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Cheap flights from Vail to Chicago from $198

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 4/28. 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
0 bags

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Find the cheapest flights from Vail to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:05 pm - 3:53 pm
EGE
-
ORD
2h 48mnonstop
American Airlines Logo
10:34 am - 12:40 pm
ORD
-
EGE
3h 06mnonstop
$309American Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
12:05 pm - 3:53 pm
EGE
-
ORD
2h 48mnonstop
American Airlines Logo
11:43 am - 7:09 pm
ORD
-
EGE
8h 26m
1 stop
$319American Airlines
Thu, Apr 2 - Thu, Apr 16
United Airlines Logo
8:00 am - 12:00 pm
EGE
-
ORD
3h 00mnonstop
United Airlines Logo
9:10 am - 11:16 am
ORD
-
EGE
3h 06mnonstop
$324United Airlines
Fri, Mar 27 - Mon, Mar 30
American Airlines Logo
12:30 pm - 7:40 pm
EGE
-
ORD
6h 10m
1 stop
American Airlines Logo
9:45 am - 3:47 pm
ORD
-
EGE
7h 02m
1 stop
$329American Airlines
Wed, Apr 1 - Sun, Apr 5
United Airlines Logo
11:18 am - 6:45 pm
EGE
-
ORD
6h 27m
1 stop
United Airlines Logo
9:10 am - 11:16 am
ORD
-
EGE
3h 06mnonstop
$334United Airlines
Fri, Mar 27 - Mon, Mar 30
American Airlines Logo
10:35 am - 7:40 pm
EGE
-
ORD
8h 05m
1 stop
American Airlines Logo
7:00 am - 1:56 pm
ORD
-
EGE
7h 56m
1 stop
$344American Airlines
Fri, Mar 27 - Mon, Mar 30
United Airlines Logo
1:45 pm - 8:24 pm
EGE
-
ORD
5h 39m
1 stop
United Airlines Logo
7:00 am - 12:42 pm
ORD
-
EGE
6h 42m
1 stop
$345United Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
12:05 pm - 3:53 pm
EGE
-
ORD
2h 48mnonstop
American Airlines Logo
10:34 am - 12:40 pm
ORD
-
EGE
3h 06mnonstop
$351American Airlines
Fri, Mar 27 - Mon, Mar 30
American Airlines Logo
12:05 pm - 3:53 pm
EGE
-
ORD
2h 48mnonstop
American Airlines Logo
12:30 pm - 7:09 pm
ORD
-
EGE
7h 39m
1 stop
$352American Airlines
Mon, Apr 6 - Mon, May 18
American Airlines Logo
2:37 pm - 9:25 pm
EGE
-
ORD
5h 48m
1 stop
American Airlines Logo
10:34 am - 12:40 pm
ORD
-
EGE
3h 06mnonstop
$361American Airlines
Fri, Mar 27 - Mon, Mar 30

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
Mar 27
EGE8:00 amVail Eagle County
3h 00m
ORD12:00 pmChicago O'Hare Intl
Mar 30
ORD9:10 amChicago O'Hare Intl
3h 06m
EGE11:16 amVail Eagle County
$324
United Airlines
Mar 27
EGE11:18 amVail Eagle County
6h 27m
1 stop
ORD6:45 pmChicago O'Hare Intl
Mar 30
ORD9:10 amChicago O'Hare Intl
3h 06m
EGE11:16 amVail Eagle County
$334
United Airlines
May 7
EGE1:45 pmVail Eagle County
5h 39m
1 stop
ORD8:24 pmChicago O'Hare Intl
May 10
ORD7:00 amChicago O'Hare Intl
6h 42m
1 stop
EGE12:42 pmVail Eagle County
$345

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
Apr 1
EGE12:05 pmVail Eagle County
2h 48m
ORD3:53 pmChicago O'Hare Intl
Apr 5
ORD10:34 amChicago O'Hare Intl
3h 06m
EGE12:40 pmVail Eagle County
$309
American Airlines
Apr 2
EGE12:05 pmVail Eagle County
2h 48m
ORD3:53 pmChicago O'Hare Intl
Apr 16
ORD11:43 amChicago O'Hare Intl
8h 26m
1 stop
EGE7:09 pmVail Eagle County
$319
American Airlines
Mar 23
EGE10:48 amVail Eagle County
2h 48m
ORD2:36 pmChicago O'Hare Intl
Mar 31
ORD10:34 amChicago O'Hare Intl
3h 06m
EGE12:40 pmVail Eagle County
$324

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 March 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
Quickest round-trip

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Wed 4/1

12:05 pm-3:53 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sun 4/5

10:34 am-12:40 pm

Nonstop3h 06m

$309

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 4/2

12:05 pm-3:53 pm

Nonstop2h 48m

Chicago O'Hare Intl

Thu 4/16

11:43 am-7:09 pm

1 stop8h 26m

$319

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/27

8:00 am-12:00 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 3/30

9:10 am-11:16 am

Nonstop3h 06m

$324

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Wed 4/1

12:30 pm-7:40 pm

1 stop6h 10m

Chicago O'Hare Intl

Sun 4/5

9:45 am-3:47 pm

1 stop7h 02m

$329

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/27

11:18 am-6:45 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 3/30

9:10 am-11:16 am

Nonstop3h 06m

$334

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/27

10:35 am-7:40 pm

1 stop8h 05m

Chicago O'Hare Intl

Mon 3/30

7:00 am-1:56 pm

1 stop7h 56m

$344

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Thu 5/7

1:45 pm-8:24 pm

1 stop5h 39m

Chicago O'Hare Intl

Sun 5/10

7:00 am-12:42 pm

1 stop6h 42m

$345

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/27

12:05 pm-3:53 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 3/30

10:34 am-12:40 pm

Nonstop3h 06m

$351

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Mon 4/6

12:05 pm-3:53 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 5/18

12:30 pm-7:09 pm

1 stop7h 39m

$352

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Fri 3/27

2:37 pm-9:25 pm

1 stop5h 48m

Chicago O'Hare Intl

Mon 3/30

10:34 am-12:40 pm

Nonstop3h 06m

$361

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vail averaging around $406.

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 $309. 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 $577.

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 $207 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $626. 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 Eagle County to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Vail Eagle County to Chicago O'Hare Intl 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?

No. A direct flight is the cheapest option for a flight between Vail to Chicago O'Hare Intl Airport.

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

$247

Fastest flight time

2h 58m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Vail in the past 72 hours is $247. The best round-trip flight deal from Vail to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $376.
The fastest flight from Vail to Chicago O'Hare Intl Airport takes 2h 58m
Direct flights go from Vail to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 58m, 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
9,409 reviews
Search United Airlines flights
American AirlinesPriceFrom $265Free CancellationRating
7.1
11,413 reviews
Search American Airlines flights

  • United Airlines Flights From Vail to Chicago O'Hare Intl Airport

    United Airlines operates around 9 flights from Vail to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $490, but momondo users have found United Airlines deals from Vail to Chicago O'Hare Intl Airport from as low as $191 round-trip. United Airlines has been scored 7.4/10 in 9,409 reviews.

  • American Airlines Flights From Vail to Chicago O'Hare Intl Airport

    Across 11,413 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Vail to Chicago O'Hare Intl Airport about 14 times each week, with ticket deals ranging from $265 to $476. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

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

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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