Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

ORD - EGE

$264 Find cheap flights from Chicago to Vail

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 Vail departing on 5/24. 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
Tue 6/4
Tue 6/11

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Vail, 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 Vail, as well as popular online travel agencies
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Vail (ORD-EGE)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Vail 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 and deals for you by selecting your travel dates.
Choose your dates
5:00 am - 9:48 amORD-EGE
5h 48m1 stop
10:28 am - 5:20 pmEGE-ORD
5h 52m1 stop
$360American Airlines
Find Deal
Thu, Jun 27 - Mon, Jul 1
5:00 am - 12:03 pmORD-EGE
8h 03m1 stop
12:43 pm - 8:45 pmEGE-ORD
7h 02m1 stop
$380American Airlines
Find Deal
Mon, May 27 - Thu, May 30
5:00 am - 9:48 amORD-EGE
5h 48m1 stop
8:26 am - 3:40 pmEGE-ORD
6h 14m1 stop
$390American Airlines
Find Deal
Wed, Jun 26 - Sun, Jun 30
7:09 am - 1:51 pmORD-EGE
7h 42m1 stop
10:30 am - 5:29 pmEGE-ORD
5h 59m1 stop
$400American Airlines
Find Deal
Sat, Sep 14 - Wed, Sep 18
5:04 am - 10:50 amORD-EGE
6h 46m1 stop
9:00 am - 12:44 pmEGE-ORD
2h 44mnonstop
$410United Airlines
Find Deal
Wed, Jun 26 - Sun, Jun 30
8:45 pm - 12:03 pmORD-EGE
16h 18m2 stops
12:43 pm - 8:45 pmEGE-ORD
7h 02m1 stop
$444American Airlines
Find Deal
Tue, May 28 - Thu, May 30
5:00 am - 12:03 pmORD-EGE
8h 03m1 stop
12:43 pm - 7:08 amEGE-ORD
17h 25m2 stops
$469American Airlines
Find Deal
Mon, May 27 - Thu, May 30
8:20 pm - 9:45 amORD-EGE
14h 25m2 stops
10:30 am - 5:29 pmEGE-ORD
5h 59m1 stop
$470American Airlines
Find Deal
Sat, Sep 14 - Wed, Sep 18
11:45 am - 10:50 amORD-EGE
24h 05m3 stops
3:15 pm - 9:04 pmEGE-ORD
4h 49m1 stop
$528United Airlines
Find Deal
Tue, May 28 - Thu, May 30
8:45 pm - 12:03 pmORD-EGE
16h 18m2 stops
12:43 pm - 7:08 amEGE-ORD
17h 25m2 stops
$533American Airlines
Find Deal
Tue, May 28 - Thu, May 30

Flights from Chicago to Vail - Travel Insights & Trends

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

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

The average price of all flights from Chicago O'Hare Intl Airport to Vail clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Vail on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Wednesday is the most expensive day to fly from Chicago to Vail. For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Vail?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Vail, 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 O'Hare Intl Airport to Vail is July, where tickets cost $349 on average. On the other hand, the most expensive months are November and October, where the average cost of tickets is $973 and $688 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Vail?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Vail, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Vail, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 83 days before departure.

Which airlines provide the cheapest flights from Chicago to Vail?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Vail found on KAYAK was with American Airlines for $264. American Airlines proposed a round-trip connection from $360 and United Airlines from $410.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Vail?

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 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 3:50 pm and will be landing in Vail at 5:54 pm.

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

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Vail jets off at 3:51 pm and lands at 5:55 pm.

Good to know

Low season

November

High season

February

Cheapest flight

$264
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Chicago to Vail

When to book flights from Chicago to Vail

Are your dates flexible? Find out the best times to travel from Chicago to Vail 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 Chicago to Vail flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Vail?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Vail was $264 for a one-way ticket and $360 for a round-trip.

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

    A passport is not required to fly from Chicago to Vail.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Vail?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Vail flight route.

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

    The Boeing 737-700 is the aircraft model that flies most regularly on the Chicago to Vail flight route.

  • Which airline alliances offer flights from Chicago to Vail?

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

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

    You can catch a nonstop flight from Chicago to Vail on Friday, and Saturday.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Vail are United Airlines and American Airlines. With an average price for the route of $544 and an overall rating of 7.3, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $470 and an overall rating of 7.3.

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

    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 Vail.

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

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

    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 Vail with an airline and back to Chicago with another airline. Booking your flights between Chicago and EGE can sometimes prove cheaper using this method.

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

    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 Vail 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 ORD to Vail

  • Looking for a cheap flight? 25% of our users found flights on this route for $289 or less one-way and $468 or less round-trip.

Prefer to fly non-stop from Chicago to Vail?

Find which airlines fly direct from O'Hare Intl to Eagle County, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Vail Eagle County

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more direct flights

Nonstop returns

Vail Eagle County to Chicago O'Hare Intl

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top airlines flying from Chicago to Vail

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Vail. 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 Vail? 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.
7.3
United AirlinesOverall score based on 11125 reviews
6.7Food
7.7Boarding
7.1Entertainment
8.1Crew
7.2Comfort
Airline reviews

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

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

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.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

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

Book cheap flights from Chicago to Vail

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Vail found on KAYAK in the last 72 hours.
5/24Fri
1 stopAmerican Airlines
8h 03mORD-EGE
$264
5/24Fri
2 stopsAmerican Airlines
16h 20mORD-EGE
$385
5/24Fri
3 stopsUnited Airlines
24h 05mORD-EGE
$428

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Vail

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 Vail that are departing in the next 10 days.
5/7Tue
multi-stopAmerican Airlines
6h 38mORD-EGE
5/9Thu
multi-stopAmerican Airlines
5h 38mEGE-ORD
$720
5/7Tue
multi-stopUnited Airlines
6h 18mORD-EGE
5/9Thu
multi-stopUnited Airlines
16h 59mEGE-ORD
$824
5/7Tue
multi-stopUnited Airlines
12h 21mORD-EGE
5/8Wed
multi-stopUnited Airlines
4h 35mEGE-ORD
$861
5/7Tue
multi-stopAmerican Airlines
16h 20mORD-EGE
5/9Thu
multi-stopAmerican Airlines
5h 38mEGE-ORD
$889
5/7Tue
multi-stopAmerican Airlines
16h 20mORD-EGE
5/9Thu
multi-stopAmerican Airlines
17h 28mEGE-ORD
$1,093
5/7Tue
multi-stopUnited Airlines
6h 36mORD-EGE
5/9Thu
multi-stopUnited Airlines
6h 37mEGE-ORD
$1,140
5/7Tue
multi-stopUnited Airlines
8h 11mORD-EGE
5/9Thu
multi-stopUnited Airlines
6h 37mEGE-ORD
$1,366
5/7Tue
multi-stopUnited Airlines
12h 21mORD-EGE
5/8Wed
multi-stopUnited Airlines
24h 34mEGE-ORD
$1,382
5/7Tue
multi-stopUnited Airlines
8h 11mORD-EGE
5/9Thu
multi-stopUnited Airlines
9h 37mEGE-ORD
$1,765

Search by stops

Search by airline

Search by price

Chicago - Vail Flights

Departure:

Chicago (ORD)United States

Destination:

Vail (EGE)United States

Return flight deals:

Vail - Chicago

Cabin classes:

$850
$1,116
$666
$430

Browse destinations: