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Cheap flights from Vail (EGE) to Chicago (CHI) from $244

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 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
EGE — CHI
May 18 — May 251
From?
To?
Sat 5/18
Sat 5/25
1 adult, Economy
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Cheap flight deals from Vail to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Vail (EGE) to Chicago (CHI). 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 May 13, 2024.

Popular in

June

Cheapest in

November

Average price

$466

Round-trip from

$223
High demand for flights, 25% potential price rise
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Best time to find cheap flights, 36% potential price drop
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Average for round-trip flights in May 2024
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From Vail Eagle County to Chicago (CHI)
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What is the cheapest day to fly round-trip from Vail to Chicago?

It’s generally more expensive to depart on a Thursday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

What is the cheapest month to fly from Vail to Chicago?

Flights from Vail to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Vail to Chicago in November, with the cheapest ticket starting at $327.

When is the cheapest time to fly from Vail to Chicago (EGE - CHI)?

A simple way to save on the total cost of your ticket is to fly from Vail to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the morning.

Cheap American Airlines flights from Vail to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Vail and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Peruse some of the lowest-priced American Airlines flights we've found from Vail to Chicago. Make sure to check back often as deals are often changing.
Wed 6/192:39 pmEGE - ORD
1 stop5h 46mAmerican Airlines
Sat 6/221:15 pmORD - EGE
1 stop7h 41mAmerican Airlines
Deal found 5/12$390
Wed 7/1010:35 amEGE - ORD
1 stop7h 53mAmerican Airlines
Sat 7/1310:04 amORD - EGE
2 stops11h 01mAmerican Airlines
Deal found 5/12$531
Wed 6/1910:28 amEGE - ORD
1 stop7h 51mAmerican Airlines
Sat 6/2210:00 amORD - EGE
2 stops10h 56mAmerican Airlines
Deal found 5/12$541
Wed 6/198:26 amEGE - ORD
2 stops8h 24mAmerican Airlines
Sat 6/229:55 amORD - EGE
2 stops11h 01mAmerican Airlines
Deal found 5/12$894
Sun 7/78:25 amEGE - ORD
2 stops8h 19mAmerican Airlines
Tue 7/95:00 amORD - EGE
1 stop5h 55mAmerican Airlines
Deal found 5/12$906
Sun 7/78:25 amEGE - ORD
2 stops8h 19mAmerican Airlines
Tue 7/910:04 amORD - EGE
2 stops10h 51mAmerican Airlines
Deal found 5/12$1,130

Cheap United Airlines flights from Vail to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Vail and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Some of the lowest-priced United Airlines flights we've found at this time heading from Vail to Chicago. Deals are refreshing constantly so come back soon for more options.
Wed 6/191:17 pmEGE - ORD
1 stop6h 47mUnited Airlines
Sat 6/223:50 pmORD - EGE
Nonstop3h 04mUnited Airlines
Deal found 5/12$470
Wed 7/103:15 pmEGE - ORD
1 stop5h 41mUnited Airlines
Sat 7/133:50 pmORD - EGE
Nonstop3h 04mUnited Airlines
Deal found 5/12$510
Sun 7/79:00 amEGE - ORD
Nonstop2h 44mUnited Airlines
Tue 7/95:16 amORD - EGE
1 stop6h 34mUnited Airlines
Deal found 5/12$704
Sun 7/79:00 amEGE - ORD
Nonstop2h 44mUnited Airlines
Tue 7/98:15 pmORD - EGE
2 stops17h 10mUnited Airlines
Deal found 5/12$796

Cheap Vail to Chicago flights in May & June 2024

Find cheap flight options from Vail to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Prices were last updated on May 13, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 6/192:39 pmEGE - ORD
1 stop5h 46mAmerican Airlines
Sat 6/221:15 pmORD - EGE
1 stop7h 41mAmerican Airlines
Deal found 5/12$390
Wed 6/191:17 pmEGE - ORD
1 stop6h 47mUnited Airlines
Sat 6/223:50 pmORD - EGE
Nonstop3h 04mUnited Airlines
Deal found 5/12$470
Wed 6/1910:28 amEGE - ORD
1 stop7h 51mAmerican Airlines
Sat 6/2210:00 amORD - EGE
2 stops10h 56mAmerican Airlines
Deal found 5/12$541
Wed 6/198:26 amEGE - ORD
2 stops8h 24mAmerican Airlines
Sat 6/229:55 amORD - EGE
2 stops11h 01mAmerican Airlines
Deal found 5/12$894

