Find cheap flights from Illinois to Vail

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Find cheap flights from Illinois to Vail

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Round-trip
Economy
Boston (BOS)
Vail Eagle County
Tue 5/18
Tue 5/25
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 5% drop in price.

High season

NovemberMost popular time to fly with an average 16% increase in price.

Average price round-trip

$494(avg. price over the last 2 weeks)

Good deal round-trip

$294or less

Good deal one-way

$177or less

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Top 3 airlines serving Illinois to Vail Eagle County

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,261 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"

Pros: "Delta flight took extra precaution to keep all passengers safe before during and after the flight. They communicate effectively during the flight. I will be flying Delta again and again."
Cons: "The trip was great"

Pros: "The crew very professional. My flight was on time."

Cons: "We arrived around 39 minutes early and the whole process was very smooth"

Pros: "Crew was friendly, seats really comfortable!"
Cons: "Headphones sold for $ 2. Headphones preferably free"

Pros: "Crew was attentive and accommodating."
Cons: "Gates switched 3 times and all bags had to be checked because of a small aging plane."

Pros: "Calm and safe, just like I like it."

Pros: "Comfortable plane due to few passengers"
Cons: "7 hour delay after flight postponed."

Cons: "I would ask that the gate does not share in detail reason for delay in seat assignment is related to getting a family sitting together when the basic rules should apply unilaterally."

Pros: "Got to my destination without any issues"
Cons: "Seats/seating area are too small, and I'm not a big person."

Pros: "All good."
Cons: "Price"

Cons: "No AC for an hour before takeoff - very uncomfortable. Audio for tv did not work."

Pros: "Son got wings, so was happy."
Cons: "No entertainment."

Cons: "It was late"

Cons: "Seat assignment for me and my traveling companion was done at gate. We had to sit in 2 different rows."

Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."

Pros: "Helpful"
Cons: "More print media to read on"

Pros: "Crew was great."
Cons: "Couldn’t hear/understand the pilot"

Pros: "Flight attendant in first class was amazing."

Pros: "Jeff was our flight attendant in first class. He is an excellent flight attendant. He has an amazing attitude and his manner made us feel as if we had been friends with him for years."
Cons: "Passengers who pay retail for first class on domestic flights should get access to the Delta lounges even without the AE card. Other airlines do this, and we have come to expect it."

Pros: "The boarding was fast and very well handled."

Cons: "It was delayed"

Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."

Pros: "There was a bit of a mixup in boarding the plane but otherwise the flight was good. There was no entertainment system on this short flight. The flight attendants were very pleasant & efficient. They only served snacks on this short flight but were very good at ensuring everyone had at least one or more beverages. The premium seats were very comfortable ."

Pros: "Short flight"
Cons: "Flight attendant was not willing to go above and beyond as he stated he would. My husband asked for a coke and the flight attendant told him he could only get water."

Pros: "It was a smooth boarding, flight and exit out of the plane."

Pros: "On time departure/arrival despite weather in Atlanta. Always a fan of free messaging and choice of snacks."
Cons: "Delta needs to invest in their gate area at ORD. Understand it’s not a hub but it’s a key business/leisure destination. The MD-80s are ok for a short hop but over 1 hour unless you’re in Comfort+, it’s tight."

Pros: "Snacks, cleanliness and crew"
Cons: "N/A"

Cons: "From the begging they changed the flights for something totally different. It was a 14 hour trip. Awful"

Pros: "Nothing"
Cons: "They take them forever to find me another fly ,make miss my other fly, my work my time and my sleep"

Cons: "Entertainment app from Go Go didn’t Work."

Pros: "It was a normal flight as well expected."

Pros: "I was with my friend"
Cons: "Delayed 12+ hours"

Pros: "I was given a complimentary upgrade."

Pros: "The crew and pilot were absolutely amazing."
Cons: "This is my 3rd delta flight in a row that has been delayed. I understand these things happen, just extremely frustrating."

