charles De Gaulle airport was awful. We arrived at the airport 4 hours before our departure time and got to our boarding gate with no time to spare."

Cons: "Very uncomfortable, seats did not recline and seats way too close together."

Pros: "Entertainment options weren't bad. Most of the crew was polite other than one flight attendant who seemed ambivalent and unhappy to be there."
Cons: "Three hour+ flight and just one tiny bag of pretzels? And no lemon or lime wedges on the beverage cart? Plus, I have to pay extra for one checked bag. I will only fly Delta if I have to in the future. Subpar airline."

Pros: "I was notified about the delay via text before I left for the airport, which was nice. I would not have checked my email."
Cons: "Delayed for over 2 hours. I have never flown Delta before this flight and it wasn't a great representation. The flight attendants were nice but I was in a seat near the engine and it was making really weird noises. I fly almost every two weeks, so I'm used to engine noises but this was one of the loudest/most rickety sounding flights I have ever been on.. and I have flown Spirit a few times. It just didn't feel safe. Landing scared me a little too as I have landed in O'Hare countless times and have never flown so low to the highway upon entry. It felt like we were only a couple hundred feet above the cars."

Cons: "Unnecessary flight cancellation. I had friends taking the same flight at the same time at the same airport from different airlines and they came through for their customers. I received no consolation it assistance with overnight accommodations."

Pros: "Everything was great"
Cons: "Nice trip"

Cons: "Delays, delays, delays. :("

Cons: "90 minute delay almost caused missed connection"

Pros: "I know how everything works with United Airlines."
Cons: "Free Wi-Fi for everyone!"

Pros: "Efficient"
Cons: "Free wifi"

Pros: "Boarding was fast"

Cons: "Nothing"

Pros: "I did not get my luggage in Munich"

Cons: "Better snacks & more legroom"

Cons: "Gate area very crowded."

Pros: "Everything: ticketing, gate experience, boarding, service, comfort."
Cons: "No problems at all."

Cons: "A little late getting started, otherwise OK."

Pros: "On time"
Cons: "Space a little cramped.for spmepne 6'3""

Pros: "Everything was really smooth sailing."
Cons: "Everything was great! The Charleston airport is small yet very nice inside"

Pros: "Check-in process was smooth"

Cons: "Lost luggage’s"

Cons: "Unprofessional rude United staff"

Pros: "A bit more leg and knee room."

Cons: "Good"

Pros: "Service and respect very good"
Cons: "Nothing"

Pros: "Ok"

Pros: "comfortable and on time"

Pros: "Great"
Cons: "Nothing"

Cons: "I farted on the plane"

Pros: "On time , and good service"
Cons: "Na"

Pros: "Everything was perfect."

Cons: "AC was broken. They could at least give you a second cup of water. Tired of being treated like an animal"

Pros: "On time"

Pros: "Nothing"
Cons: "Everything"

Cons: "Always quality service, food and plane! My fav!"

Pros: "Was on time everything was great need better snacks"

Pros: "Almost didn't make my connection."

Cons: "Easy for check-in and on time"

Cons: "Very cold"

Cons: "My itinerary had to completely change."

Pros: "Everyone was very friendly"

Pros: "Was nice"

Pros: "Nothing!!"
Cons: "Everything. Delays were inexcusable, staff ridiculously unfriendly and just bad attitudes all round. Very unpleasant experience, won't be using this airline ever again."

Pros: "A everything was fine other than..."

Pros: "No issues."

Pros: "Excellent service."

Pros: "No delays."
Cons: "No complaints."

Pros: "Everything was great and the trip was on time perfect"

Pros: "On time"

Pros: "I got in my final destination"
Cons: "Everything"

Pros: "Great staff"

Pros: "Free beverages"
Cons: "Crowded seating"

Pros: "They had wifi :)"

Pros: "staff on airplane"
Cons: "staff at checkin counter"

Pros: "Not much."

Read more about Alaska Airlines
COVID-19 information

Safety measures for airlines flying from Hailey to Chicago

Airlines flying from Hailey to Chicago have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Hailey to Chicago

Mandatory masks

Masks required on board, masks provided on flights from Hailey to Chicago

Social distancing seating

Middle seats unavailable to book on flights from Hailey to Chicago

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Hailey to Chicago

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