Flights from Chicago to Aspen, United States

Did you mean flights from Aspen to Chicago?

Chicago to Aspen Last modified: Mar 26, 2024 19:37 -04:00

We've scanned 117,220,093 round trip itineraries and found the cheapest flights to Aspen. Major Airlines & United frequently offer the best deals to Aspen flights, or select your preferred carrier below to see the cheapest days to fly.

Major Airlines
Tue 4/16
1 stop
Tue 4/23
1 stop
Mon 4/15
Thu 4/18
Sat 4/27
1 stop
Sat 5/4
1 stop
Multiple Airlines
Tue 4/9
1 stop
Tue 4/16
1 stop

How Much is a Flight from Chicago to Aspen?

We have collected flight cost data from across the web for travel from Chicago to Aspen, and have found the average flight price for this trip to be $387.

Where To Buy Cheap Flights from Chicago to Aspen?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Aspen based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Aspen?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Aspen.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $551 $560
7-14 days $420 $429
14-21 days $400 $409
21-30 days $329 $338
30-60 days $329 $338
60-90 days $431 $440
90+ days $451 $460

Cheapest Day To Fly from Chicago to Aspen

We've examined 234,440,186 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Aspen is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$329$400$460$400$400 $329

Cheap Last Minute Flights from Chicago to Aspen

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Aspen. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

7 8 9 10 11 12 13
14 15 16 17 18 19 20
$591 $511
21 22 23 24 25 26 27
$511 $400
28 29 30 31 1 2 3
$400 $409
4 5 6 7 8 9 10
$409 $634
11 12 13 14 15 16 17

Connecting Flights vs Direct Flights from Chicago to Aspen

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Aspen is not available.

The average price for direct flights from Chicago to Aspen is not available.

The chart below shows up to date information regarding non-stop flights from Chicago to Aspen.

Weekly Direct Flights from Chicago to Aspen - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 2 1 04:50 08:30
United 1 1 1 1 1 1 1 14:30 14:30

One Way Flights vs Round Trip Flights from Chicago to Aspen

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Aspen. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison. Find Flights

Chicago to Aspen Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to Aspen?
Answer: The average Chicago to Aspen flight time is 3 hours and 10 minutes.
Question: How far is Aspen from Chicago?
Answer: The distance from Chicago to Aspen is 1,010 miles (1,625 kilometers).
Question: How common are direct flights from Chicago to Aspen?
Answer: There are 15 direct flights from Chicago to Aspen.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Aspen?
Answer: American Airlines provides 53% of the non-stop flights between Chicago and Aspen.

Chicago to Aspen Airports

These are the major commercial airports we're currently monitoring in Chicago and Aspen. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Chicago to Aspen