$134 Cheap Flights from Chicago (ORD) to Vail (EGE)

View $134 flight on Sat, Jun 7, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Vail/Eagle Airport (EGE)

Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Vail (ORD-EGE)

Prices were available within the past 7 days and start at $134 for one-way flights and $289 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Aug 15 - Sun, Aug 17
ORD
Chicago
EGE
Vail
$289 Roundtrip, found 16 hours ago
$289
Roundtrip
found 16 hours ago
Select United flight, departing Fri, Aug 15 from Chicago to Vail, returning Sun, Aug 17, priced at $289 found 16 hours ago
United
Fri, Aug 15 - Sun, Aug 17
ORD
Chicago
EGE
Vail
$299 Roundtrip, found 16 hours ago
$299
Roundtrip
found 16 hours ago
Select United flight, departing Fri, Aug 15 from Chicago to Vail, returning Sun, Aug 17, priced at $299 found 16 hours ago
American Airlines
Tue, Aug 19 - Tue, Aug 26
ORD
Chicago
EGE
Vail
$309 Roundtrip, found 5 hours ago
$309
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Chicago to Vail, returning Tue, Aug 26, priced at $309 found 5 hours ago
American Airlines
Sun, Sep 7 - Tue, Sep 16
ORD
Chicago
EGE
Vail
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 7 from Chicago to Vail, returning Tue, Sep 16, priced at $311 found 1 day ago
United
Sat, May 10 - Sat, May 17
ORD
Chicago
EGE
Vail
$324 Roundtrip, found 8 hours ago
$324
Roundtrip
found 8 hours ago
Select United flight, departing Sat, May 10 from Chicago to Vail, returning Sat, May 17, priced at $324 found 8 hours ago
United
Sun, May 18 - Sun, May 25
ORD
Chicago
EGE
Vail
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select United flight, departing Sun, May 18 from Chicago to Vail, returning Sun, May 25, priced at $329 found 1 day ago
American Airlines
Tue, Aug 19 - Tue, Aug 26
ORD
Chicago
EGE
Vail
$334 Roundtrip, found 5 hours ago
$334
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Chicago to Vail, returning Tue, Aug 26, priced at $334 found 5 hours ago
United
Fri, May 9 - Mon, May 12
ORD
Chicago
EGE
Vail
$339 Roundtrip, found 8 hours ago
$339
Roundtrip
found 8 hours ago
Select United flight, departing Fri, May 9 from Chicago to Vail, returning Mon, May 12, priced at $339 found 8 hours ago
American Airlines
Wed, Jul 16 - Tue, Jul 22
ORD
Chicago
EGE
Vail
$344 Roundtrip, found 7 hours ago
$344
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Jul 16 from Chicago to Vail, returning Tue, Jul 22, priced at $344 found 7 hours ago
Delta
Fri, Feb 6 - Fri, Feb 13
ORD
Chicago
EGE
Vail
$429 Roundtrip, found 3 days ago
$429
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Feb 6 from Chicago to Vail, returning Fri, Feb 13, priced at $429 found 3 days ago
Flights from Chicago (ORD) to Vail (EGE)
Origin airport
O'Hare Intl.
Destination airport
Eagle County Regional
Airlines serving
American Airlines, Delta, United
Roundtrip price
$289
Distance
1004 mi

Chicago to Vail Flights

The cheapest times to fly from Chicago to Vail

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Vail are during the month of August. You can find some of the cheapest flights from Chicago to Vail with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Vail

Sunday is one of the best days to book for cheap flights from Chicago to Vail: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Vail

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Vail in 2025. You can also book with separate airlines for your outbound and return journeys, from $134 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Vail flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Vail airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE) cost?
Discover the latest flight deals from ORD to EGE by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to EGE?
The cheapest flights from ORD to EGE are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
When flying out of O’Hare Intl. Airport (ORD), you can jump on a nonstop flight to Eagle County Regional Airport (EGE) with United Airlines.
What is the cheapest airline that flies from ORD to EGE?
Jet off from ORD to EGE with United. This carrier currently offers the cheapest one-way fare on this route, starting from $319. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on June 14 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
When jetting out of O’Hare Intl. Airport (ORD), you’ll have your pick from an average of 2 daily direct flights to Eagle County Regional Airport (EGE).
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
More people fly between ORD and EGE at 9 AM than at any other point in the day. Prefer a quieter experience? Try choosing a quieter departure window and there’s a chance you’ll save on your fare as well.
What day of the week has the most flights from ORD to EGE?
Sunday offers the most flights from O’Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE). Consider leaving on this day and you’ll have the best chance of finding a departure that fits your plans.
What is the earliest flight from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
Take the earliest flight at around 9:14AM UTC-6, heading out of O’Hare Intl. Airport (ORD). You’ll be flying for approximately 3h 9m, arriving at Eagle County Regional Airport (EGE) at approximately 11:23AM UTC-7.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
Flights from ORD to EGE have an average travel time of 3 hours and 7 minutes. The distance between the two is 1,000 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
To reach Eagle County Regional Airport (EGE) on time, pick a flight that leaves O’Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Vail from O'Hare Intl. Airport (ORD)?
Hop on a direct flight from O’Hare Intl. Airport (ORD) to Vail and arrive at Pitkin County Airport (ASE). Another point of entry into the city is Eagle County Regional Airport (EGE).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE) last-minute?
Waiting until just before your trip to book your flight from ORD to EGE generally means paying more. Although you may find some last-minute offers, there’s no guarantee. Be flexible with your itinerary for the best chance of landing a bargain.
Is it cheaper to book an ORD to EGE flight and hotel package?
You’ll typically save money by securing an ORD to EGE flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage everything in one convenient place. After selecting your preferred accommodations and flights, consider adding extras such as car rentals, activities and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
Typically, you can reschedule or cancel your ORD to EGE flight. However, there may be additional charges, especially if you booked over 24 hours ago. Double-check your itinerary for the airline’s rules and fees on flight changes, or if you need more information, head to our Customer Service portal.

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*Available to One Key members.