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Vail

$55+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EGE
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Chicago to Vail Eagle County are usually found in June or April, booked 15 days in advance, depart on a Friday or Sunday and return on a Friday

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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(American Airlines)

One-way from

$55
(Frontier)

Popular in

July

Cheapest in

June

Average price

$472

Good round-trip deal

$473 or less

Good one-way deal

$519 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. 8% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This American Airlines deal was found by Cheapflights users on 1/30. 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 3/293:02 pmORD - EGE
1 stop6h 57mAmerican Airlines
Thu 4/31:18 pmEGE - ORD
Nonstop2h 43mAmerican Airlines
Deal found 1/30$339
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 3/75:00 amORD - EGE
1 stop6h 47mUnited Airlines
Thu 3/135:55 pmEGE - ORD
1 stop5h 28mUnited Airlines
Deal found 1/30$360
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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.
Sat 2/224:05 pmORD - EGE
2 stops27h 03mAlaska Airlines
Sat 3/12:34 pmEGE - ORD
1 stop8h 25mAlaska Airlines
Deal found 1/30$544
This Frontier deal was found by Cheapflights users on 1/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:45 amORD - EGE
1 stop8h 22mFrontier
Sun 3/303:07 pmEGE - ORD
1 stop8h 16mFrontier
Deal found 1/30$710
This Expedia deal was found by Cheapflights users on 1/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/276:50 amORD - EGE
1 stop8h 17mMultiple Airlines
Sun 3/26:48 pmEGE - ORD
1 stop10h 05mMultiple Airlines
Deal found 1/30$747

Find flights from Chicago to Vail within your budget

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 January 30, 2025.

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Depart

Return

Price

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Wed 3/19

5:00 am-9:49 am

1 stop5h 49m

Vail Eagle County

Mon 3/24

1:18 pm-5:01 pm

Nonstop2h 43m

$339

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 3/15

7:58 pm-10:02 pm

Nonstop3h 04m

Vail Eagle County

Fri 3/21

8:00 am-11:57 am

Nonstop2h 57m

$344

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Thu 2/20

5:45 am-1:51 pm

1 stop9h 06m

Vail Eagle County

Tue 2/25

2:56 pm-11:48 pm

1 stop7h 52m

$364

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sun 3/9

6:45 am-2:07 pm

1 stop8h 22m

Vail Eagle County

Sun 3/16

3:07 pm-12:23 am

1 stop8h 16m

$389

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sun 3/9

6:45 am-2:07 pm

1 stop8h 22m

Vail Eagle County

Sat 3/15

2:34 pm-11:59 pm

1 stop8h 25m

$412

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 2/22

7:00 pm-1:04 pm

2 stops19h 04m

Vail Eagle County

Sat 3/1

2:34 pm-11:59 pm

1 stop8h 25m

$540

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Thu 2/27

6:50 am-2:07 pm

1 stop8h 17m

$55

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 2/22

7:00 pm-1:04 pm

2 stops19h 04m

$268

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Thu 2/20

10:15 am-12:17 pm

Nonstop3h 02m

$285

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 3/31

8:00 pm-12:41 pm

2 stops17h 41m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 11 results
1
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 FlightHub the most. FlightHub 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.

Travel insights for flights from Chicago to Vail

Get recent, data-driven insights about flights from Chicago to Vail including ideal travel times, pricing trends, and more.

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 January 24, 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 15 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 January 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Vail in the morning. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight in the evening.

Weekly flight availability from Chicago to Vail

Explore weekly flight availability from Chicago to Vail. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 30, 2025.

The most flights from CHI to EGE are scheduled on a Thursday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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 January 30, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and United Airlines 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.
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,688 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,454 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,913 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Frontier
6.0
Okay
3,424 reviews
Alaska Airlines
8.0
Very good
9,688 reviews

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 2 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 $339. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $344 and $364, respectively. American Airlines is priced at 36% 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 $55 on Frontier. Other airlines that offer cheap prices include Alaska Airlines from $268 and American Airlines from $285 one-way.

  • What are the cheapest flights from Chicago to Vail?

    The cheapest flight price from Chicago to Vail is $284. On average you can expect to pay $557. The most popular route, (Chicago O'Hare Intl - Vail Eagle County), can usually be booked for $329.

  • 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?

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Alternative routes for Chicago to Vail

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$304Average$480FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$374Average$575FlexibilityNo cancel feeOn-time69%
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