Cheap flights from Vail (EGE) to Chicago (CHI)

EGE — CHI
Aug 13 — Aug 201

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 2022: compare Vail to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

EGE - CHI

Price

$329 - $787

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inAprilHigh demand for flights, 34% potential price rise
Cheapest inAugustBest time to find cheap flights, 37% potential price drop
Average price$329Average for round-trip flights in August 2022
Round-trip from$329From Vail Eagle County to Chicago (CHI)

What is the cheapest day to fly round-trip from Vail to Chicago?

It’s generally more expensive to depart on a Sunday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 52 days in advance, which can save you up to 25% on flights from Vail to Chicago compared to booking the week you need them. Waiting 52 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $220. For sooner than that we have options available in the next 3 days from $256.

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

Flights from Vail to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Vail to Chicago in October, with the cheapest ticket starting at $68.

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

A simple way to save on the total cost of your ticket is to fly from Vail to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight at noon.

Cheap flights from Vail to Chicago in August, September 2022

The best prices found for EGE to CHI flights for August, September
Aug 26 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

4h 40m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

6h 11m
$418

United Airlines

Pick Dates

Deal found 8/7/22

Aug 25 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

22h 21m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

5h 41m
$428

American Airlines

Pick Dates

Deal found 8/7/22

Sep 30 - Oct 3
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

11h 36m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

7h 54m
$462

American Airlines

Pick Dates

Deal found 8/7/22

Vail to Chicago 2022 flight deals

Cheap flights to Chicago from Vail found for this year
Nov 2 - Nov 8
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

5h 20m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

14h 30m
$388

American Airlines

Pick Dates

Deal found 8/5/22

Aug 26 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

4h 40m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

6h 11m
$418

United Airlines

Pick Dates

Deal found 8/7/22

Aug 25 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

22h 21m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

5h 41m
$428

American Airlines

Pick Dates

Deal found 8/7/22

Cheap United Airlines flights from Vail to Chicago

Dec 2 - Dec 3
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

4h 34m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

6h 47m
$398

United Airlines

Pick Dates

Deal found 8/8/22

Aug 26 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

4h 40m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

6h 11m
$418

United Airlines

Pick Dates

Deal found 8/7/22

Dec 2 - Dec 3
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

6h 31m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

2 stops

24h 50m
$472

United Airlines

Pick Dates

Deal found 8/8/22

Cheap American Airlines flights from Vail to Chicago

Aug 25 - Aug 28
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

22h 21m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

5h 41m
$428

American Airlines

Pick Dates

Deal found 8/7/22

Sep 30 - Oct 3
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

11h 36m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

7h 54m
$462

American Airlines

Pick Dates

Deal found 8/7/22

Oct 8 - Oct 11
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

17h 46m
ORD

Chicago O'Hare Intl

EGE

Vail Eagle County

1 stop

6h 45m
$473

American Airlines

Pick Dates

Deal found 8/6/22

One-way flights to Chicago from Vail

The cheapest one-way flights from Vail to Chicago
Sep 23
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

8h 28m
$254

American Airlines

Pick Dates

Deal found 8/8/22

Sep 22
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

6h 41m
$353

American Airlines

Pick Dates

Deal found 8/8/22

Sep 11
EGE

Vail Eagle County

ORD

Chicago O'Hare Intl

1 stop

14h 01m
$359

American Airlines

Pick Dates

Deal found 8/6/22

Related info for your journey

Useful info, stats and facts about Vail to Chicago flights.

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.

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.

Can I find flights from Vail to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Vail to Chicago for under $400. The cheapest flight booked recently is on United Airlines for just $398, but on average you can expect to pay $513.

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

Currently priced at $398, United Airlines will fly you from Vail to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $428. Users have found that United Airlines is 23% cheaper than the other options available to this destination.

What are the cheapest flights from Vail to Chicago?

Looking at all options, your cheapest flight can be booked for $379. While the most popular route (Vail Eagle County - Chicago O'Hare Intl) can be booked for $428 on average our data indicates $472 when flying from Vail to Chicago.

Other flights to Chicago

Alternative routes for Vail to Chicago

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

Top 2 airlines flying from Vail to Chicago

The chart below displays the airlines Cheapflights users traveling from Vail to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$250Average$528FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$263Average$449FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights