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Cheap flights from Vail to Chicago from $208

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vail to Chicago departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Vail to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$415American Airlines
vie., jul. 17 - lun., jul. 20
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$427American Airlines
jue., jul. 9 - dom., jul. 12
American Airlines Logo
2:12 pm - 9:22 pm
EGE
-
ORD
6h 10m
1 stop
American Airlines Logo
7:00 am - 1:32 pm
ORD
-
EGE
7h 32m
1 stop
$430American Airlines
mié., jul. 29 - mar., ago. 4
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
11:00 am - 6:50 pm
ORD
-
EGE
8h 50m
1 stop
$435American Airlines
mié., jul. 29 - mar., ago. 4
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$447American Airlines
jue., jul. 2 - mar., jul. 14
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$452American Airlines
jue., jul. 9 - jue., jul. 16
United Airlines Logo
8:00 am - 11:52 am
EGE
-
ORD
2h 52mnonstop
United Airlines Logo
7:05 am - 12:03 pm
ORD
-
EGE
5h 58m
1 stop
$462United Airlines
sáb., jul. 11 - mar., jul. 14
American Airlines Logo
7:50 am - 3:51 pm
EGE
-
ORD
7h 01m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$463American Airlines
mié., jul. 29 - mar., ago. 4
American Airlines Logo
10:33 am - 7:44 pm
EGE
-
ORD
8h 11m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$479American Airlines
vie., jul. 3 - dom., jul. 5
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
11:00 am - 6:50 pm
ORD
-
EGE
8h 50m
1 stop
$493American Airlines
vie., jul. 24 - mar., jul. 28

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United Airlines flights from Vail to Chicago O'Hare Intl Airport

Our best United Airlines deals on Vail to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jul 11
EGE8:00 amVail Eagle County
2h 52m
ORD11:52 amChicago O'Hare Intl
Jul 14
ORD7:05 amChicago O'Hare Intl
5h 58m
1 stop
EGE12:03 pmVail Eagle County
$462
United Airlines
Jun 27
EGE8:00 amVail Eagle County
2h 55m
ORD11:55 amChicago O'Hare Intl
Jun 28
ORD6:00 amChicago O'Hare Intl
7h 03m
1 stop
EGE12:03 pmVail Eagle County
$499
United Airlines
Jul 25
EGE8:00 amVail Eagle County
2h 52m
ORD11:52 amChicago O'Hare Intl
Aug 10
ORD6:00 amChicago O'Hare Intl
7h 03m
1 stop
EGE12:03 pmVail Eagle County
$507

American Airlines flights from Vail to Chicago O'Hare Intl Airport

Our best American Airlines deals on Vail to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jul 17
EGE2:12 pmVail Eagle County
8h 27m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jul 20
ORD5:00 amChicago O'Hare Intl
5h 53m
1 stop
EGE9:53 amVail Eagle County
$415
American Airlines
Jul 9
EGE2:12 pmVail Eagle County
8h 27m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jul 12
ORD5:00 amChicago O'Hare Intl
5h 53m
1 stop
EGE9:53 amVail Eagle County
$427
American Airlines
Jul 29
EGE2:12 pmVail Eagle County
6h 10m
1 stop
ORD9:22 pmChicago O'Hare Intl
Aug 4
ORD7:00 amChicago O'Hare Intl
7h 32m
1 stop
EGE1:32 pmVail Eagle County
$430

momondo Fare Finder

 
Customize your flight search to find flights from Vail to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated junio 10, 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

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

vie. 7/17

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

lun. 7/20

5:00 am-9:53 am

1 stop5h 53m

$415

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

jue. 7/9

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

dom. 7/12

5:00 am-9:53 am

1 stop5h 53m

$427

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

mié. 7/29

2:12 pm-9:22 pm

1 stop6h 10m

Chicago O'Hare Intl

mar. 8/4

7:00 am-1:32 pm

1 stop7h 32m

$430

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

mié. 7/29

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

mar. 8/4

11:00 am-6:50 pm

1 stop8h 50m

$435

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

jue. 7/2

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

mar. 7/14

5:00 am-9:53 am

1 stop5h 53m

$447

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

jue. 7/9

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

jue. 7/16

5:00 am-9:53 am

1 stop5h 53m

$452
Quickest round-trip

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

sáb. 7/11

8:00 am-11:52 am

Nonstop2h 52m

Chicago O'Hare Intl

mar. 7/14

7:05 am-12:03 pm

1 stop5h 58m

$462

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

mié. 7/29

7:50 am-3:51 pm

1 stop7h 01m

Chicago O'Hare Intl

mar. 8/4

5:00 am-9:53 am

1 stop5h 53m

$463

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

vie. 7/3

10:33 am-7:44 pm

1 stop8h 11m

Chicago O'Hare Intl

dom. 7/5

5:00 am-9:53 am

1 stop5h 53m

$479

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

vie. 7/24

2:12 pm-11:39 pm

1 stop8h 27m

Chicago O'Hare Intl

mar. 7/28

11:00 am-6:50 pm

1 stop8h 50m

$493

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Chicago from

How to get the cheapest flight ticket from Vail to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Vail and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vail averaging around $331.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $317. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Vail because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $542.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Vail in the evening is the least expensive time of day to depart. momondo users have found prices as low as $229 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $569. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Vail Eagle County to Chicago O'Hare Intl flight route?

Fly from Vail Eagle County to Chicago O'Hare Intl for the best Vail Eagle County - Chicago O'Hare Intl flight prices

What cabin class options are available on Vail to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Vail to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Vail to Chicago O'Hare Intl Airport flights?

You could potentially save up to 28% on your flight if you consider stops on a Vail to Chicago O'Hare Intl Airport flight.

How have Vail to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Vail to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Vail to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Vail to Chicago O'Hare Intl Airport (EGE to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vail to Chicago O'Hare Intl Airport

Best Price Found

$459

Fastest flight time

2h 52m

Direct flights

Mon, Tue and Sun
The best flight deal from Vail to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $459
The fastest flight from Vail to Chicago O'Hare Intl Airport takes 2h 52m
Direct flights go from Vail to Chicago O'Hare Intl Airport on Monday, Tuesday and Sunday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from Vail to Chicago O'Hare Intl Airport

  • How far is Vail Eagle County to Chicago O'Hare Intl by plane?

    A flight from Vail Eagle County to Chicago O'Hare Intl will travel around 976.6 mi. Flights usually cover this in 2h 52m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Vail Eagle County Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Vail Eagle County Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Vail Eagle County Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Vail Eagle County Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vail Eagle County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Vail to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Vail to Chicago O'Hare Intl Airport?

Best airlines flying from Vail to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Vail to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $191Free CancellationRating
7.4
9,804 reviews
Search United Airlines flights
American AirlinesPriceFrom $265Free CancellationRating
7.1
11,635 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

Why should I use momondo to find a flight deal from Vail to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Vail.

Can I find flights from Vail to Chicago with flexible booking policies on momondo?

Flights from Vail to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Vail to Chicago?

Once all potential Vail to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Vail to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Vail and alert you when they change.

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