Cheap Flights from Vail Eagle County to Chicago

Compare Vail Eagle County to Chicago flight deals

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Flight deals from Vail Eagle County Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Vail Eagle County Airport to Chicago? If you want to travel next month, return fares start from $645. Find the lowest prices on one-way and return tickets right here.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Vail Eagle County to Chicago flights are currently cheapest in May.

Direct flights from Vail Eagle County to Chicago

Alternative Vail Eagle County to Chicago routes

Looking for the cheapest, fastest or easiest route from Vail Eagle County to Chicago? You could fly into the following airports instead.

Vail to Chicago: Flight information

The things to know before you go.
Cheapest flight found$632
Cheapest month to flyMay
Average flight time2 hrs, 50 mins
Most popular airlineUnited
Average flights per week19

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Vail Eagle County to Chicago is $634. 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.
2 hours and 50 minutes is the average flight time from Vail Eagle County to Chicago.
United, American Airlines and Qatar Airways fly direct from Vail Eagle County to Chicago.
As of March 2026, there are 19 flights per week flying from Vail Eagle County to Chicago.
The cheapest month to fly from Vail Eagle County to Chicago is usually May.
If you're flying from Vail Eagle County Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $634.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Vail Eagle County Airport to Chicago on Tuesday, 5 May 2026.
Yes – the average flight time is 2 hours and 50 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

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

  • Book a direct flight from Eagle County Airport to Chicago and you'll be travelling for around 3 hours 5 minutes.

  • Eagle County Airport is located in Vail. Following the UTC-5 timezone, Chicago is one hour ahead of Vail.

  • The busiest route is from Eagle County Airport (EGE) to O'Hare International Airport (ORD). Take your pick of seven services every week between these two airports. United Airlines offers a 07:50 departure between EGE and ORD.

  • For a relaxed start to your EGE to Chicago flight, leave enough time for things like baggage drop and finding your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • Longer lines at check-in and security are more likely if you're flying during high season, so allow a bit more breathing room. A good rule for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • You can book a direct Eagle County Airport to Chicago ticket. Start your trip at EGE and end it at O'Hare International Airport (ORD).

  • United Airlines is a leading airline that offers direct flights from Eagle County Airport to Chicago.

  • EGE is about 48 kilometres from central Vail. If you're catching a cab, driving or ride-sharing from the centre, it'll take you 35 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the journey time to be around 1 hour 5 minutes.

  • In search of a hotel close to EGE? If you've booked an early flight from Eagle County Airport to Chicago, these accommodation options put the terminal practically at your doorstep:

  • Of the departures from Eagle County Airport, 64.88% land on schedule at their destination.

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

  • The lowest price we've seen for a one-way Eagle County Airport to Chicago flight is $374. The cheapest price for a return flight is $634. Remember fares may change due to demand at the time of booking.

  • Score cheap flights from EGE to Chicago by booking two months ahead. According to our research, that's the sweet spot for finding a bargain.

  • June is the best month for landing an incredible deal on Eagle County Airport to Chicago tickets. If you want to travel at a different time of year, the 'Whole month' tool will give you the lowest prices for each month.

  • You don't need to check every day to find out if fares have dropped when you set up a Price Alert. We'll notify you the moment there's an even bigger deal on cheap flights from EGE to Chicago.

  • Tailor your trip with filters. Choose your departure and arrival times, total journey duration and airlines. You can also sort your results by 'Best,' 'Fastest' or 'Cheapest' flights from Eagle County Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. If you're opting for a ride-share or a cab, the drive takes roughly 35 minutes.

  • Getting there by public transport typically takes 55 minutes.

  • The last thing you need is a lengthy journey to your hotel if you're landing late on a flight from Eagle County Airport to Chicago. Reserve one of these accommodation options near ORD instead:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top providers you can book with here.

  • Reserving your vehicle from O'Hare International Airport about four weeks in advance of your flight from EGE to Chicago can help you get the lowest rate.

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

Chicago Midway International Airport (MDW)

  • The centre of Chicago is about 19 kilometres from Chicago Midway International Airport (MDW). After your flight from Eagle County Airport to Chicago has landed and you've made your way to arrivals, expect a drive of about 20 minutes.

  • If you choose to travel on public transport, you'll reach the centre in 45 minutes or so.

  • There are some great places ready to welcome you near MDW. Tuck yourself in and get cosy after your EGE to Chicago flight at any of these well-located options:

  • No time to waste? The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Collect a set of wheels from Dollar, Hertz or Budget and set off in the blink of an eye.

  • Avoid potential price surges. Reserving your ride four weeks before your arrival at MDW can get you a lower rate.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from the centre of Chicago. It'll take you about 1 hour 25 minutes to reach the city centre by ride-share or cab once you've hopped off your flight from Eagle County Airport to Chicago.

  • If you use public transport, expect a journey of about 4 hours 15 minutes.

  • Enjoy a more leisurely start to your break by staying at a hotel near RFD after your EGE to Chicago flight. Take a load off after a long travel day or simply give yourself time to get your bearings in a new city at:

  • Start your trip without stressing about how to get to your destination with a Chicago Rockford International Airport rental car. Find your perfect set of wheels with reliable names here like Budget, Alamo and National.

  • Rental companies sometimes offer discounts for early bookings, so secure your vehicle from RFD in advance of your flight from Eagle County Airport to Chicago. A bit of planning goes a long way in savings.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your dates before booking your flight from Eagle County Airport to Chicago. The city comes alive in peak season, but prices are typically higher and attractions can be crowded. Visit Chicago in the off-season for a more relaxed vibe.

  • Before locking in your Eagle County Airport to Chicago flight ticket, think about what kind of weather works for you. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • Search for cheap tickets from EGE to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

Explore more of United States

  • You've seen Chicago, now it's time to explore more of United States. Journey around 451 kilometres south-east to Columbus to tick off its leading sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a packed itinerary ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Experience major highlights starting with The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.