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$175 Cheap Flights from Chicago (ORD) to Vail (EGE)

View $175 flight on Sat, Sep 5, 2026Opens in a new window

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

Cheap Flights from Chicago to Vail (ORD-EGE)

Prices were available within the past 7 days and start at $175 for one-way flights and $357 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Sep 5 - Tue, Sep 8
ORD
Chicago
EGE
Vail
$357 Roundtrip, found 4 days ago
$357
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep 5 from Chicago to Vail, returning Tue, Sep 8, priced at $357 found 4 days ago
American Airlines
Sun, Sep 6 - Thu, Sep 10
ORD
Chicago
EGE
Vail
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 6 from Chicago to Vail, returning Thu, Sep 10, priced at $359 found 5 days ago
American Airlines
Tue, Sep 1 - Wed, Sep 9
ORD
Chicago
EGE
Vail
$369 Roundtrip, found 5 days ago
$369
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 1 from Chicago to Vail, returning Wed, Sep 9, priced at $369 found 5 days ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
ORD
Chicago
EGE
Vail
$377 Roundtrip, found 4 days ago
$377
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep 5 from Chicago to Vail, returning Tue, Sep 8, priced at $377 found 4 days ago
American Airlines
Sun, Sep 6 - Thu, Sep 10
ORD
Chicago
EGE
Vail
$379 Roundtrip, found 5 days ago
$379
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 6 from Chicago to Vail, returning Thu, Sep 10, priced at $379 found 5 days ago
American Airlines
Tue, Sep 1 - Wed, Sep 9
ORD
Chicago
EGE
Vail
$381 Roundtrip, found 5 days ago
$381
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 1 from Chicago to Vail, returning Wed, Sep 9, priced at $381 found 5 days ago
American Airlines
Sun, Sep 6 - Thu, Sep 10
ORD
Chicago
EGE
Vail
$386 Roundtrip, found 5 days ago
$386
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 6 from Chicago to Vail, returning Thu, Sep 10, priced at $386 found 5 days ago
Delta
Sat, Jan 9 - Wed, Jan 13
ORD
Chicago
EGE
Vail
$406 Roundtrip, found 3 days ago
$406
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jan 9 from Chicago to Vail, returning Wed, Jan 13, priced at $406 found 3 days ago
United
Mon, May 3 - Mon, May 10
ORD
Chicago
EGE
Vail
$482 Roundtrip, found 2 days ago
$482
Roundtrip
found 2 days ago
Select United flight, departing Mon, May 3 from Chicago to Vail, returning Mon, May 10, priced at $482 found 2 days ago
Alaska Airlines
Wed, Jan 6 - Sun, Jan 10
ORD
Chicago
EGE
Vail
$738 Roundtrip, found 1 day ago
$738
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Jan 6 from Chicago to Vail, returning Sun, Jan 10, priced at $738 found 1 day ago

Alternative airports near Vail

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Eagle County Regional EGE. Cheapest and Closest option available. Average driving time to city center is 40 minutes. Flights from $509
EGE
Eagle County Regional
CheapestClosest
Average driving time to city center40 min
Flights from $509

What you need to know for your flight from O'Hare Intl. to Eagle County Regional

Chicago (ORD) to Vail (EGE) at a glance

Travel effortlessly from Chicago O'Hare International Airport (ORD) to Vail's Eagle County Regional Airport (EGE) with a range of airlines offering convenient one-way flights. Whether you're looking for affordable options or prefer full-service carriers, you can compare Chicago to Vail airfare to discover the itinerary that aligns with your budget and schedule. Get ready to explore the breathtaking sights and vibrant neighborhoods of Vail as you make your travel plans.

  • Fastest flight duration: around 3 hours non-stop
  • Route distance: roughly 1,000 miles (1,610 km)
  • Flights per week: around 10 departures on average
  • Typical fares (one-way): economy tickets often range from $125–$480, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to Eagle County Regional Airport (EGE)

Based on recent traveler bookings, here are the top airlines frequently chosen for flights from Chicago to Vail, emphasizing both non-stop and one-stop options. Common layovers include Denver International Airport (DEN) with an average layover of about 1 hour and 15 minutes, and Dallas-Fort Worth International Airport (DFW), typically featuring a layover of around 1 hour and 45 minutes. This allows you to compare prices, total travel times, and cabin classes to find the ideal itinerary for your trip.

  • United: This comprehensive airline provides both non-stop and one-stop options, with one-way fares generally between $150 and $535. United represents roughly 58% of departures on this route, boasting an average non-stop flight duration of 3 hours.
  • American Airlines: Another full-service option, American Airlines offers non-stop and one-stop flights, with one-way ticket prices usually ranging from $125 to $435. They account for about 39% of the departures, with typical non-stop travel taking approximately 3 hours.
  • Frontier Airlines: A budget carrier, Frontier Airlines provides one-stop service at one-way fares typically between $125 and $155. They cover around 2% of the departures, with an in-flight duration of 3 hours 45 minutes and a total travel time of about 5 hours, including layovers.

Travelers flying from Chicago to Vail have the option to enhance their experience with an upgrade. United Airlines provides first-class service on this route.

Alternative route from Chicago (ORD) to Vail (EGE)

  • Chicago to Aspen (ORD-ASE): Pitkin County Airport (ASE) is located approximately 29 miles from Eagle County Regional Airport (EGE). One-way economy tickets for this route generally fall between $130 and $535, depending on the season and how far in advance you book. Travelers can choose between non-stop and one-stop flights. Major airlines operating this route include United and American Airlines, with first-class service also offered.

How to find the best prices for flights from Chicago (ORD) to Vail (EGE)

Getting some of the best deals on flights from Chicago to Vail is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Morning departures from 5 a.m. to 12 p.m. tend to offer lower prices and are also the most popular. Additionally, flying on Monday generally provides cheaper rates, while Thursday is the most favored travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Vail hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Eagle County Regional Airport from O'Hare International Airport

Vail welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Vail efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Vail, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Eagle County Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Eagle County Regional Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

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 $175 and cheap return flights from $357 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, Delta, United
Roundtrip price
$357
Distance
1004 mi
Average flight time
3 hours 5 mins

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 September. 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 $175 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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