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O'Hare Intl

$208+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — ORD
May 22 — May 291
Fri 5/22
Fri 5/29
1 adult, Economy
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Cheap 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 April 22, 2026.

This American Airlines deal was found by Cheapflights users on 4/20. 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.
Wed 7/292:12 pm
EGE
-
ORD
1 stop6h 01m
American Airlines
Tue 8/411:40 am
ORD
-
EGE
1 stop8h 11m
American Airlines
Deal found 4/20$415
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/281:25 pm
EGE
-
ORD
1 stop5h 40m
United Airlines
Sun 5/316:00 am
ORD
-
EGE
1 stop7h 23m
United Airlines
Deal found 4/21$435
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 5/267:50 am
EGE
-
ORD
1 stop6h 54m
American Airlines
Wed 6/38:19 am
ORD
-
EGE
1 stop6h 12m
American Airlines
Deal found 4/21$442
This United Airlines deal was found by Cheapflights users on 4/18. 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 6/278:00 am
EGE
-
ORD
Nonstop2h 40m
United Airlines
Sat 7/44:00 pm
ORD
-
EGE
Nonstop3h 05m
United Airlines
Deal found 4/18$449
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Wed 5/208:00 am
EGE
-
ORD
1 stop6h 18m
American Airlines
Wed 5/278:19 am
ORD
-
EGE
1 stop6h 12m
American Airlines
Deal found 4/22$469
This American Airlines deal was found by Cheapflights users on 4/21. 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 5/78:00 am
EGE
-
ORD
1 stop8h 44m
American Airlines
Mon 5/1111:43 am
ORD
-
EGE
1 stop8h 26m
American Airlines
Deal found 4/21$499
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/188:00 am
EGE
-
ORD
1 stop8h 44m
American Airlines
Wed 5/2011:43 am
ORD
-
EGE
1 stop8h 26m
American Airlines
Deal found 4/17$511
This American Airlines deal was found by Cheapflights users on 4/20. 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 6/187:50 am
EGE
-
ORD
1 stop6h 49m
American Airlines
Thu 6/251:25 pm
ORD
-
EGE
1 stop6h 39m
American Airlines
Deal found 4/20$520
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Wed 9/23:21 pm
EGE
-
ORD
1 stop5h 21m
United Airlines
Sat 9/510:55 am
ORD
-
EGE
1 stop4h 39m
United Airlines
Deal found 4/19$542
This American Airlines deal was found by Cheapflights users on 4/19. 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 4/308:00 am
EGE
-
ORD
1 stop8h 44m
American Airlines
Sun 5/311:43 am
ORD
-
EGE
1 stop8h 26m
American Airlines
Deal found 4/19$549

Find 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 April 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$415
(American Airlines)

One-way from

$208
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$433

Good round-trip deal

$478 or less

Good one-way deal

$229 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
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Vail Eagle County to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Vail Eagle County to Chicago O'Hare Intl.
Search Deals

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 April 22, 2026.
Use the filters below to find and compare flights from Vail to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 5/28

1:25 pm-8:05 pm

1 stop5h 40m

Chicago O'Hare Intl

Sun 5/31

6:00 am-12:23 pm

1 stop7h 23m

$435

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 6/4

2:12 pm-11:32 pm

1 stop8h 20m

Chicago O'Hare Intl

Tue 6/9

7:02 am-1:31 pm

1 stop7h 29m

$442

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 5/7

8:00 am-5:44 pm

1 stop8h 44m

Chicago O'Hare Intl

Mon 5/11

11:43 am-7:09 pm

1 stop8h 26m

$499

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Wed 5/20

8:00 am-8:00 pm

2 stops11h 00m

Chicago O'Hare Intl

Wed 5/27

11:50 am-7:04 pm

1 stop8h 14m

$505

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Mon 5/18

8:00 am-5:44 pm

1 stop8h 44m

Chicago O'Hare Intl

Wed 5/20

11:43 am-7:09 pm

1 stop8h 26m

$511

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Wed 9/2

1:30 pm-9:12 pm

1 stop6h 42m

Chicago O'Hare Intl

Sat 9/5

6:00 am-12:21 pm

1 stop7h 21m

$542
Cheapest one-way

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Tue 6/16

3:25 pm-7:30 am

2 stops15h 05m

$235
Quickest one-way

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Sat 7/18

8:00 am-11:40 am

Nonstop2h 40m

$256

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Sat 6/20

8:00 am-11:40 am

Nonstop2h 40m

$256

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Wed 6/17

3:25 pm-10:49 pm

1 stop6h 24m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 17 resultsSorted by cheapest first
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 $331). Flying from Vail to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $734). 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.

How much does it cost to fly round-trip from Vail to Chicago O'Hare Intl Airport?

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 April 22, 2026.
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
9,624 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,624 reviews
United Airlines
7.4
Good
9,624 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.1
Good
11,647 reviews
United Airlines
7.4
Good
9,624 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 5h 40m. Your travel time can differ by up to 2h 40m. 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 $191. Another airline that can offer you cheap pricing is American Airlines. United Airlines is 62% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Vail to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Vail to Chicago O'Hare Intl Airport consider choosing United Airlines (71%), Qatar Airways (64%) or American Airlines (57%) as they are the most reliable in getting you off to your destination on time.

  • 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 $425, our data indicates the cheapest price to be $209. The most popular route (Vail Eagle County - Chicago O'Hare Intl), is priced around $449.

  • 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 $331). Flying from Vail to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $734). 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
Rosemont
Schaumburg
Naperville
Gurnee
Lake Geneva
Delavan
Hoffman Estates
Downers Grove
Oakbrook Terrace
Benton Harbor
Des Plaines
Oak Brook
South Holland
Libertyville
Elgin
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing

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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 April 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$191Average$514FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$476FlexibilityNo cancel feeOn-time71%

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