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Cheap Flights from Chicago to Vail Eagle County

Compare Chicago to Vail Eagle County flight deals

Find the cheapest month or even day of the year to fly to Vail Eagle County

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Flight deals from Chicago to Vail Eagle County

Looking for a cheap last-minute deal or the best return flight from Chicago to Vail Eagle County Airport? If you want to travel next month, return fares start from R 8,276. Find the lowest prices on one-way and return tickets right here.
Vail.R 3,365 per passenger.Departing Wed, 3 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 3 Mar, arriving in Vail Eagle County.Price includes taxes and charges.From R 3,365, select.
Vail.R 3,606 per passenger.Departing Tue, 15 Sep.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 15 Sep, arriving in Vail Eagle County.Price includes taxes and charges.From R 3,606, select.
Vail.R 3,720 per passenger.Departing Mon, 5 Oct.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Vail Eagle County.Price includes taxes and charges.From R 3,720, select.
Vail.R 3,720 per passenger.Departing Sun, 1 Nov.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 1 Nov, arriving in Vail Eagle County.Price includes taxes and charges.From R 3,720, select.
Vail.R 4,228 per passenger.Departing Wed, 3 Mar.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 3 Mar, arriving in Vail Eagle County.Price includes taxes and charges.From R 4,228, select.
Vail.R 4,248 per passenger.Departing Fri, 24 Jul.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 24 Jul, arriving in Vail Eagle County.Price includes taxes and charges.From R 4,248, select.
Vail.R 4,346 per passenger.Departing Fri, 14 Aug.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 14 Aug, arriving in Vail Eagle County.Price includes taxes and charges.From R 4,346, select.
Vail.R 4,504 per passenger.Departing Sat, 12 Dec.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sat, 12 Dec, arriving in Vail Eagle County.Price includes taxes and charges.From R 4,504, select.
Vail.R 4,751 per passenger.Departing Tue, 30 Jun.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Vail Eagle County.Price includes taxes and charges.From R 4,751, select.
Vail.R 5,545 per passenger.Departing Fri, 19 Jun.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 19 Jun, arriving in Vail Eagle County.Price includes taxes and charges.From R 5,545, select.
Vail.R 8,453 per passenger.Departing Sat, 12 Dec.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 12 Dec, arriving in Vail Eagle County.Price includes taxes and charges.From R 8,453, select.
Vail.R 12,027 per passenger.Departing Sat, 13 Feb.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago O'Hare International on Sat, 13 Feb, arriving in Vail Eagle County.Price includes taxes and charges.From R 12,027, select.

Find the cheapest month to fly from Chicago to Vail Eagle County

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Vail Eagle County flights are currently cheapest in March.
Jun
from R 4,749
Jul
from R 4,246
Aug
from R 4,344
Sep
from R 3,605
Oct
from R 3,719
Nov
from R 3,719
Dec
from R 4,502
Jan
Find prices
Feb
from R 12,022
Mar
from R 3,363
Apr
Find prices
May
Find prices

Direct flights from Chicago to Vail Eagle County

Chicago to Vail Eagle County: Alternative routes

Compare routes from Chicago to Vail below. You may find an airport to fly into that's cheaper, faster, or easier than Vail Eagle County.

Vail Eagle County

47km from central Vail
Closest
from R 3,363
Search flights

Aspen

63km from central Vail
Cheapest
from R 2,781
Search flights

Chicago to Vail: Flight information

The things to know before you go.
Cheapest flight foundR 3,363
Cheapest month to flyMarch
Average flight time3 hrs, 5 mins
Most popular airlineUnited
Average flights per week14

Finding cheap flights from Chicago to Vail Eagle County: Frequently asked questions

The best price we found for a return flight from Chicago to Vail Eagle County is R 6,877. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 5 minutes is the average flight time from Chicago to Vail Eagle County.
United and American Airlines fly direct from Chicago to Vail Eagle County.
As of June 2026, there are 14 flights per week flying from Chicago to Vail Eagle County.
The cheapest month to fly from Chicago to Vail Eagle County is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Vail Eagle County Airport on Saturday, 20 February 2027.
Yes – the average flight time is 3 hours and 5 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Vail Eagle County but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Vail is around 40 days in advance, so don’t leave your flight to the last minute.

Flying from Chicago to Eagle County Regional Airport (EGE): What you need to know

  • Your route to adventure begins at Chicago's main airport, Chicago O'Hare International Airport (ORD). Check out the options for catching a flight from Chicago to Eagle County Regional Airport (EGE) leaving from this base.

  • Expect to be travelling for 3 hours 5 minutes. That's the average time for a direct Chicago to Eagle County Regional Airport flight.

