What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Vail round-trip?

Our cheapest airline available from Chicago O'Hare Intl Airport to Vail is American Airlines. Our recent data shows that you can find tickets from as low as $324 on this airline. An additional option worth looking into is United Airlines, starting at $376. American Airlines is priced at 36% lower than the current average price of a flight leaving 3 months from now.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Vail?

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Vail flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Vail ranges from 1.5 - 2.4 inches per month. April is typically the wettest month, when rainfall can reach 2.4 in. June is typically the driest time to visit Vail when rainfall is around 1.5 in.

If weather is an important factor for your trip to Vail, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 59.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 15.8 F).

What are the cheapest flights from Chicago O'Hare Intl Airport to Vail?

Looking for the cheapest flight from Chicago O'Hare Intl Airport to Vail? While on average our users pay $494, our data indicates the cheapest price to be $289. The most popular route (Chicago O'Hare Intl - Vail Eagle County), is priced around $239.

What is the cheapest day to fly round-trip from Chicago O'Hare Intl Airport to Vail?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 25%.

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

Travelers have found it’s best to book a flight 31 days in advance to save up to 91% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 31 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago O'Hare Intl Airport to Vail 1-2 weeks in advance for as low as $193, or $301 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Vail?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, November can be a great choice for travel to Vail. Flights to Vail from Chicago O'Hare Intl Airport in November are about $196 on average during November, but can be found for as low as $53.

What airport do you fly into for flights to Vail from Chicago O'Hare Intl?

Most people fly into Vail Eagle County (EGE) if they book a flight to Vail from Chicago O'Hare Intl. On average, Eagle County has 0 inbound flights from Chicago O'Hare Intl per day from 2 airlines. Vail Eagle County is conveniently located just 28.9 mi from Vail’s city center.

Can I find deals for flights from O'Hare Intl to Vail that include hotel bookings?

Yes. In addition to deals on O'Hare Intl to Vail flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from O'Hare Intl to Vail?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Vail.

Can I find deals for business class flights from O'Hare Intl to Vail?

Yes. Cheapflights offers flight deals from O'Hare Intl to Vail by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$171+ Cheap Flights from Chicago O'Hare Intl Airport to Vail

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from O'Hare Intl to Vail with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Vail Eagle County are usually found in October or September, booked 48 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from O'Hare Intl to Vail

Round-trip from	$239 (United Airlines)
One-way from	$171 (American Airlines)
Popular in	November
Cheapest in	October
Average price	$547
Good round-trip deal	$369 or less

From Chicago O'Hare Intl to Vail Eagle County

Search Deals

One-way flight from Chicago O'Hare Intl to Vail Eagle County

Search Deals

Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2025

Search Deals

Price to beat on a round-trip flight from Chicago O'Hare Intl to Vail Eagle County.

Search Deals

Find flight deals from O'Hare Intl to Vail

Cheapest flights from O'Hare Intl to Vail
Explore the most affordable flight options available from O'Hare Intl to Vail. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Fri 9/124:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Mon 9/153:15 pmEGE - ORD

