$182 Cheap Flights from Chicago (ORD) to Vail (EGE)

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Cheap Flights from Chicago to Vail (ORD-EGE)

Prices were available within the past 7 days and start at $182 for one-way flights and $289 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Dec 18 - Mon, Dec 22
ORD
Chicago
EGE
Vail
$289 Roundtrip, found 8 hours ago
$289
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Dec 18 from Chicago to Vail, returning Mon, Dec 22, priced at $289 found 8 hours ago
American Airlines
Fri, Jan 16 - Wed, Jan 21
ORD
Chicago
EGE
Vail
$299 Roundtrip, found 1 hour ago
$299
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Jan 16 from Chicago to Vail, returning Wed, Jan 21, priced at $299 found 1 hour ago
Delta
Tue, Feb 24 - Tue, Mar 3
ORD
Chicago
EGE
Vail
$309 Roundtrip, found 12 hours ago
$309
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Feb 24 from Chicago to Vail, returning Tue, Mar 3, priced at $309 found 12 hours ago
American Airlines
Thu, Dec 18 - Mon, Dec 22
ORD
Chicago
EGE
Vail
$319 Roundtrip, found 8 hours ago
$319
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Dec 18 from Chicago to Vail, returning Mon, Dec 22, priced at $319 found 8 hours ago
United
Fri, Dec 5 - Mon, Dec 8
ORD
Chicago
EGE
Vail
$324 Roundtrip, found 15 hours ago
$324
Roundtrip
found 15 hours ago
Select United flight, departing Fri, Dec 5 from Chicago to Vail, returning Mon, Dec 8, priced at $324 found 15 hours ago
United
Sat, Feb 21 - Wed, Feb 25
ORD
Chicago
EGE
Vail
$325 Roundtrip, found 19 hours ago
$325
Roundtrip
found 19 hours ago
Select United flight, departing Sat, Feb 21 from Chicago to Vail, returning Wed, Feb 25, priced at $325 found 19 hours ago
American Airlines
Thu, Dec 18 - Mon, Dec 22
ORD
Chicago
EGE
Vail
$329 Roundtrip, found 8 hours ago
$329
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Dec 18 from Chicago to Vail, returning Mon, Dec 22, priced at $329 found 8 hours ago
American Airlines
Mon, Feb 2 - Fri, Feb 6
ORD
Chicago
EGE
Vail
$331 Roundtrip, found 18 hours ago
$331
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Mon, Feb 2 from Chicago to Vail, returning Fri, Feb 6, priced at $331 found 18 hours ago
Alaska Airlines
Sun, Jan 18 - Sat, Jan 24
ORD
Chicago
EGE
Vail
$378 Roundtrip, found 5 days ago
$378
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sun, Jan 18 from Chicago to Vail, returning Sat, Jan 24, priced at $378 found 5 days ago
Hawaiian Airlines
Sun, Feb 1 - Mon, Feb 16
ORD
Chicago
EGE
Vail
$581 Roundtrip, found 3 days ago
$581
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Sun, Feb 1 from Chicago to Vail, returning Mon, Feb 16, priced at $581 found 3 days ago

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE) cost?
Secure a cheap one-way flight from $182 or cheap return flight from $289 from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
Planning your trip for December can help you save, as it's the cheapest month for flights between ORD and EGE. You'll often find the lowest prices during the off-season.
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 O'Hare Intl. Airport (ORD) to Eagle County Regional Airport (EGE)?
While prices can change depending on when you travel, American Airlines and United Airlines are popular options for flights between O'Hare Intl. Airport (ORD) and Eagle County Regional Airport (EGE). You can also compare carriers on Expedia and use the "Sort by" filter to find the lowest-priced ticket for your ORD to EGE flight.
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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Eagle County Regional
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, United
Roundtrip price
$289
Distance
1004 mi

Book with confidence

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 December. 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 $182 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.

 

Chicago to Vail Flights

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