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Vail

$150+ Cheap flights from Chicago (CHI) 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EGE
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Vail Eagle County are usually found in April or June, booked 75 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Vail

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Vail (EGE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$308
(American Airlines)

One-way from

$150
(Frontier)

Popular in

July

Cheapest in

April

Average price

$443

Good round-trip deal

$329 or less

Good one-way deal

$304 or less
Provider with most accurate pricing for Chicago (CHI)-Vail Eagle County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Vail Eagle County flights.
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From Chicago (CHI) to Vail Eagle County
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One-way flight from Chicago (CHI) to Vail Eagle County
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Highest demand for flights based on searches. 6% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Vail Eagle County.
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Price to beat on a one-way flight from Chicago (CHI) to Vail Eagle County.
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Find flight deals from Chicago to Vail

Cheapest flights from Chicago to Vail
Explore the most affordable flight options available from Chicago to Vail. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:00 amORD - EGE
1 stop5h 54mAmerican Airlines
Sat 6/142:39 pmEGE - ORD
1 stop8h 04mAmerican Airlines
Deal found 4/23$308
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/74:00 pmORD - EGE
Nonstop3h 03mUnited Airlines
Sat 6/148:50 amEGE - ORD
Nonstop2h 48mUnited Airlines
Deal found 4/23$369
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:40 amORD - EGE
1 stop8h 40mDelta
Thu 1/12:20 pmEGE - ORD
1 stop8h 38mDelta
Deal found 4/23$759
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:00 amORD - EGE
2 stops11h 40mAlaska Airlines
Mon 12/291:21 pmEGE - ORD
2 stops22h 43mAlaska Airlines
Deal found 4/23$2,003

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Vail that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Chicago to Vail that are best for you.

Fly from

Chicago

Fly to

Vail

Route

Depart

Return

Price

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 6/7

5:00 am-9:54 am

1 stop5h 54m

Vail Eagle County

Sat 6/14

2:39 pm-11:43 pm

1 stop8h 04m

$308

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 6/7

4:00 pm-6:03 pm

Nonstop3h 03m

Vail Eagle County

Sat 6/14

8:50 am-12:38 pm

Nonstop2h 48m

$369

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 6/21

9:55 am-4:06 pm

1 stop7h 11m

$150

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 7/22

7:24 am-8:40 pm

2 stops14h 16m

$266

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 6/23

7:03 pm-9:47 am

2 stops15h 44m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Compare providers for flights from Chicago to Vail

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Vail in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Vail flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Vail flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Vail flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Vail flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Vail flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Vail

Have a flexible travel schedule? Discover the best time to fly to Vail from Chicago 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 to Vail

How far ahead should I book a flight from Chicago to Vail?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Vail. Price data was last updated on April 18, 2025.

The price you pay for your flight from Chicago to Vail may vary depending on when you book. For the best chance of a lower fare, look to book 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Vail?

Currently, October is the cheapest month in which you can book a flight from Chicago to Vail (average of $448). Flying from Chicago 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 CHI to EGE?

Find hourly flight availability from Chicago 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 April 24, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Vail at noon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the evening.

Rainfall in Vail by month

Plan your trip to Vail by taking into account the average rainfall totals by month.

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.

Temperature in Vail by month

Plan your trip to Vail by taking into account the average temperature totals by month.

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).

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 April 24, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines and Frontier from Chicago to Vail. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

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
8,685 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

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!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

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!
Frontier
6.0
Okay
3,283 reviews
United Airlines
7.4
Good
8,685 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

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!

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Vail Eagle County (EGE) is the airport you will fly into if you book a flight from Chicago to Vail. You should not have trouble finding flights to Eagle County from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Vail airport from Chicago. It is only a 28.9 mi journey from Eagle County (EGE) to Vail’s city center.

  • What are the cheapest airlines flying from Chicago to Vail round-trip?

    Flying on American Airlines is currently your cheapest option to Vail, with prices starting at $308. Another option worth looking into is United Airlines, starting at $369 round trip. American Airlines is priced at 42% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Vail one-way?

    One-way options have recently been found by users for as low as $150 on Frontier. Other airlines that offer cheap prices include United Airlines from $266 and American Airlines from $273 one-way.

  • What are the cheapest flights from Chicago to Vail?

    The cheapest flight price from Chicago to Vail is $289. On average you can expect to pay $497. The most popular route, (Chicago O'Hare Intl - Vail Eagle County), can usually be booked for $309.

  • Can I find deals for flights from Chicago to Vail that include hotel bookings?

    Yes. In addition to deals on Chicago to Vail flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Vail?

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

  • Can I find deals for business class flights from Chicago to Vail?

    Yes. Cheapflights offers flight deals from Chicago 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 to Vail?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Vail (average of $448). Flying from Chicago 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Eagle
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Avon
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Top 2 airlines flying from Chicago to Vail

Discover the top 2 airlines that operate flights from Chicago to Vail. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$304Average$507FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$382Average$589FlexibilityNo cancel feeOn-time69%

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