1 stop7h 44mUnited Airlines

Deal found 8/15

$239

Tue 12/92:40 pmORD - EGE

1 stop6h 52mUnited Airlines

Sat 12/131:28 pmEGE - ORD

1 stop5h 16mUnited Airlines

Deal found 8/13

$244

Wed 11/1911:46 amORD - EGE

1 stop8h 25mAmerican Airlines

Mon 11/248:00 amEGE - ORD

1 stop6h 28mAmerican Airlines

Deal found 8/14

$289

Tue 12/98:25 pmORD - EGE

2 stops14h 08mAmerican Airlines

Sat 12/1310:33 amEGE - ORD

1 stop5h 59mAmerican Airlines

Deal found 8/13

$306

Thu 12/188:00 amORD - EGE

Nonstop3h 05mAmerican Airlines

Tue 12/2310:45 amEGE - ORD

Nonstop2h 30mAmerican Airlines

Deal found 8/15

$325

Thu 12/48:25 pmORD - EGE

2 stops14h 08mAmerican Airlines

Mon 12/812:40 pmEGE - ORD

1 stop7h 36mAmerican Airlines

Deal found 8/13

$327

Mon 9/296:00 amORD - EGE

1 stop6h 44mAmerican Airlines

Wed 10/18:12 amEGE - ORD

1 stop5h 58mAmerican Airlines

Deal found 8/14

$331

Thu 12/189:45 amORD - EGE

Nonstop3h 06mAmerican Airlines

Mon 12/2211:10 amEGE - ORD

1 stop9h 42mAmerican Airlines

Deal found 8/15

$335

Fri 8/294:00 pmORD - EGE

Nonstop2h 53mUnited Airlines

Sun 8/318:50 amEGE - ORD

Nonstop2h 51mUnited Airlines

Deal found 8/15

$340

Sat 8/302:53 pmORD - EGE

1 stop6h 19mUnited Airlines

Wed 9/31:40 pmEGE - ORD

1 stop6h 01mUnited Airlines

Deal found 8/14

$359

Best flights from O'Hare Intl to Vail
Discover carefully curated flight deals from O'Hare Intl to Vail that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2025.

Fri 9/124:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Mon 9/153:15 pmEGE - ORD

1 stop7h 44mUnited Airlines

Deal found 8/15

$239

Mon 9/296:00 amORD - EGE

1 stop6h 44mAmerican Airlines

Wed 10/18:12 amEGE - ORD

1 stop5h 58mAmerican Airlines

Deal found 8/14

$331

Fri 8/294:00 pmORD - EGE

Nonstop2h 53mUnited Airlines

Sun 8/318:50 amEGE - ORD

Nonstop2h 51mUnited Airlines

Deal found 8/15

$340

Sat 8/304:00 pmORD - EGE

Nonstop2h 53mUnited Airlines

Wed 9/31:40 pmEGE - ORD

1 stop6h 52mUnited Airlines

Deal found 8/14

$349

Fri 9/194:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Mon 9/223:15 pmEGE - ORD

1 stop7h 44mUnited Airlines

Deal found 8/13

$379

Fri 9/57:15 amORD - EGE

1 stop6h 21mUnited Airlines

Mon 9/81:40 pmEGE - ORD

1 stop20h 48mUnited Airlines

Deal found 8/14

$382

Wed 9/171:58 pmORD - EGE

1 stop7h 14mUnited Airlines

Sun 9/211:40 pmEGE - ORD

1 stop19h 01mUnited Airlines

Deal found 8/14

$392

Last-minute flights from O'Hare Intl to Vail
Discover last-minute flight deals from O'Hare Intl to Vail. Data last updated August 16, 2025 and is based on user searches.

Thu 8/218:20 amORD - EGE

1 stop6h 38mAmerican Airlines

Sun 8/2410:30 amEGE - ORD

1 stop7h 44mAmerican Airlines

Deal found 8/15

$944

Thu 8/212:53 pmORD - EGE

1 stop6h 19mUnited Airlines

Sun 8/248:50 amEGE - ORD

Nonstop2h 51mUnited Airlines

Deal found 8/15

$1,064

Fri 8/2211:54 amORD - EGE

1 stop7h 51mAmerican Airlines

Sun 8/2410:30 amEGE - ORD

1 stop7h 44mAmerican Airlines

Deal found 8/14

$810

Fri 8/224:00 pmORD - EGE

Nonstop2h 53mUnited Airlines

Sun 8/248:50 amEGE - ORD

Nonstop2h 51mUnited Airlines

Deal found 8/15

$999

Fri 8/294:00 pmORD - EGE

Nonstop2h 53mUnited Airlines

Sun 8/318:50 amEGE - ORD

Nonstop2h 51mUnited Airlines

Deal found 8/15

$340

Sat 8/302:53 pmORD - EGE

1 stop6h 19mUnited Airlines

Wed 9/31:40 pmEGE - ORD

1 stop6h 01mUnited Airlines

Deal found 8/14

$359

Fri 9/57:15 amORD - EGE

1 stop6h 21mUnited Airlines

Mon 9/81:40 pmEGE - ORD

1 stop20h 48mUnited Airlines

Deal found 8/14

$382

Tue 9/96:00 amORD - EGE

1 stop6h 44mAmerican Airlines

Thu 9/1112:28 pmEGE - ORD

1 stop6h 34mAmerican Airlines

Deal found 8/14

$421

Fri 9/124:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Mon 9/153:15 pmEGE - ORD

