Cheap flights from Chicago to Vail from $233
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Vail departing on 4/5. 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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Fly from
Fly to
Route
Depart
Return
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Mon 12/21
8:50 am-11:02 am
Nonstop3h 12m
Vail Eagle County
Tue 12/29
12:17 pm-4:20 pm
Nonstop3h 03m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sun 2/21
4:20 pm-6:27 pm
Nonstop3h 07m
Vail Eagle County
Wed 2/24
1:02 pm-5:03 pm
Nonstop3h 01m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Tue 12/22
8:50 am-11:02 am
Nonstop3h 12m
Vail Eagle County
Tue 12/29
12:17 pm-4:20 pm
Nonstop3h 03m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sun 1/17
8:40 am-10:51 am
Nonstop3h 11m
Vail Eagle County
Thu 1/21
8:00 am-12:00 pm
Nonstop3h 00m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Tue 12/22
6:59 am-12:59 pm
1 stop7h 00m
Vail Eagle County
Tue 12/29
12:30 pm-4:28 pm
Nonstop2h 58m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sun 1/31
9:40 am-11:54 am
Nonstop3h 14m
Vail Eagle County
Sat 2/6
12:34 pm-4:29 pm
Nonstop2h 55m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Wed 3/17
9:45 am-12:04 pm
Nonstop3h 19m
Vail Eagle County
Wed 3/24
12:44 pm-4:35 pm
Nonstop2h 51m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sat 1/23
6:00 am-10:50 am
1 stop5h 50m
Vail Eagle County
Thu 1/28
3:35 pm-11:50 pm
1 stop7h 15m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sat 1/23
6:00 am-10:50 am
1 stop5h 50m
Vail Eagle County
Thu 1/28
3:35 pm-11:50 pm
1 stop7h 15m
ChicagoVail
ORD Chicago O'Hare Intl - EGE Vail Eagle County
ORDEGE
Chicago O'Hare Intl
Sun 1/31
7:10 am-2:34 pm
1 stop8h 24m
Vail Eagle County
Sat 2/6
11:30 am-10:20 pm
2 stops9h 50m
See travel insights to Vail from
How to get the cheapest flight ticket from Chicago to Vail
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 month to fly to Vail?
The cheapest month to fly to Vail from Chicago is in January. Flight prices, which tend to average around $349, are often lower during this time because this is during the off-season. If you aren’t able to travel to Vail during the month of January, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $401.
What is the cheapest day to depart on your flight to Vail?
Our data shows that Sunday is the least expensive day to fly to Vail. Tickets to fly out on this day can be as low as $331. Flights from Chicago to Vail on a Thursday will generally be more expensive and average around $519. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Vail?
Flying to Vail from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $443 when looking at flights departing in the morning. Try not to purchase tickets in the evening because they tend to be around $494. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Chicago to Vail Eagle County flight route?
Fly from Chicago O'Hare Intl to Vail Eagle County for the best Chicago - Vail Eagle County flight prices
How far in advance should I book a flight from Chicago to Vail?
You are more likely to see cheaper flights to Vail from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Vail for around $507 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Vail from Chicago for as low as $339 on momondo.
What cabin class options are available on Chicago to Vail flights?
There are 3 cabin classes available to choose from on Chicago to Vail 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 Chicago to Vail Eagle County?
United Airlines and Delta are the most popular carriers operating from Chicago to Vail Eagle County
What airlines fly to Vail?
United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Vail from Chicago according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Vail. Keep in mind that there are 6 different airlines that fly to Vail on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to Vail
Cheap Chicago to Vail (CHI to EGE) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Vail
Frequently asked questions about flying from Chicago to Vail
How far is Chicago to Vail Eagle County by plane?
Vail Eagle County is 990.5 mi away from Chicago. Flights usually cover this in 3h 07m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Vail Eagle County Airport?
Prices for flights from Chicago to Vail Eagle County Airport refresh daily.
How many operators does momondo search for flights from Chicago to Vail Eagle County Airport?
The number of operators available for flights from Chicago to Vail Eagle County Airport is 2 as of October 2026.
How old do you have to be to fly from Chicago to Vail Eagle County Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Vail Eagle County Airport.
What documentation or ID do you need to fly to Vail Eagle County Airport?
The travel and health documents you'll need for your trip to Vail Eagle County Airport 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 Vail Eagle County Airport. 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 Chicago to Vail?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Vail is Boeing 737-700, representing 47.06% of all bookings. The subsequent popular models are Airbus A319 at 35.29%, Boeing 737-800 at 3.92%, and Boeing 737-900 at 3.92%.
What is the most popular airline from Chicago to Vail?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Vail is United Airlines (60% of total bookings). The next most popular airline is American Airlines (40%).
Best airlines flying from Chicago to Vail
Compare and see reviews for airlines that fly from Chicago to Vail with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $250 | Free Cancellation | Rating 7.0 12,129 reviews | |||
| PriceFrom $291 | Free Cancellation | Rating 7.4 10,289 reviews |
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Why should I use momondo to find a flight deal from Chicago to Vail?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Vail. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Vail with flexible booking policies on momondo?
Flights from Chicago to Vail with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Chicago to Vail?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Vail from Chicago.
I’m not ready to book a flight from Chicago to Vail right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Vail now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Vail and let you know when they change.