  • The timezone in Vail is UTC-7, which is one hour behind Chicago. Eagle County Regional Airport is located in Vail.

  • Choose from 7 direct flights every week between Chicago O'Hare International Airport (ORD) and Eagle County Regional Airport (EGE). This is the busiest route, with United Airlines offering a 8:51am departure from ORD to EGE.

  • To ensure you get on your flight from Chicago to EGE, leave plenty of time to check in and drop off your luggage. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • If you're flying during a popular month like July, arrive at the terminal even earlier. You'll want to arrive up to four hours before international flights and two hours ahead of a domestic departure. Security lines will be longer during holiday periods like Christmas and New Year.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • You can find a direct flight from Chicago to Eagle County Regional Airport (EGE) leaving from Chicago O'Hare International Airport (ORD).

  • United Airlines is a popular carrier that operates direct flights from Chicago to Eagle County Regional Airport jetting out of ORD.

  • United is the airline with the highest passenger demand for flights from ORD to EGE.

  • Among carriers on this route, United has the highest rate of on-time arrivals.

  • ORD is around 27 kilometres from central Chicago. If you're catching a taxi, driving or ride-sharing from the centre, it'll take you 30 minutes or so to get there, depending on traffic. If you're taking public transport, expect the trip time to be around 45 minutes.

  • Planning to catch an early flight from Chicago to Eagle County Regional Airport? Avoid the mad dash to the terminal (and enjoy a few extra z's) by picking one of these stays close to Chicago O'Hare International Airport:

  • 70% of flights that leave from Chicago O'Hare International Airport arrive at their destination on time.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 16 kilometres from central Chicago. It'll take 25 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 30 minutes.

  • Catching the earliest flight? Think about checking in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to EGE flight:

  • As far as flight punctuality goes, Chicago Midway International Airport has an on-time arrival performance of 76%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The trip to RFD from the centre of Chicago is around 2 hours by public transport. If you prefer to travel by car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.

  • Make catching an early Chicago to Eagle County Regional Airport flight the easiest part of your trip. Stay at one of these hotels near Chicago Rockford International Airport and get to your check-in counter with time to spare:

  • The on-time performance rating of RFD is 71%. In other words, that's how often flights that depart this airport arrive at their final stop as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Eagle County Regional Airport (EGE)

Getting from Eagle County Regional Airport (EGE) to central Vail

  • Central Vail is around 56 kilometres from Eagle County Regional Airport and takes about 45 minutes to reach by car. Work out your options for getting into the city, whether that's with a taxi, car hire or ride-share.

  • Travelling on public transport will take you around 1 hour 15 minutes.

How to find the cheapest flights from Chicago to Eagle County Regional Airport (EGE)

  • Currently, R 3,365 is the best price we've found for a one-way ticket from Chicago to Eagle County Regional Airport. The cheapest price for a return flight is R 6,880. Remember fares can change due to demand at the time of booking.

  • Book two months before you want to travel. Pricing trends suggest that this is the ideal window for finding cheap flights from Chicago to EGE.

  • The best month for picking up cheap Chicago to Eagle County Regional Airport tickets is July. Use the 'Whole month' tool to compare prices, then select the dates that offer the biggest savings.

  • Locking in a cheap plane ticket from Chicago to EGE is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll notify you when a lower fare pops up.

  • Uncover a great deal on a flight from Chicago to Eagle County Regional Airport with the help of the filters. Choose your preferred arrival and departure times, airlines and number of stops. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best.'

The best time to fly from Chicago to Eagle County Regional Airport (EGE)

  • Think about your travel style when picking your flight dates. November is the quietest month to go to Vail. March is when most people book flights from Chicago to Eagle County Regional Airport (EGE), which may be ideal if you'd rather travel when it's busy.

  • The warmest month in Vail is July, with temperatures ranging between 4ºC (39ºF) and 26ºC (79ºF). Book your Chicago to EGE plane ticket then if that's your ideal forecast.

  • January sees temperatures of between -20ºC (-4ºF) and 0ºC (32ºF). Search for cheap tickets from Chicago to Eagle County Regional Airport around that time if you like cooler conditions.

More about Vail

Explore more of the United States

  • Denver is just one of the many cities in the United States waiting to be explored after you've seen Vail. Around 161 kilometres away to the east, check out popular attractions including Denver Art Museum, Meow Wolf Denver's Convergence Station and Ballpark.

  • Colorado Springs is another essential stop in the United States and is around 209 kilometres southeast of Vail. No trip is complete without seeing Garden of the Gods, Pikes Peak Region Attractions and Red Rock Canyon.

Plan the rest of your trip from Chicago to Vail

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.