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O'Hare Intl

$221+ Cheap flights from Vail (EGE) to O'Hare Intl (ORD)

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — ORD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheap flight deals from Vail to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Vail (EGE) to O'Hare Intl (ORD). 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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(United Airlines)

One-way from

$221
(United Airlines)

Popular in

January

Cheapest in

February

Average price

$433

Good round-trip deal

$308 or less

Good one-way deal

$249 or less
Provider with most accurate pricing for Vail Eagle County-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Vail Eagle County-Chicago O'Hare Intl flights.
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From Vail Eagle County to Chicago O'Hare Intl
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One-way flight from Vail Eagle County to Chicago O'Hare Intl
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Highest demand for flights based on searches. 6% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Vail Eagle County to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Vail Eagle County to Chicago O'Hare Intl.
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Find flight deals from Vail to O'Hare Intl

Cheapest flights from Vail to O'Hare Intl
Explore the most affordable flight options available from Vail to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This United Airlines deal was found by Cheapflights users on 10/25. 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 11/287:10 amEGE - ORD
1 stop6h 38mUnited Airlines
Thu 12/41:51 pmORD - EGE
1 stop7h 41mUnited Airlines
Deal found 10/25$369
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/277:10 amEGE - ORD
1 stop6h 38mUnited Airlines
Wed 12/32:40 pmORD - EGE
1 stop6h 52mUnited Airlines
Deal found 10/26$379
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/138:00 amEGE - ORD
1 stop6h 28mAmerican Airlines
Sun 11/161:23 pmORD - EGE
1 stop6h 48mAmerican Airlines
Deal found 10/26$443
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 11/248:00 amEGE - ORD
1 stop8h 15mAmerican Airlines
Thu 11/275:35 amORD - EGE
1 stop7h 08mAmerican Airlines
Deal found 10/26$449
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/277:10 amEGE - ORD
1 stop5h 05mUnited Airlines
Tue 12/22:40 pmORD - EGE
1 stop6h 52mUnited Airlines
Deal found 10/26$476
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 10/308:08 amEGE - ORD
1 stop8h 09mAmerican Airlines
Mon 11/31:23 pmORD - EGE
1 stop6h 48mAmerican Airlines
Deal found 10/26$477
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/278:00 amEGE - ORD
1 stop6h 19mAmerican Airlines
Mon 12/12:24 pmORD - EGE
1 stop5h 47mAmerican Airlines
Deal found 10/26$481
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/223:15 pmEGE - ORD
1 stop7h 44mUnited Airlines
Tue 12/22:40 pmORD - EGE
1 stop6h 52mUnited Airlines
Deal found 10/26$485

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vail to O'Hare Intl 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 October 27, 2025.
Use the filters below to find and compare flights from Vail to Chicago O'Hare Intl Airport that are best for you.

Fly from

Vail

Fly to

O'Hare Intl

Route

Depart

Return

Price

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 11/28

7:10 am-2:48 pm

1 stop6h 38m

Chicago O'Hare Intl

Thu 12/4

1:51 pm-8:32 pm

1 stop7h 41m

$369

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/6

10:49 am-2:35 pm

Nonstop2h 46m

Chicago O'Hare Intl

Wed 3/11

10:45 am-12:51 pm

Nonstop3h 06m

$394

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 4/3

10:34 am-2:34 pm

Nonstop3h 00m

Chicago O'Hare Intl

Wed 4/8

12:09 pm-5:53 pm

1 stop6h 44m

$404

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 2/27

10:34 am-2:34 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 3/2

10:45 am-12:51 pm

Nonstop3h 06m

$411

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 2/27

3:30 pm-10:52 pm

1 stop6h 22m

Chicago O'Hare Intl

Mon 3/2

7:35 am-2:15 pm

1 stop7h 40m

$426

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 11/27

7:10 am-1:15 pm

1 stop5h 05m

Chicago O'Hare Intl

Tue 12/2

2:40 pm-8:32 pm

1 stop6h 52m

$476

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Sat 1/24

12:35 pm-4:30 pm

Nonstop2h 55m

$221

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 12/18

8:25 am-12:29 pm

Nonstop3h 04m

$221

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Tue 12/23

11:50 am-6:59 pm

1 stop6h 09m

$231

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Sun 1/25

8:10 am-5:09 pm

1 stop7h 59m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 14 results
1
2
  • Most accurate provider: When it comes to deals on Vail-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vail-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vail-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Vail-Chicago O'Hare Intl Airport 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 Vail-Chicago O'Hare Intl Airport 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 Vail to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Vail 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 Vail to Chicago O'Hare Intl Airport

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

Currently, February is the cheapest month in which you can book a flight from Vail to Chicago O'Hare Intl Airport (average of $59). Flying from Vail to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $122). 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.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 27, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Vail to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,033 reviews
United Airlines
7.4
Good
8,997 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Vail to O'Hare Intl. 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 O'Hare Intl?

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

  • How long is the flight from Vail to Chicago O'Hare Intl Airport?

    United Airlines and American Airlines can get you from Vail to Chicago O'Hare Intl Airport in just under 2h 46m. Your travel time can differ by up to 3h 52m. Airlines will cover a distance of 1004 mi. This flight may include one or multiple stops.

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

    Cheapflights users have booked flights from Vail to Chicago O'Hare Intl Airport round-trip from $249. Another airline that can offer you cheap pricing is American Airlines. United Airlines is 50% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Looking for the cheapest flight from Vail to Chicago O'Hare Intl Airport? While on average our users pay $339, our data indicates the cheapest price to be $191. The most popular route (Vail Eagle County - Chicago O'Hare Intl), is priced around $360.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Vail to O'Hare Intl 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 Vail to Chicago O'Hare Intl Airport?

    Currently, February is the cheapest month in which you can book a flight from Vail to Chicago O'Hare Intl Airport (average of $59). Flying from Vail to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $122). 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 O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Top 2 airlines flying from Vail to O'Hare Intl

Discover the top 2 airlines that operate flights from Vail to O'Hare Intl. 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$249Average$509FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$359Average$478FlexibilityNo cancel feeOn-time71%

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