Find Cheap Flights from Vail to Chicago (EGE - CHI)

Flights overview

Useful information for finding cheap flights from Vail to Chicago and booking your next trip

Cheapest round-trip flights	$309	American 2 stops 13 hr Sat, Apr 4 — Sun, Apr 5	The cheapest round-trip flight from Vail to Chicago is currently $309
Cheapest one-way flight	$208	American 1 stop 9 hr Wed, Jun 3	The cheapest one-way flight from Vail to Chicago is currently $208
Cheapest nonstop flights	$324	American Nonstop 3 hr Sat, Apr 4 — Sun, Apr 5	The cheapest nonstop round-trip flight from Vail to Chicago is currently $324
Last-minute weekend getaway	$471	United Nonstop 3 hr Thu, Mar 12 — Sun, Mar 15	The cheapest last-minute weekend getaway from Vail to Chicago is currently $471
Cheapest business class flights	$719	United 2 stops 13 hr Sat, Mar 28 — Sun, Mar 29	The cheapest business class round-trip flight from Vail to Chicago is currently $719

Fastest flight	2 hr 40 min	The fastest nonstop flight from Vail to Chicago takes 2 hr 40 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Vail to Chicago is typically January. The most expensive month to fly is typically July.

January Cheapest	Typical prices: $220–680
July Most expensive	Typical prices: $355–520

Popular airlines from Vail to Chicago

United

Nonstop

from $349

Typical price: $325–590

14 weekly nonstop flights

EGE - ORD Every day

706 weekly connecting flights

EGE - ORD Every day
American

Nonstop

from $309

Typical price: $355–770

14 weekly nonstop flights

EGE - ORD Every day

489 weekly connecting flights

EGE - ORD Every day
Delta

from $449

Typical price: $375–1,350

414 weekly connecting flights

EGE - MDW, ORD Every day
Alaska

from $1,136

Typical price: $440–1,150

12 weekly connecting flights

EGE - ORD Every Wed, Sat, Sun

Popular airports near Vail

Denver International Airport (DEN)

Denver United States 2 hr 2 min 91 mi
Eagle County Regional Airport (EGE)

Vail United States 39 min 29 mi
Aspen/Pitkin County Airport (ASE)

Aspen United States 1 hr 45 min 39 mi
Colorado Springs Airport (COS)

Colorado Springs United States 2 hr 50 min 106 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 24 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 59 min 165 mi

Frequently asked questions about flying from Vail to Chicago

The cheapest flights from Vail to Chicago are usually in January. Typical ticket prices in January range from $220 to $680.

The cheapest round-trip flight from Vail to Chicago recently found on Google Flights was with American from $309. The cheapest one-way flight was with American from $208.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Vail to Chicago is $349, flying from May 28 to May 31.
The cheapest American flight from Vail to Chicago is $309, flying from Apr 4 to Apr 5.
The cheapest Delta flight from Vail to Chicago is $449, flying from Mar 26 to Mar 29.
The cheapest Alaska flight from Vail to Chicago is $1,136, flying from Mar 14 to Mar 15.

The cheapest round-trip flight from Vail to Chicago starts at $309 from Sat, Apr 4 to Sun, Apr 5. The cheapest one-way flight starts at $208 and departs on Wed, Jun 3.

2 hr 40 min is the shortest flight time from Vail to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Vail to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Vail to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Vail to Chicago.

In terms of nonstop flights, United is the most popular. United offers 14 nonstop flights and 706 connecting flights per week. United flies from Eagle County Regional Airport (EGE) to Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Vail to Chicago are:

American offers 14 nonstop flights and 489 connecting flights per week. American flies from Eagle County Regional Airport (EGE) to Chicago O'Hare International Airport (ORD) .
Delta offers 414 connecting flights per week. Delta flies from Eagle County Regional Airport (EGE) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Alaska offers 12 connecting flights per week. Alaska flies from Eagle County Regional Airport (EGE) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Vail and Chicago.

The cheapest round-trip flight from Vail to Chicago recently found on Google Flights was with American from $309. The cheapest one-way flight was with American from $208.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Vail to Chicago is $349, flying from May 28 to May 31.
The cheapest American flight from Vail to Chicago is $309, flying from Apr 4 to Apr 5.
The cheapest Delta flight from Vail to Chicago is $449, flying from Mar 26 to Mar 29.
The cheapest Alaska flight from Vail to Chicago is $1,136, flying from Mar 14 to Mar 15.

American and United fly direct from Vail to Chicago.

There are 14 United direct flights from Vail to Chicago per week. Flights are available every day.
There are 14 American direct flights from Vail to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Vail and Chicago at price $471 is offered by United from Thu, Mar 12 to Sun, Mar 15.

American and United fly direct from Vail to Chicago.

There are 14 United direct flights from Vail to Chicago per week. Flights are available every day.
There are 14 American direct flights from Vail to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Vail to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Vail and Chicago start at $324 from Sat, Apr 4 to Sun, Apr 5 with American.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Vail to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Vail and Chicago start at $719 from Sat, Mar 28 to Sun, Mar 29 with United.

The cheapest economy class round-trip flights between Vail and Chicago start at $309 from Sat, Apr 4 to Sun, Apr 5.

To book business class trips from Vail to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Vail and Chicago starts at $471 from Thu, Mar 12 to Sun, Mar 15 with United.

The cheapest last-minute deal between Vail and Chicago at price $471 is offered by United from Thu, Mar 12 to Sun, Mar 15.

To find last-minute flight deals from Vail to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.