Vail to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Vail and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 6/192:39 pmEGE - ORD
1 stop5h 46mAmerican Airlines
Sat 6/221:15 pmORD - EGE
1 stop7h 41mAmerican Airlines
Deal found 5/12$390
Wed 6/191:17 pmEGE - ORD
1 stop6h 47mUnited Airlines
Sat 6/223:50 pmORD - EGE
Nonstop3h 04mUnited Airlines
Deal found 5/12$470
Wed 7/103:15 pmEGE - ORD
1 stop5h 41mUnited Airlines
Sat 7/133:50 pmORD - EGE
Nonstop3h 04mUnited Airlines
Deal found 5/12$510
Wed 7/1010:35 amEGE - ORD
1 stop7h 53mAmerican Airlines
Sat 7/1310:04 amORD - EGE
2 stops11h 01mAmerican Airlines
Deal found 5/12$531
Wed 6/1910:28 amEGE - ORD
1 stop7h 51mAmerican Airlines
Sat 6/2210:00 amORD - EGE
2 stops10h 56mAmerican Airlines
Deal found 5/12$541
Tue 12/103:15 pmEGE - ORD
1 stop6h 10mUnited Airlines
Wed 12/117:15 amORD - EGE
1 stop6h 09mUnited Airlines
Deal found 5/11$574
Sun 7/79:00 amEGE - ORD
Nonstop2h 44mUnited Airlines
Tue 7/95:16 amORD - EGE
1 stop6h 34mUnited Airlines
Deal found 5/12$704
Tue 12/107:35 amEGE - ORD
2 stops11h 34mUnited Airlines
Wed 12/117:15 amORD - EGE
1 stop6h 09mUnited Airlines
Deal found 5/11$723
Sun 7/79:00 amEGE - ORD
Nonstop2h 44mUnited Airlines
Tue 7/98:15 pmORD - EGE
2 stops17h 10mUnited Airlines
Deal found 5/12$796

One-way flights to Chicago from Vail

Search for one-way flight options from Vail to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
If you're seeking multiple options on one-way flights from Vail to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Vail to Chicago should utilize the search form above.
Wed 9/1810:30 amEGE - ORD
1 stop8h 07mAmerican Airlines
Deal found 5/12$244
Sat 6/810:28 amEGE - ORD
1 stop7h 51mAmerican Airlines
Deal found 5/12$264
Fri 6/711:35 amEGE - ORD
1 stop6h 20mUnited Airlines
Deal found 5/12$284
Sat 6/89:00 amEGE - ORD
Nonstop2h 44mUnited Airlines
Deal found 5/12$295
Wed 9/181:35 pmEGE - ORD
2 stops17h 30mUnited Airlines
Deal found 5/12$319
Tue 6/111:17 pmEGE - ORD
2 stops17h 24mUnited Airlines
Deal found 5/12$334
Fri 6/71:17 pmEGE - ORD
2 stops19h 18mUnited Airlines
Deal found 5/12$384
Mon 6/103:15 pmEGE - ORD
2 stops17h 20mUnited Airlines
Deal found 5/12$399
Sat 6/811:35 amEGE - ORD
2 stops21h 00mUnited Airlines
Deal found 5/12$404

Find flights from Vail to Chicago within your budget

Customize your flight search to find flights from Vail to Chicago 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 2,633,403 searches. Data last updated May 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$390 - $906

