Cheap flights from Vail to Chicago from $275
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vail to Chicago departing on 7/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Vail to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $291. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Vail to Chicago for around $509.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Vail to Chicago during this time can be as low as $187. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $647.
What is the cheapest Vail Eagle County to Chicago flight route?
Fly from Vail Eagle County to Chicago O'Hare Intl for the best Vail Eagle County - Chicago flight prices
What cabin class options are available on Vail Eagle County to Chicago flights?
There are 4 cabin classes available to choose from on Vail Eagle County to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Vail Eagle County to Chicago?
United Airlines and American Airlines are the most popular carriers operating from Vail Eagle County to Chicago
What airlines fly to Chicago?
Frontier, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Vail according to our data. Frontier is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
When to book flights from Vail to Chicago
Cheap Vail to Chicago (EGE to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Vail to Chicago
How far is Vail Eagle County to Chicago by plane?
Chicago is 990.5 mi away from Vail Eagle County. A reasonable flight in good conditions will take 2h 48m.
When did momondo last update prices for flights from Vail Eagle County Airport to Chicago?
Prices for flights from Vail Eagle County Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Vail Eagle County Airport to Chicago?
As of July 2025, there are 2 operators available to choose from for flights from Vail Eagle County Airport to Chicago.
How old do you have to be to fly from Vail Eagle County Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vail Eagle County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Vail to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Vail to Chicago is Boeing 737-700, representing 50.00% of all bookings. The subsequent popular models are Airbus A319 at 16.67%, Boeing 757-200 at 16.67%, and Canadair (Bombardier) Regional Jet 700 at 16.67%.
What is the most popular airline from Vail to Chicago?
momondo data reveals that the most frequently booked airline on the route from Vail to Chicago is United Airlines, representing 53% of all bookings. The subsequent popular airline is American Airlines at 47%.
Best airlines flying from Vail to Chicago
Compare and see reviews for airlines that fly from Vail to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $348 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $359 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Vail to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Vail.
Can I find flights from Vail to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Vail with this policy.
How can momondo help me find flights from Vail to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Vail to Chicago.
I’m not ready to book a flight from Vail to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Vail to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.