Cons: "It takes time and worries to find the air train and Aeroflot registration."

Pros: "The service was amazing , the staff was honestly friendly and nice"

Pros: "Great service, nice agent friendly"

Pros: "Very friendly and professional gate agent and flight attendant"

Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"

Pros: "Very nice flight and attentive staff. Enjoyed the view of NYC as we flew up the East River, then looped over Nassau County to approach LGA."
Cons: "The male flight attendant who handed out the complimentary drinks and snacks acted a bit strangely. I was very thirsty, and I asked him if I could keep the rest of the can of soda. He neither said yes nor no, but rather completely ignored what I said and just poured my drink and moved on. I was a mildly annoyed, but figured maybe it was policy and he was shy and didn't want to debate the matter. When he took care of the older couple behind us, however, things got really strange. He asked them whether they wanted pretzels or peanuts, but they misheard him and asked for a ginger ale. I happened to know that he did have ginger ale, since my wife had just gotten one, but rather than just pouring the old folks a drink, he repeated himself. "Peanuts or pretzels?" They misheard again and asked him whether he had a diet ginger ale. Again, rather than just pour them the drink, he repeated himself. "Peanuts or pretzels?" This went round and round a few more times -- like a poorly designed computer UI that refuses to accept anything except the correct input -- before the old couple finally figured out the disconnect and picked their snacks before their drinks. Very weird."

Pros: "Nothing"
Cons: "Cancelled my flight because I lost one of the arms"

Cons: "Layover"

Pros: "Short flight"
Cons: "Too cold Not friendly boarding agent"

Cons: "Had a death in the family and no one would help me get back home"

Pros: "Seats were comfortable. Snacks!!! Nice flight crew."
Cons: "I liked everything."

Pros: "The Gogo Inflight wifi and entertainment did not work for even a minute. I choose flights based on their amenities and this one had offered full WIFI service which swayed me to choose to fly with Delta. I'm not sure who is to blame about this issue but I'm pretty frustrated that it was completely dysfunctional."

Cons: "Plane was sat broken at gate and needed part to be flown in. 150 minutes delayed. Not acceptable."

Pros: "No fee to get on an earlier flught"
Cons: "When I tried to rebook online this flight was not an option"

Pros: "Free novies"
Cons: "Food service and better social distancing"

Pros: "Great service"

Pros: "Almost empty in economy"
Cons: "I liked everything"

Cons: "Could not read paper when passenger in front reclined seat. No space between rows."

Pros: "Clean environment of the terminals and the speed of the shuttle."
Cons: "no comment."

Pros: "It took off on time and life was good."

Pros: "Great service!"

Pros: "Everything"

Pros: "The entertainment was amazing"
Cons: "We were delayed multiple times and landed extremely late"

Pros: "Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!"
Cons: "No complaints here!"

Cons: "Requested for wheelchair assistance but none provided?!!"

Pros: "Almost always on time, captain keeps us updated, friendly airline staff"
Cons: "Nothing"

Pros: "On time"

Pros: "Everyone was polite, helpful, and courteous."

Pros: "There were too many gate changes ."

Pros: "I like that they have complimentary snacks"

Cons: "Delay boarding and then dropped us off at a remote runway and had to wait 45 minutes for a bus to main terminal!"

Pros: "Timing and transit time was excellent"

Pros: "Nothing"
Cons: "4 hora de retraso ni una cortesía empleados bien carnepuercos"

Pros: "Everything."
Cons: "Nothing."

Pros: "Price space, time"
Cons: "Waiting.. but better to be early than late"

Cons: "Food was horribe and no dedicated tv per seat"

Pros: "Everything was pretty decent.. Best part was the price.. Boarding was good staff was good"
Cons: "Wasn't enough room.. kind of tight.. Couple more inches all around would have been perfect though"

Pros: "Ease of travel"

Pros: "Everything"
Cons: "No dislikes"

Pros: "No complaints"

Pros: "Everybody was nice my ride was comfortable and they treat me with respect"
Cons: "I like everything"

Pros: "On time."

