Cheap flights from Vail to Chicago (EGE - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Vail (EGE) to Chicago (CHI)

All the information you need to plan the best EGE to CHI flight in 2021: compare Vail to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest day to fly round-trip from Vail to Chicago?

Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 14% on the overall cost on flights from Vail to Chicago.

How far in advance should I book a flight from Vail to Chicago?

Find a great deal and save up to 10% by booking at least 20 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Vail to Chicago within the next two weeks, with the cheapest ticket starting at $137.

What is the cheapest month to fly from Vail to Chicago?

Flights from Vail to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Vail to Chicago in April, with the cheapest ticket starting at $33.

When is the cheapest time to fly from Vail to Chicago (EGE - CHI)?

When flying from Vail to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 15% versus a flight in the morning.

Cheap flights from Vail to Chicago in May, June 2021

The best prices found for EGE to CHI flights for May, June
25 Jun - 28 Jun
$279pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EGE
Vail Eagle County
25 Jun - 28 Jun
$288pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EGE
Vail Eagle County
15 Jun - 25 Jun
$292pp
EGE
Vail Eagle County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
EGE
Vail Eagle County

Vail to Chicago 2021 flight deals

Cheap flights to Chicago from Vail found for this year
23 Jul - 25 Jul
$279pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EGE
Vail Eagle County
23 Jul - 26 Jul
$288pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EGE
Vail Eagle County
23 Jul - 25 Jul
$292pp
EGE
Vail Eagle County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
EGE
Vail Eagle County

Non-stop flights to Chicago from Vail

Save time with Vail to Chicago direct flight deals
23 Jul - 25 Jul
$279pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EGE
Vail Eagle County
28 Jun - 1 Jul
$309pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EGE
Vail Eagle County
25 Jul - 26 Jul
$436pp
EGE
Vail Eagle County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EGE
Vail Eagle County

Last minute flights from Vail to Chicago

Late deals on round-trip flights to Chicago from Vail, departing today and this week
21 May - 24 May
$559pp
EGE
Vail Eagle County
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
EGE
Vail Eagle County
21 May - 24 May
$591pp
EGE
Vail Eagle County
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
EGE
Vail Eagle County
21 May - 24 May
$623pp
EGE
Vail Eagle County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
EGE
Vail Eagle County

One-way flights to Chicago from Vail

The cheapest one-way flights from Vail to Chicago
12:30 pm - 5:43 am
United Airlines
1 Stop
16h 13m
EGE - ORD
United Airlines
$423
United
3:20 am - 12:23 pm
Delta
2 Stops
8h 03m
EGE - MDW
Delta
$445
Delta
6:35 am - 7:57 pm
American Airlines
3 Stops
12h 22m
EGE - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Vail</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Vail to Chicago

Are flight prices decreasing from Eagle County Rgnl to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Eagle County Rgnl and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Vail Eagle County to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines and American Airlines flying from Vail Eagle County to Chicago have implemented new flexible cancellation policies.

What airport do you fly from for flights from Vail to Chicago?

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

Can I find flights from Vail to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Vail to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $279, but on average you can expect to pay $348.

Are there nonstop flights from Vail to Chicago for under $300 on Cheapflights?

Cheapflights has at least 3 direct flights from Vail to Chicago under $300. A good price for a nonstop flight from Vail to Chicago is less than $341.

Are there last-minute flights available from Vail to Chicago for under $600?

There are currently 4+ open flights from Vail to Chicago within the next 7 days for less than $600.

What days are nonstop flights available from Eagle County Rgnl to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Wednesday, Friday.

How long is the flight from Vail to Chicago?

American Airlines, United Airlines, and Delta can get you from Vail to Chicago in just under 2h 52m. Your travel time can differ by up to 4h 12m. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Vail to Chicago round-trip?

Cheapflights users have booked flights from Vail to Chicago round-trip from $279. Other airlines that can offer you cheap pricing are Delta, from $297, and United Airlines, from $356. American Airlines is priced at 38% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Vail to Chicago one-way?

$140 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $149 and $400, respectively.

Alternative routes for Vail to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Vail to Chicago.
Flight duration
2h 53m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Vail

Vail Eagle County (EGE)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
Home North America USA Illinois Chicago Cheap flights from Vail to Chicago