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Cheap flights from Vail to Chicago from $233

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
8:00 am - 4:00 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
7h 00m1 stop Dallas/Fort Worth
American Airlines Logo
12:02 pm - 7:01 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
7h 59m1 stop Dallas/Fort Worth
$485American Airlines
Thu, Dec 10 - Sun, Dec 13
American Airlines Logo
7:53 am - 3:19 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
6h 26m1 stop Dallas/Fort Worth
American Airlines Logo
11:00 am - 7:02 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
9h 02m1 stop Dallas/Fort Worth
$522American Airlines
Fri, Oct 23 - Mon, Oct 26
American Airlines Logo
7:53 am - 3:19 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
6h 26m1 stop Dallas/Fort Worth
American Airlines Logo
11:00 pm - 7:02 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
21h 02m2 stops Lambert-St Louis Dallas/Fort Worth
$537American Airlines
Fri, Oct 16 - Tue, Oct 27
American Airlines Logo
7:53 am - 3:19 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
6h 26m1 stop Dallas/Fort Worth
American Airlines Logo
11:00 pm - 7:02 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
21h 02m2 stops Lambert-St Louis Dallas/Fort Worth
$537American Airlines
Sat, Oct 24 - Tue, Oct 27
United Airlines Logo
1:44 pm - 8:22 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
5h 38m1 stop Denver Intl
United Airlines Logo
7:00 am - 12:42 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
6h 42m1 stop Denver Intl
$559United Airlines
Fri, Oct 16 - Sun, Oct 18
United Airlines Logo
1:44 pm - 8:20 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
5h 36m1 stop Denver Intl
United Airlines Logo
2:30 pm - 8:31 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
7h 01m1 stop Denver Intl
$559United Airlines
Sat, Oct 24 - Tue, Oct 27
United Airlines Logo
3:31 pm - 10:46 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
6h 15m1 stop Denver Intl
United Airlines Logo
7:00 am - 12:26 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
6h 26m1 stop Denver Intl
$559United Airlines
Fri, Oct 16 - Tue, Oct 27
United Airlines Logo
3:31 pm - 11:59 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
7h 28m1 stop Denver Intl
United Airlines Logo
4:20 pm - 8:33 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
5h 13m1 stop Denver Intl
$605United Airlines
Thu, Oct 8 - Mon, Oct 12
Alaska Airlines Logo
4:28 pm - 1:19 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
19h 51m2 stops Seattle/Tacoma Intl San Diego
Alaska Airlines Logo
6:00 am - 3:48 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
10h 48m1 stop Seattle/Tacoma Intl
$1,139Alaska Airlines
Sat, Dec 19 - Sat, Dec 26
Delta Logo
1:55 pm - 11:59 pmEGE  Vail Eagle County-ORD Chicago O'Hare Intl
9h 04m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 2:34 pmORD  Chicago O'Hare Intl-EGE Vail Eagle County
8h 34m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$3,716Delta
Sat, Dec 19 - Sat, Dec 26

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United Airlines flights from Vail to Chicago

Our best United Airlines deals on Vail to Chicago flight tickets
United Airlines
Oct 16
EGE1:44 pmVail Eagle County
5h 38m
1 stop
ORD8:22 pmChicago O'Hare Intl
Oct 18
ORD7:00 amChicago O'Hare Intl
6h 42m
1 stop
EGE12:42 pmVail Eagle County
$559
United Airlines
Oct 8
EGE3:31 pmVail Eagle County
7h 28m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 12
ORD4:20 pmChicago O'Hare Intl
5h 13m
1 stop
EGE8:33 pmVail Eagle County
$605
United Airlines
Oct 16
EGE3:31 pmVail Eagle County
17h 00m
2 stops
ORD9:31 amChicago O'Hare Intl
Oct 27
ORD10:45 amChicago O'Hare Intl
10h 46m
2 stops
EGE8:31 pmVail Eagle County
$612

American Airlines flights from Vail to Chicago

Our best American Airlines deals on Vail to Chicago flight tickets
American Airlines
Dec 10
EGE8:00 amVail Eagle County
7h 00m
1 stop
ORD4:00 pmChicago O'Hare Intl
Dec 13
ORD12:02 pmChicago O'Hare Intl
7h 59m
1 stop
EGE7:01 pmVail Eagle County
$485
American Airlines
Oct 23
EGE7:53 amVail Eagle County
6h 26m
1 stop
ORD3:19 pmChicago O'Hare Intl
Oct 26
ORD11:00 amChicago O'Hare Intl
9h 02m
1 stop
EGE7:02 pmVail Eagle County
$522
American Airlines
Oct 16
EGE7:53 amVail Eagle County
6h 26m
1 stop
ORD3:19 pmChicago O'Hare Intl
Oct 27
ORD11:00 pmChicago O'Hare Intl
21h 02m
2 stops
EGE7:02 pmVail Eagle County
$537

momondo Fare Finder

 
Use the filters below to find and compare flights from Vail to Chicago that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Thu 12/10