Route

Depart

Return

Price

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 6/19

1 stop5h 46m

Chicago O'Hare Intl

Sat 6/22

1 stop7h 41m

$390

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 6/19

1 stop6h 47m

Chicago O'Hare Intl

Sat 6/22

Nonstop3h 04m

$470

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 7/10

1 stop5h 41m

Chicago O'Hare Intl

Sat 7/13

Nonstop3h 04m

$510

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 7/10

1 stop7h 53m

Chicago O'Hare Intl

Sat 7/13

2 stops11h 01m

$531

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 6/19

1 stop7h 51m

Chicago O'Hare Intl

Sat 6/22

2 stops10h 56m

$541

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Sun 7/7

Nonstop2h 44m

Chicago O'Hare Intl

Tue 7/9

1 stop6h 34m

$704

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Sun 7/7

Nonstop2h 44m

Chicago O'Hare Intl

Tue 7/9

2 stops17h 10m

$796

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Wed 6/19

2 stops8h 24m

Chicago O'Hare Intl

Sat 6/22

2 stops11h 01m

$894

Vail Eagle CountyChicago O'Hare Intl

EGE - ORD

EGEORD

Vail Eagle County

Sun 7/7

2 stops8h 19m

Chicago O'Hare Intl

Tue 7/9

1 stop5h 55m

$906

Flights are sorted by cheapest first

Deals found on 5/12

When is the cheapest time to fly from Vail to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Vail to Chicago. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Vail to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Vail to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Vail to Chicago is currently $325 while a round-trip flight costs $638. Price data was last updated on May 12, 2024.

Currently, February is the cheapest month in which you can book a flight from Vail to Chicago (average of $244). Flying from Vail to Chicago in June is currently the most expensive (average of $342). 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.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$342

July

$327

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 13, 2024.
Read reviews from past customers who have flown American Airlines and United Airlines from Vail to Chicago. 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
10,981 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.2

Food

6.7

Boarding

7.7

Reviews

1 / 10

Plane makes you pay for in flight entertainment. Unacceptable in this day and age. Plane was old and outdated. Luggage was lost

United Airlines
7.4
Good
10,981 reviews
United Airlines
7.4
Good
10,981 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.2

Food

6.7

Boarding

7.7

Reviews

1 / 10

Plane makes you pay for in flight entertainment. Unacceptable in this day and age. Plane was old and outdated. Luggage was lost

American Airlines
7.3
Good
14,608 reviews
United Airlines
7.4
Good
10,981 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.2

Food

6.7

Boarding

7.7

Reviews

1 / 10

Plane makes you pay for in flight entertainment. Unacceptable in this day and age. Plane was old and outdated. Luggage was lost

Related info for your journey

Find useful and relevant information for your journey from Vail to Chicago. 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 from for flights from Vail to Chicago?

    Most people fly from Vail Eagle County (EGE) if they book a flight from Vail to Chicago. On average, Eagle County has 3 outbound flights to Chicago per day from 2 airlines. Vail Eagle County is conveniently located just 28.9 mi from Vail’s city center.

  • Can I find flights from Vail to Chicago for under $400 on Cheapflights?

    Yes, there are multiple flights from Vail to Chicago for under $400. The cheapest flight booked recently is on American Airlines for just $390, but on average you can expect to pay $687.

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

    Currently priced at $390, American Airlines will fly you from Vail to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as $470. Users have found that American Airlines is 23% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Vail to Chicago?

    Consider American Airlines (81%), Qatar Airways (81%) or United Airlines (75%) when booking your flight. These represent the most reliable airlines when flying from Vail to Chicago.

  • What are the cheapest flights from Vail to Chicago?

    Looking at all options, your cheapest flight can be booked for $161. While the most popular route (Vail Eagle County - Chicago O'Hare Intl) can be booked for $360 on average our data indicates $503 when flying from Vail to Chicago.

  • What does EGE to ORD mean?

    Vail Eagle County Airport is EGE and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Vail to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Vail to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Vail to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Vail to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Vail to Chicago that allow pets onboard?

    Many airlines flying from Vail to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Vail to Chicago?

    Yes, you can often find last-minute deals on Vail to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Vail to Chicago flight deals updated?

    The Vail to Chicago flight deals you see on this page were last updated on 5/12.

See more FAQs

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Alternative routes for Vail to Chicago
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Top 2 airlines flying from Vail to Chicago

Discover the top 2 airlines that operate flights from Vail to Chicago. 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 2,633,403 searches. Data last updated May 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$350Average$390FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$430Average$490FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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Search flights from Vail to Chicago by cabin class

Find flights from Vail to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Weekly flight availability from Vail to Chicago

Explore weekly flight availability from Vail to Chicago. 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 May 13, 2024.
Sunday4daily flights
Monday3daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday3daily flights
Saturday4daily flights

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Fly with Cheapflights

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How does Cheapflights help users find flights from Vail to Chicago?

Cheapflights helps you search for flights from Vail to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Vail to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Vail.

Can Cheapflights find flights from Vail to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Vail to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Vail to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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