$161 Find Cheap Flights from Vail to Illinois - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Vail to Illinois departing on 9/2. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Vail to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$349
St. Louis
St. Louis1 stop$315
Chicago
Chicago1 stop$349
St. Louis
St. Louis1 stop$315

Book Cheap Vail to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vail to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Vail to Illinois

Sat, Aug 22 - Tue, Sep 1
American Airlines Logo
7:50 am - 4:14 pm
EGE
-
STL
7h 24m
1 stop
American Airlines Logo
6:36 am - 1:28 pm
STL
-
EGE
7h 52m
1 stop
$315American Airlines
Sat, Aug 22 - Tue, Sep 1
American Airlines Logo
10:28 am - 11:58 pm
EGE
-
STL
12h 30m
2 stops
American Airlines Logo
8:36 am - 1:28 pm
STL
-
EGE
5h 52m
1 stop
$342American Airlines
Fri, Aug 21 - Sat, Aug 29
American Airlines Logo
10:28 am - 7:42 pm
EGE
-
ORD
8h 14m
1 stop
American Airlines Logo
7:00 am - 1:28 pm
ORD
-
EGE
7h 28m
1 stop
$349American Airlines
Wed, Sep 16 - Fri, Sep 18
American Airlines Logo
12:58 pm - 6:29 am
EGE
-
ORD
16h 31m
2 stops
American Airlines Logo
5:00 am - 12:17 pm
ORD
-
EGE
8h 17m
1 stop
$387American Airlines
Sat, Aug 22 - Tue, Sep 1
United Airlines Logo
1:30 pm - 10:00 pm
EGE
-
STL
7h 30m
2 stops
United Airlines Logo
7:25 am - 2:27 pm
STL
-
EGE
8h 02m
2 stops
$389United Airlines
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
10:28 am - 8:30 pm
EGE
-
ORD
9h 02m
1 stop
American Airlines Logo
5:00 am - 9:47 am
ORD
-
EGE
5h 47m
1 stop
$415American Airlines
Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
2:08 pm - 9:16 pm
EGE
-
ORD
6h 08m
1 stop
American Airlines Logo
7:00 am - 1:28 pm
ORD
-
EGE
7h 28m
1 stop
$441American Airlines
Tue, Aug 18 - Mon, Aug 24
American Airlines Logo
10:28 am - 8:30 pm
EGE
-
ORD
9h 02m
1 stop
American Airlines Logo
12:11 pm - 6:42 pm
ORD
-
EGE
7h 31m
1 stop
$452American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
10:28 am - 7:42 pm
EGE
-
ORD
8h 14m
1 stop
American Airlines Logo
12:10 pm - 6:42 pm
ORD
-
EGE
7h 32m
1 stop
$457American Airlines
Fri, Aug 21 - Sat, Aug 29
United Airlines Logo
3:29 pm - 10:00 pm
EGE
-
ORD
5h 31m
1 stop
United Airlines Logo
4:00 pm - 6:02 pm
ORD
-
EGE
3h 02mnonstop
$477United Airlines
Booking Insights

KAYAK's insights & trends for Vail to Illinois flights

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

How much is a round-trip flight from Vail to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Vail to Illinois departing in August.

Flight prices are below average for this route right now.

Flights to Illinois from Vail usually cost between $568 and $658 in August.
The lowest price found in the past 5 days was $349 on American Airlines (Aug 21-Aug 29).

What is the cheapest Vail to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from Vail found in the last 5 days was to Chicago, at $306 round-trip. The most popular route is from Vail (EGE) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 5 days was $306.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from Vail to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $478 on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $735.

Can I save money by flying with a layover from Vail to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $304 on average.

What is the cheapest month to fly from Vail to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Vail to Illinois, 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 Vail to Illinois is October, when tickets cost $0 (return) on average. On the other hand, the most expensive months are November and May, when the average cost of round-trip tickets is $734 and $682 respectively.

What’s the cheapest day of the week to fly from Vail to Illinois?

The average price of all round-trip flights from Vail to Illinois clicked on KAYAK for each day over the last 12 months.

For Vail to Illinois, Thursday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Illinois back to Vail, the best deals are generally found on Sunday, with Thursday being the most expensive.

Good to know

Cheapest flight

$161
Flight from Vail to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Vail to Illinois?

    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 Vail to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Vail to Illinois 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 Vail to Illinois?

    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 from Vail to Illinois with an airline and back with another airline.

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

    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 from Vail to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Vail and Illinois per day?

    There is a maximum of 1 nonstop flight a day that takes off from Vail and lands in Illinois, with an average flight time of 2h 55m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 2 flights.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Vail to the following destinations at these prices or less: Chicago $278 one-way - $441 round-trip

Reviews of the top airlines flying from Vail to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Vail to Illinois. 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 Vail to Illinois? 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.
7.4
United AirlinesOverall score based on 10034 reviews
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
7.3Comfort
Airline reviews

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

2.0 MediocreEhrick, Jul 2026
BOS - ORD
Read more United Airlines reviews

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Flight was delayed by over an hour and gate checked bags took 15 minutes to be delivered to the jet bridge.

We have taken this flight before and it is a tight connection and they were late out of denver and did not wait for us. The plane was there and the departure time had not passed but would not let us on. Next flight is very late and a connection through Newark - a big mess. Sooooo appreciate them holding the plane so we could catch the connection.

Upgrade planes to have larger overhead bins, especially on this popular route and first class. Easy flight to Chicago, good service in first class. Can't wait for seatback entertainment to be brought back. I like the free wifi and messaging with T-Mobile. Although, the tray tables are not big enough to work even on a small laptop - so why is it called "business" class?

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Everything you need to know for your flight from Vail to Illinois

Information on your arrival and departure airports