
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Aspen
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
American Airlines flights from Chicago to Aspen
Our best American Airlines deals on Chicago to Aspen flight tickets
United Airlines flights from Chicago to Aspen
Our best United Airlines deals on Chicago to Aspen flight tickets
See travel insights to Aspen from
How to get the cheapest flight ticket from Chicago to Aspen
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 typical price of a round-trip flight between Chicago and Aspen?
What is the cheapest month to fly to Aspen?
The month of January is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $441. If you aren’t able to travel to Aspen during the month of January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $444.
What is the cheapest day to depart on your flight to Aspen?
The cheapest day to depart from Chicago to Aspen is on a Tuesday when prices can be found for as low as $450. The most expensive day to fly to Aspen is Sunday, with ticket prices averaging around $580.
What is the cheapest time of day to depart on your flight to Aspen?
In the evening is the cheapest time of day to fly from Chicago to Aspen when you can find flight prices for as low as $506. Flying to Aspen in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $630. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Chicago to Aspen Pitkin County flight route?
Fly from Chicago O'Hare Intl to Aspen Pitkin County for the best Chicago - Aspen Pitkin County flight prices
How far in advance should I book a flight to Aspen?
You are more likely to see cheaper flights to Aspen from Chicago when booking 15 weeks ahead of your departure date. In general, you can expect to find flights to Aspen for around $537 when searching 15 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Aspen from Chicago for as low as $414 on momondo.
What cabin class options are available on Chicago to Aspen Pitkin County flights?
There are 4 cabin classes available to choose from on Chicago to Aspen Pitkin County 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 Aspen Pitkin County?
American Airlines, Delta, and United Airlines are the most popular carriers operating from Chicago to Aspen Pitkin County
What airlines fly to Aspen?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Aspen from Chicago according to our data. United Airlines is the first choice among our users, with 68% of people opting to fly with this airline when traveling to Aspen. Keep in mind that there are 3 different airlines that fly to Aspen on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Aspen on average per day?
As of February 2025, there are 5 flights per day flying from Chicago to Aspen. The most common time of day flights depart is 3:00PM, with 64% of flights taking off in the afternoon.
How many flights depart from Chicago to Aspen on average per week?
As of February 2025, 40 flights take off from Chicago and land in Aspen each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.
When to book flights from Chicago to Aspen
Cheap Chicago to Aspen (CHI to ASE) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Aspen
How far is Chicago to Aspen Pitkin County by plane?
The distance between Chicago and Aspen Pitkin County is about 1021.7 mi. A reasonable flight in good conditions will take 3h 00m.
When did momondo last update prices for flights from Chicago to Aspen Pitkin County Airport?
Prices for flights from Chicago to Aspen Pitkin County Airport were last updated today.
How many operators does momondo search for flights from Chicago to Aspen Pitkin County Airport?
The number of operators available for flights from Chicago to Aspen Pitkin County Airport is 2 as of February 2025.
How old do you have to be to fly from Chicago to Aspen Pitkin 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 Aspen Pitkin County Airport.
What documentation or ID do you need to fly to Aspen Pitkin County Airport?
The travel and health documents required for your trip to Aspen Pitkin County Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Aspen Pitkin County Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Aspen?
Based on momondo bookings for flights between Chicago and Aspen, the leading plane model is Canadair (Bombardier) Regional Jet 700, making up 91.25% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 4.17%, Boeing 737-700 with 1.67%, and Airbus A320neo with 0.42%.
What is the most popular airline from Chicago to Aspen?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Aspen is United Airlines (68% of total bookings). The next most popular airline is American Airlines (32%).
Best airlines flying from Chicago to Aspen
Compare and see reviews for airlines that fly from Chicago to Aspen with momondo
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
PriceFrom $311 | Free Cancellation | Rating 7.2 10,000 reviews | |||
PriceFrom $315 | Free Cancellation | Rating 7.4 8,766 reviews |
United Airlines Flights From Chicago to Aspen
United Airlines flies from Chicago to Aspen around 21 times per week, with 8,766 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Aspen in the last 72 hours was $315 (round-trip), much lower than the average airfare cost of $563 for United Airlines flights on this route.
American Airlines Flights From Chicago to Aspen
Another popular option for Chicago to Aspen flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Aspen around 12 times per week, with deals starting from $311 round-trip and rising to an average price of around $502.
Traveling to a place near Aspen?
Book flights to Aspen if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Aspen?
It is quick and easy to find Chicago to Aspen flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Aspen that suits you.
Can I find flights from Chicago to Aspen with flexible booking policies on momondo?
Flights from Chicago to Aspen 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 Aspen?
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 Aspen from Chicago.
I’m not ready to book a flight from Chicago to Aspen right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Aspen flights. All you need is a valid email address and we will do the rest; it is that quick and easy.