Cons: "1 hour late. And when the pilot made announcements during the movie it would not pause. We missed parts of the movie. It was annoying."

Pros: "very good no problems.."
Cons: "all good thanks much"

Cons: "Always a problem with these guys"

Cons: "Delayed"

Pros: "The ride was smooth the airplane was the food was OK the stewardess were kind"
Cons: "The ride was smooth the airplane was the food was OK the stewardess were kind"

Pros: "Nothing"
Cons: "Constant delays and cancellenations"

Pros: "Smooth, simple and easy process. Over good experience."
Cons: "I got nothing here."

Cons: "Same as above but I missed a whole day with my relatives at the lake :("

Pros: "The movies"
Cons: "Everything else"

Pros: "That I got a soda"
Cons: "Delayed at Ohare by an hour. Sitting on the Tarmac for a half hour in Reagan, waiting for a gate. This was our leg back to DC, after our leg to Chicago four days previously. On that trip I did a review and gave the whole trip a 1 out of 5 stars. That trip was the trip from hell, with delays, waiting on the Tarmac, deplaning, almost cancelled, more waiting on the Tarmac, wheels up in Reagan, wheels down in ORD, and then more Tarmac waiting for a gate. So I was already more than perturbed when this trip had similar outcomes."

Pros: "Love bed it! Would recommend to family/friends"

Pros: "Smooth trip"
Cons: "Delay delay delay on the flights"

Pros: "I loved the entertainment options"
Cons: "I did not like"

Pros: "It was a good nice ride. The employee was nice."

Cons: "No AC or USB charging ports, no individual entertainment screens."

Pros: "Good value"
Cons: "Poor food quality"

Cons: "Horrible delays and many gate changes"

Cons: "I didn't get vegetarian food that I ordered over the phone and I did made sure that it said vegetarian Jain meal on the ticket that I printed. Very disappointed because no point ordering then. I paid $1234 for the trip. And I am traveling because of funeral."

Pros: "Food, entertainment and free checked bag. Can ask for more!"

Cons: "Delayed as well!!!"

Pros: "entertainment and power outlet"

Cons: "Had to check my bag because they ran out of overhead bin space."

Pros: "Nothing"
Cons: "Bad airline delays change gates horrible not recommended"

Pros: "love when they turn off the lights"
Cons: "annoying late notifications of gate changes"

Pros: "Efficient"
Cons: "Free wifi"

Pros: "Everything"
Cons: "Perfect"

Cons: "Screaming babies the entire time"

Cons: "Free WiFi kn the plane was hardly working even over US mainland, before it list connection with outside internet over ocean. But it is something I do not care much about."

Cons: "It sucked in many ways. But that wasn't united's fault. The weather was threatening lightning in Denver and of course because of that the world stops turning."

Pros: "Getting a meal and drink"

Pros: "One attendant did it all. And very well. Impressive."
Cons: "More snack options."

Pros: "I liked the tv and movie options on the United app but thought the movie selection could have been better."

Cons: "Not here as long as the last place but was still teribly confusing. The airport is not very new user friendly. I had to ask ppl multiple times where gates were and issues with time changes etc. Was pretty nerve wracking for a first time traveller to the states."

Pros: "yes"
Cons: "the plane's seating"

Pros: "Everything from ticketing to deplaning was smooth and professional."
Cons: "No problems at all."

Pros: "On time"

Pros: "Having about an hour and 20 minutes left me with enough time to explore the airport from one gate to the other without feeling terribly rushed."
Cons: "The ONLY thing negative that I can say is that the Chicago airport had no charging stations at my gate."