1 stop7h 44mUnited Airlines

Deal found 8/15

$239

Wed 9/171:58 pmORD - EGE

1 stop7h 14mUnited Airlines

Sun 9/211:40 pmEGE - ORD

1 stop19h 01mUnited Airlines

Deal found 8/14

$392

Mon 9/296:00 amORD - EGE

1 stop6h 44mAmerican Airlines

Wed 10/18:12 amEGE - ORD

1 stop5h 58mAmerican Airlines

Deal found 8/14

$331

One-way flights from O'Hare Intl to Vail
Search for one-way flight options from O'Hare Intl to Vail. Find affordable one-way fares based on user searches. Data last updated August 16, 2025.

Tue 11/1111:46 amORD - EGE

1 stop8h 25mAmerican Airlines

Deal found 8/14

$171

Fri 9/51:20 pmORD - EGE

1 stop6h 17mAmerican Airlines

Deal found 8/14

$221

Fri 9/54:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Deal found 8/14

$234

Thu 9/47:15 amORD - EGE

1 stop6h 21mUnited Airlines

Deal found 8/14

$244

Wed 11/1211:46 amORD - EGE

1 stop8h 25mAmerican Airlines

Deal found 8/14

$261

Wed 11/122:23 pmORD - EGE

2 stops23h 01mUnited Airlines

Deal found 8/14

$266

Mon 9/156:59 pmORD - EGE

2 stops17h 45mAmerican Airlines

Deal found 8/14

$273

Fri 9/124:10 pmORD - EGE

Nonstop2h 53mUnited Airlines

Deal found 8/15

$274

Tue 10/148:05 pmORD - EGE

2 stops17h 33mUnited Airlines

Deal found 8/14

$281

Thu 9/111:58 pmORD - EGE

1 stop7h 14mUnited Airlines

Deal found 8/15

$284

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Vail that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 9/12

4:10 pm-6:03 pm

Nonstop2h 53m

Vail Eagle County

Mon 9/15

3:15 pm-11:59 pm

1 stop7h 44m

$239

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 9/29

6:00 am-11:44 am

1 stop6h 44m

Vail Eagle County

Wed 10/1

8:12 am-3:10 pm

1 stop5h 58m

$331

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 8/29

4:00 pm-5:53 pm

Nonstop2h 53m

Vail Eagle County

Sun 8/31

8:50 am-12:41 pm

Nonstop2h 51m

$340

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 8/30

4:00 pm-5:53 pm

Nonstop2h 53m

Vail Eagle County

Wed 9/3

1:40 pm-9:32 pm

1 stop6h 52m

$349

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 9/19

4:10 pm-6:03 pm

Nonstop2h 53m

Vail Eagle County

Mon 9/22

3:15 pm-11:59 pm

1 stop7h 44m

$379

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 9/5

7:15 am-12:36 pm

1 stop6h 21m

Vail Eagle County

Mon 9/8

1:40 pm-11:28 am

1 stop20h 48m

$382

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Wed 9/17

1:58 pm-8:12 pm

1 stop7h 14m

Vail Eagle County

Sun 9/21

1:40 pm-9:41 am

1 stop19h 01m

$392

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 11/11

11:46 am-7:11 pm

1 stop8h 25m

$171

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Wed 11/12

11:46 am-7:11 pm

1 stop8h 25m

$221

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 9/5

1:20 pm-6:37 pm

1 stop6h 17m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 17 results

Best time to book a flight from O'Hare Intl to Vail

Have a flexible travel schedule? Discover the best time to fly to Vail from O'Hare Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Vail

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

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Vail, you should look to book at least 47 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Vail?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Vail (average of $448). Flying from Chicago O'Hare Intl Airport to Vail in December is currently the most expensive (average of $621). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to EGE?

