$190 Cheap Flights from Chicago (ORD) to Vail (EGE)

View $190 flight on Tue, Jun 23, 2026Opens in a new window

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

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Cheap Flights from Chicago to Vail (ORD-EGE)

Prices were available within the past 7 days and start at $190 for one-way flights and $349 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 29 - Tue, Jan 5
ORD
Chicago
EGE
Vail
$349 Roundtrip, found 2 days ago
$349
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 29 from Chicago to Vail, returning Tue, Jan 5, priced at $349 found 2 days ago
American Airlines
Tue, Dec 29 - Tue, Jan 5
ORD
Chicago
EGE
Vail
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 29 from Chicago to Vail, returning Tue, Jan 5, priced at $359 found 2 days ago
United
Sat, Feb 6 - Sat, Feb 13
ORD
Chicago
EGE
Vail
$364 Roundtrip, found 5 days ago
$364
Roundtrip
found 5 days ago
Select United flight, departing Sat, Feb 6 from Chicago to Vail, returning Sat, Feb 13, priced at $364 found 5 days ago
American Airlines
Fri, May 22 - Tue, May 26
ORD
Chicago
EGE
Vail
$368 Roundtrip, found 23 hours ago
$368
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, May 22 from Chicago to Vail, returning Tue, May 26, priced at $368 found 23 hours ago
United
Thu, Dec 24 - Mon, Dec 28
ORD
Chicago
EGE
Vail
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select United flight, departing Thu, Dec 24 from Chicago to Vail, returning Mon, Dec 28, priced at $369 found 1 day ago
United
Fri, Jun 5 - Mon, Jun 8
ORD
Chicago
EGE
Vail
$371 Roundtrip, found 4 days ago
$371
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jun 5 from Chicago to Vail, returning Mon, Jun 8, priced at $371 found 4 days ago
American Airlines
Tue, Dec 29 - Tue, Jan 5
ORD
Chicago
EGE
Vail
$372 Roundtrip, found 2 days ago
$372
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 29 from Chicago to Vail, returning Tue, Jan 5, priced at $372 found 2 days ago
United
Thu, Jun 4 - Sun, Jun 7
ORD
Chicago
EGE
Vail
$379 Roundtrip, just found
$379
Roundtrip
just found
Select United flight, departing Thu, Jun 4 from Chicago to Vail, returning Sun, Jun 7, priced at $379 just found
Delta
Thu, Jan 28 - Sun, Jan 31
ORD
Chicago
EGE
Vail
$399 Roundtrip, found 6 days ago
$399
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Jan 28 from Chicago to Vail, returning Sun, Jan 31, priced at $399 found 6 days ago
Alaska Airlines
Sat, Jan 16 - Sat, Jan 23
ORD
Chicago
EGE
Vail
$547 Roundtrip, found 1 day ago
$547
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Jan 16 from Chicago to Vail, returning Sat, Jan 23, priced at $547 found 1 day ago

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) cost?
You can find cheap one-way flights from $190 and cheap return flights from $349 Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) with Expedia. One-way flights usually range from $222 to $711, and return flights typically cost between $352 and $1270. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
October is the cheapest month to fly from Chicago, IL (ORD) to Vail, CO (EGE), with average round-trip fares around $328. This price is about 29% lower than the average throughout the year, as October is a shoulder season for travel to ski destinations. Other cheap months to fly from Chicago to Vail include January and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
There are 2 airlines offering direct flights from ORD to EGE:

  • United operates around 23 direct flights from ORD to EGE every week
  • American Airlines operates around 20 direct flights from ORD to EGE every week

What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
United is one of the cheapest airlines offering nonstop flights from Chicago (ORD) to Vail (EGE), with round-trip tickets starting from around $210. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
The best airline to fly with from Chicago, IL (ORD) to Vail, CO (EGE) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. United also offers the most daily flights from ORD to EGE, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
When flying from Chicago (ORD) to Vail (EGE), October and January are your best options, with average return flight prices around $328. These months offer a good mix of affordability and enjoyable weather, perfect for your trip.*Prices based on flights available on Expedia in the last year.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
There are approximately 3 nonstop flights per day from O'Hare Intl. (ORD) to Eagle County Regional (EGE). For more options, look at flights that include layovers.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
The earliest flight from O'Hare International Airport (ORD) to Eagle County Regional Airport (EGE) typically departs at 12:55 AM, operated by American Airlines. This seasonal service is available in January, allowing you to start your ski trip early. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
The most popular departure times for flights from Chicago, IL (ORD) to Vail, CO (EGE) are in the early morning, from 6am to 9am. About 38% of passengers prefer this time window. United Airlines and American Airlines offer flights during this window. This timing works well because it allows you to arrive in Vail early and enjoy a full day of activities.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
Flying nonstop from ORD to EGE takes around 3 hours, with the route covering approximately 1,005 miles. Flights with a layover typically take 3 hours 50 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
First class is available on flights from ORD to EGE. First class cabins are available on:

  • United Airlines
  • American Airlines
  • Delta Air Lines

How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Vail from O'Hare Intl. (ORD)?
If you're planning to travel to Vail from O'Hare Intl. (ORD), you can fly into Eagle County Regional (EGE) Some flights may connect through major hubs like Minneapolis - St. Paul Intl. (MSP), Austin-Bergstrom Intl. (AUS), LaGuardia (LGA) before reaching Vail. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Vail, CO (EGE-Eagle County Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Eagle County Regional
Airlines serving
American Airlines, United
Roundtrip price
$349
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 2026. You can also book with separate airlines for your outbound and return journeys, from $190 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

*Flight schedules are subject to change.

*Available to One Key members.

 

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