8:00 am-4:00 pm

1 stop7h 00m

Chicago O'Hare Intl

Sun 12/13

12:02 pm-7:01 pm

1 stop7h 59m

$485

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Fri 10/23

7:53 am-3:19 pm

1 stop6h 26m

Chicago O'Hare Intl

Mon 10/26

11:00 am-7:02 pm

1 stop9h 02m

$522

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Fri 10/16

7:53 am-3:19 pm

1 stop6h 26m

Chicago O'Hare Intl

Tue 10/27

11:00 pm-7:02 pm

2 stops21h 02m

$537

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Sat 10/24

7:53 am-3:19 pm

1 stop6h 26m

Chicago O'Hare Intl

Tue 10/27

11:00 pm-7:02 pm

2 stops21h 02m

$537
Quickest round-trip

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Fri 10/16

1:44 pm-8:22 pm

1 stop5h 38m

Chicago O'Hare Intl

Sun 10/18

7:00 am-12:42 pm

1 stop6h 42m

$559

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Sat 10/24

1:44 pm-8:20 pm

1 stop5h 36m

Chicago O'Hare Intl

Tue 10/27

2:30 pm-8:31 pm

1 stop7h 01m

$559

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Fri 10/16

3:31 pm-10:46 pm

1 stop6h 15m

Chicago O'Hare Intl

Tue 10/27

7:00 am-12:26 pm

1 stop6h 26m

$559

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Thu 10/8

3:31 pm-11:59 pm

1 stop7h 28m

Chicago O'Hare Intl

Mon 10/12

4:20 pm-8:33 pm

1 stop5h 13m

$605

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Sat 12/19

4:28 pm-1:19 pm

2 stops19h 51m

Chicago O'Hare Intl

Sat 12/26

6:00 am-3:48 pm

1 stop10h 48m

$1,139

VailChicago

EGE Vail Eagle County - ORD Chicago O'Hare Intl

EGEORD

Vail Eagle County

Sat 12/19

1:55 pm-11:59 pm

2 stops9h 04m

Chicago O'Hare Intl

Sat 12/26

7:00 am-2:34 pm

2 stops8h 34m

$3,716

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

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?

The month of October is, on average, the cheapest month to fly to Chicago from Vail, with most prices found around $0. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Vail to Chicago during February average around $331.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $409. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Vail to Chicago for around $654.

What is the cheapest Vail Eagle County to Chicago flight route?

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

What cabin class options are available on Vail to Chicago flights?

There are 3 cabin classes available to choose from on Vail to Chicago 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 flights?

You could potentially save up to 39% on your flight if you consider stops on a Vail to Chicago flight.

When to book flights from Vail to Chicago

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

Cheap Vail to Chicago (EGE to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vail to Chicago

Best Price Found

$233

Fastest flight time

2h 58m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Vail in the past 72 hours is $233. The best round-trip flight deal from Vail to Chicago found on momondo in the last 72 hours is $485.
The fastest flight from Vail to Chicago takes 2h 58m
Direct flights go from Vail to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Vail there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Vail to Chicago

  • How far is Vail Eagle County to Chicago by plane?

    Chicago is 990.5 mi away from Vail Eagle County. A reasonable flight in good conditions will take 2h 58m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Vail to Chicago?

  • What is the most popular airline from Vail to Chicago?

Best airlines flying from Vail to Chicago

Compare and see reviews for airlines that fly from Vail to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $191Free CancellationRating
7.4
10,242 reviews
Search United Airlines flights
American AirlinesPriceFrom $265Free CancellationRating
7.0
12,099 reviews
Search American Airlines flights

  • United Airlines Flights From Vail to Chicago

    United Airlines is one of the most popular airlines flying from Vail to Chicago, operating 2 flights/week on average for this route. A good United Airlines flight deal for Vail to Chicago starts from $191 round-trip, up to an average price of $528. Our users have rated United Airlines at 7.4/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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?

Yes. momondo enables you to select and highlight flights to Chicago from Vail with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Vail to Chicago.

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

Of course. momondo tracks the price of Vail to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport