ORD - EGE

$160 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 9/28. 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
1 adult, Economy

KAYAK searches 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
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Flights Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Vail

Sat, Sep 13 - Tue, Sep 16
American Airlines Logo
11:54 am - 6:26 pmORD-EGE
7h 32m1 stop
American Airlines Logo
12:28 pm - 7:15 pmEGE-ORD
5h 47m1 stop
$230American Airlines
Find Deal
Sun, Jan 11 - Sat, Jan 17
American Airlines Logo
9:45 am - 11:52 amORD-EGE
3h 07mnonstop
American Airlines Logo
8:20 am - 4:51 pmEGE-ORD
7h 31m1 stop
$239American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
United Airlines Logo
7:10 am - 12:28 pmORD-EGE
6h 18m1 stop
United Airlines Logo
1:30 pm - 7:55 pmEGE-ORD
5h 25m1 stop
$249United Airlines
Find Deal
Sun, Jan 11 - Sat, Jan 17
Delta Logo
7:10 am - 1:55 pmORD-EGE
7h 45m1 stop
Delta Logo
11:31 am - 11:54 pmEGE-ORD
11h 23m2 stops
$254Delta
Find Deal
Fri, Sep 26 - Sat, Oct 4
United Airlines Logo
2:53 pm - 8:08 pmORD-EGE
6h 15m1 stop
United Airlines Logo
1:30 pm - 7:55 pmEGE-ORD
5h 25m1 stop
$276United Airlines
Find Deal
Thu, Dec 18 - Sat, Dec 20
United Airlines Logo
9:00 am - 11:04 amORD-EGE
3h 04mnonstop
United Airlines Logo
12:20 pm - 4:15 pmEGE-ORD
2h 55mnonstop
$287United Airlines
Find Deal
Thu, Dec 18 - Sat, Dec 20
United Airlines Logo
7:15 am - 12:32 pmORD-EGE
6h 17m1 stop
United Airlines Logo
12:20 pm - 4:15 pmEGE-ORD
2h 55mnonstop
$296United Airlines
Find Deal
Sun, Jan 11 - Sat, Jan 17
United Airlines Logo
4:20 pm - 6:25 pmORD-EGE
3h 05mnonstop
United Airlines Logo
1:00 pm - 4:40 pmEGE-ORD
2h 40mnonstop
$309United Airlines
Find Deal
Mon, Jan 5 - Fri, Jan 9
American Airlines Logo
8:00 am - 10:05 amORD-EGE
3h 05mnonstop
American Airlines Logo
1:03 pm - 4:55 pmEGE-ORD
2h 52mnonstop
$311American Airlines
Find Deal
Mon, Jan 5 - Fri, Jan 9
American Airlines Logo
6:00 am - 11:56 amORD-EGE
6h 56m1 stop
American Airlines Logo
1:03 pm - 4:55 pmEGE-ORD
2h 52mnonstop
$321American Airlines
Find Deal
Expert advice

Expert advice for your flight from Chicago to Vail

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

Purchase Priority Boarding to ensure overhead bin space for your carry-on.


Check United's Wi-Fi coverage map before purchasing inflight Wi-Fi for better connectivity.

American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on medium-haul flights.


Download the American Airlines app for access to inflight entertainment on your device.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Vail flights

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 round-trip flights from Chicago O'Hare Intl Airport to Vail clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Vail on a Wednesday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Mondays for better 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 round-trip 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 May, where tickets cost $414 (return) on average. On the other hand, the most expensive months are November and July, where the average cost of round-trip tickets is $614 and $599 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Vail, you should book around 3 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$160
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 12% increase in price.
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 $160 for a one-way ticket and $230 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 $582 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $513 and an overall rating of 7.2.

  • 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.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Vail

  • Looking for a cheap flight? 25% of our users found flights on this route for $369 or less round-trip.

Prefer to fly direct from Chicago to Vail?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Vail Eagle County.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Vail Eagle County Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Vail Eagle County

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Vail Eagle County to Chicago O'Hare Intl

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the 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.
7.4
United AirlinesOverall score based on 8896 reviews
7.3Comfort
7.7Boarding
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

10.0 ExcellentAnita, Jul 2025ORD - CMH
Read more United Airlines reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

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

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