Cheap flights from Aspen to Chicago from $285
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aspen to Chicago departing on 6/7. 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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United Airlines flights from Aspen to Chicago
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American Airlines flights from Aspen to Chicago
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How to get the cheapest flight ticket from Aspen 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 month to fly to Chicago?
The month of May is, on average, the cheapest month to fly to Chicago from Aspen, with most prices found around $360. If you’re not able to fly to Chicago in May, then September is your next best option. Flight prices from Aspen to Chicago during September average around $391.
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 Thursday when prices can be found for as low as $551. 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 Aspen to Chicago for around $1,120.
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 at noon. Flights from Aspen to Chicago during this time can be as low as $553. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $638.
What is the cheapest Aspen Pitkin County to Chicago flight route?
Fly from Aspen Pitkin County to Chicago O'Hare Intl for the best Aspen Pitkin County - Chicago flight prices
How many flights depart from Aspen to Chicago on average per day?
As of March 2025, there are 3 flights per day flying from Aspen to Chicago. The most common time of day flights depart is 8:00AM, with 55% of flights taking off in the afternoon.
How many flights depart from Aspen to Chicago on average per week?
As of March 2025, there are 21 flights per week flying from Aspen to Chicago. The most common day of the week flights depart is Fri, with 38% of flights taking off on this day.
When to book flights from Aspen to Chicago
Cheap Aspen to Chicago (ASE to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Aspen to Chicago
How far is Aspen Pitkin County to Chicago by plane?
The straight-line distance from Aspen Pitkin County to Chicago is 1021.7 mi. In terms of flight time, this usually takes a little over 2h 52m.
When did momondo last update prices for flights from Aspen Pitkin County Airport to Chicago?
Prices for flights from Aspen Pitkin County Airport to Chicago were last updated today.
How many operators does momondo search for flights from Aspen Pitkin County Airport to Chicago?
As of March 2025, there are 2 operators available to choose from for flights from Aspen Pitkin County Airport to Chicago.
How old do you have to be to fly from Aspen Pitkin County Airport to Chicago?
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 Aspen Pitkin County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Aspen to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Aspen to Chicago is Canadair (Bombardier) Regional Jet 700 (54.69% of total bookings). The next most popular plane models are Airbus A220-300 (6.25%), Airbus A321neo (4.69%), and Airbus A321-100/200 (3.12%).
What is the most popular airline from Aspen to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Aspen to Chicago is United Airlines (83% of total bookings). The next most popular airline is American Airlines (17%).
Best airlines flying from Aspen to Chicago
Compare and see reviews for airlines that fly from Aspen to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $235 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $302 | Free Cancellation | Rating 7.4 8,649 reviews |
United Airlines Flights From Aspen to Chicago
United Airlines flight deals from Aspen to Chicago start from $302 round-trip. Over the 10 United Airlines flights for this route in a normal week, average airfare is usually $468 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Aspen to Chicago
American Airlines (7.2/10 from 10,000 reviews) operates around 6 flights from Aspen to Chicago in any given week. The average American Airlines airfare for this route is around $361, with deals from around $235 rare but found on momondo. Referenced prices are for round-trip Aspen to Chicago flight searches in the last 72 hours.
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 Aspen 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 Aspen.
Can I find flights from Aspen to Chicago with flexible booking policies on momondo?
All flight searches from Aspen to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Aspen to Chicago?
Once you have performed a search for Aspen to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Aspen to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Aspen. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.