January is by far the best month, wherein you can get cheapest flights for Chicago to Vail. Meanwhile, is perceived as the expensive month due to the varying factors. That’s why it’s highly advised to make advanced online flight booking to save huge amounts of money.
Disclaimer - All the above-mentioned fares were found within last 48 hrs. The displayed fares are based on historical data and are subject to change. The fares cannot be guaranteed at the time of booking.

Chicago
05:00
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
11:43
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026

Chicago
09:00
Chicago
Chicago O Hare International Airport
Sat , 07 Feb 2026

Vail
16:39
Vail
Eagle County Regional Airport
Sat, 07 Feb 2026

Chicago
09:00
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
16:39
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026

Chicago
07:00
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
12:38
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026

Chicago
21:29
Chicago
Chicago O Hare International Airport
Sat , 07 Feb 2026

Vail
12:33
Vail
Eagle County Regional Airport
Sun, 08 Feb 2026

Chicago
16:20
Chicago
Chicago O Hare International Airport
Sat , 07 Feb 2026

Vail
18:21
Vail
Eagle County Regional Airport
Sat, 07 Feb 2026

Chicago
08:24
Chicago
Chicago O Hare International Airport
Sat , 07 Feb 2026

Vail
10:31
Vail
Eagle County Regional Airport
Sat, 07 Feb 2026

Chicago
06:15
Chicago
Chicago O Hare International Airport
Sat , 07 Feb 2026

Vail
10:57
Vail
Eagle County Regional Airport
Sat, 07 Feb 2026

Chicago
09:11
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
14:10
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026

Chicago
05:30
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
14:05
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026

Chicago
06:15
Chicago
Chicago O Hare International Airport
Wed , 11 Feb 2026

Vail
12:38
Vail
Eagle County Regional Airport
Wed, 11 Feb 2026










Flying from Chicago to Vail has never been easier. Whether you’re planning a short business trip, a weekend getaway, or reconnecting with family and friends, Easemytrip brings you the best deals, seamless booking, and flexible options for this popular flight route. Our platform is built to help travellers like you compare flight prices, explore direct and connecting options, and find the perfect departure time — all within a few clicks.
The air route between Chicago to Vail is one of the most frequently travelled, offering reliable services from top airlines and excellent connectivity between Chicago O Hare International Airport (ORD) and Eagle County Regional Airport (EGE). You can expect a flight distance of approximately 1617 km, and most direct services cover it in around 06:30.
Let’s take a closer look at everything you need to know before booking your flight from Chicago to Vail.
| Flight Details | Information |
|---|---|
| Route Distance | 1617 km |
| Average Flight Time | 06:30 hrs |
| Departure Airport | Chicago O Hare International Airport (ORD) |
| Arrival Airport | Eagle County Regional Airport (EGE) |
| Cabin Classes Available | Economy Class, Premium Economy, Business Class, First Class |
| Direct Flights | YES |
| Common Airlines | American Airlines, Hawaiian Airlines, United Airlines, Delta Airlines |
The route is serviced regularly by both full-service and budget airlines, catering to all types of travellers — from those looking for no-frills budget options to those preferring business and first-class comfort. If you're flying for business, early morning weekday flights are a great choice, while leisure travellers often opt for weekend and evening departures.