Unlike in the evening, when flights are generally more expensive, you can save up to 13% on flights from Chicago O'Hare Intl Airport to Vail by exploring options for tickets in the afternoon.

Reviews of airlines servicing Vail

Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Vail, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,916 reviews

Reviews

1 / 20

8.0

Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

United Airlines

7.4

Good

8,916 reviews

United Airlines

7.4

Good

8,916 reviews

Reviews

1 / 20

8.0

Excellent

Ruth,Dec 2024

ORD - AMS

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,916 reviews

Reviews

1 / 20

8.0

Excellent

Ruth,Dec 2024

ORD - AMS

Related info for your journey

What airport do you fly into for flights to Vail from Chicago O'Hare Intl?
Most people fly into Vail Eagle County (EGE) if they book a flight to Vail from Chicago O'Hare Intl. On average, Eagle County has 0 inbound flights from Chicago O'Hare Intl per day from 2 airlines. Vail Eagle County is conveniently located just 28.9 mi from Vail’s city center.
What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Vail round-trip?
Our cheapest airline available from Chicago O'Hare Intl Airport to Vail is American Airlines. Our recent data shows that you can find tickets from as low as $324 on this airline. An additional option worth looking into is United Airlines, starting at $376. American Airlines is priced at 36% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest flights from Chicago O'Hare Intl Airport to Vail?
Looking for the cheapest flight from Chicago O'Hare Intl Airport to Vail? While on average our users pay $494, our data indicates the cheapest price to be $289. The most popular route (Chicago O'Hare Intl - Vail Eagle County), is priced around $239.
Can I find deals for flights from O'Hare Intl to Vail that include hotel bookings?
Yes. In addition to deals on O'Hare Intl to Vail flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from O'Hare Intl to Vail?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Vail.
Can I find deals for business class flights from O'Hare Intl to Vail?
Yes. Cheapflights offers flight deals from O'Hare Intl to Vail by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Vail?
Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Vail (average of $448). Flying from Chicago O'Hare Intl Airport to Vail in December is currently the most expensive (average of $621). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Eagle

Beaver Creek

Avon

Rifle

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from O'Hare Intl to Vail

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$324	Average$508	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$376	Average$587	FlexibilityNo cancel fee	On-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$171+ Cheap flights from O'Hare Intl (ORD) to Vail (EGE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from O'Hare Intl to Vail with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Vail Eagle County are usually found in October or September, booked 48 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from O'Hare Intl to Vail

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Find flight deals from O'Hare Intl to Vail

Cheapest flights from O'Hare Intl to VailExplore the most affordable flight options available from O'Hare Intl to Vail. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Explore the most affordable flight options available from O'Hare Intl to Vail. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Vail that are best for you.

Best time to book a flight from O'Hare Intl to Vail

Have a flexible travel schedule? Discover the best time to fly to Vail from O'Hare Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Vail

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Vail. Price data was last updated on August 8, 2025.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Vail?

What is the cheapest time of day to fly from ORD to EGE?

Find hourly flight availability from O'Hare Intl to Vail. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

Reviews of airlines servicing Vail

Get insights into the airlines that provide service to Vail. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Vail. Reviews last updated August 16, 2025.

Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Vail, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Vail. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Vail from Chicago O'Hare Intl?

What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Vail round-trip?

What are the cheapest flights from Chicago O'Hare Intl Airport to Vail?

Can I find deals for flights from O'Hare Intl to Vail that include hotel bookings?

How can I find direct flights from O'Hare Intl to Vail?

Can I find deals for business class flights from O'Hare Intl to Vail?

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Vail?

Traveling to a place near Vail?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'Hare Intl to Vail

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from O'Hare Intl to Vail

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from O'Hare Intl to Vail
Explore the most affordable flight options available from O'Hare Intl to Vail. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.