Cons: "No bags to go to overhead bin"

Pros: "Not much"
Cons: "The food not fit for human consumption"

Pros: "Quick boarding. Ontime departure."
Cons: "Very small servings of food."

Pros: "comfortable and on time"

Pros: "Happy people"

Pros: "Dr usus I"
Cons: "The keys"

Pros: "The seating was comfortable. On the Chicago keg I was seated in the middle and was not stuck with people who were too big for the seat. I noticed there was an overweight person in first class. Does United have strict policies on size?"
Cons: "Just the fourth seating group had trouble finding a place for my roller board carry on."

Pros: "boarding very easy"
Cons: "no drinks ir snacks offered"

Cons: "Very uncomfortable plane!"

Cons: "Lines"

Pros: "The gate at the Chicago airport was well designed. There was a line for each boarding group, and you could line up early. This is particularly effective for some Asian flights, which can sometimes be chaotic with many different nationalities all lining up."

Pros: "United payed for the room and 20 bucks for food."
Cons: "Late. Missed the connection to Gillette and had to stay overnight."

Pros: "We'll coordinated."

Cons: "See above comments."

Pros: "The service was good"

Pros: "Glad you didn't give priority to those with other designations like priority plus etc"

Cons: "Plane late leaving Chicago due to no pilot."

Pros: "Great"

Cons: "Lost my luggage"

Pros: "Same as above"

Pros: "Every one was friendly. The plane was clean"

Cons: "They didn't have wifi"

Pros: "no complaints"

Pros: "Was never in Chicago."
Cons: "Was never in Chicago but my stuff was."

Pros: "Perfect, but I did upgrade to United's business plus."

Pros: "Aisle seat."
Cons: "They made my dad check his bag even though there was space."

Pros: "Worst flying experience ever"

Cons: "I was informed today that one of my checked bags was picked up by another customer who eventually realized it was not her bag. She brought it back to the airport and refused to turn over the bag until the airport compensated her. (How this happened I have no idea because I stood right by the entrance of the baggage claim and never saw the bag come out). The customer refused to return the bag until the police became involved at which point she agreed to write a note confirmed she did not steal anything. The bag then needs to be sent to me in 2 days and I'll have to verify myself that indeed nothing was taken from the bag. I'm very concerned how this individual came to be in possession of my bag considering, again, I stood right at the entrance of the baggage claim conveyor belt from the time it started to when it ended. As a result, this experience really made me feel frustrated and violated."

Pros: "I got there on time"
Cons: "Why not have people board the plane based on sat number? Why this cattle call and stand in line like you're not going to get a seat? Everyone fighting for line position so they can get a place in the overhead bins? Stupid."

Pros: "Please address the lax enforcement of one carry-on and one under-the-seat bag/passenger."
Cons: "Overhead compartments were full by the time I boarded so my bag was taken and tagged, as was several other passengers. I noticed upon arrival in Hartford that several passengers had 2 bags in the overhead compartment and their coats as well. If you have a policy of one carry-on and one under-the-seat/passenger, why isn't this enforced? It is not fair to the Group 4 and 5 passengers that there is no room in the overhead compartments and they are forced to relinquish their bags. Furthermore, this results in them having to go to the baggage claim area and wait for their carry-on. This added a half hour to my time and my ride had to circle the airport waiting for me to come out."

Pros: "Overall I arrived at my final destination in one piece. I'm satisfied :)"

Pros: ":("
Cons: ":("

Cons: "The airline checkin is terrible and time consuming!"

Cons: "Never made it because of stupid United"

Pros: "The pilot got us there safely. Good deal of turbulence."
Cons: "Stewardesses were rude to many. Chit chatted with each other whole way, ignored passengers. "Too turbulent" to serve us a beverage, which was okay. Except first class got full service. Wrong."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Illinois to Vail

Airlines flying from Illinois to Vail 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 Illinois to Vail

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Vail

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Vail

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Vail

Book cheap flights from Illinois to Vail

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