Flights from Aspen to Chicago, United States

Did you mean flights from Chicago to Aspen?

Aspen to Chicago Last modified: Mar 26, 2024 19:51 -04:00

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

Major Airlines
Wed 4/17
1 stop
Wed 4/24
1 stop
Tue 4/16
Tue 4/23
Multiple Airlines
Thu 2/8
Mon 2/12
Wed 6/12
Wed 6/19

How Much is a Flight from Aspen to Chicago?

We have collected flight cost data from across the web for travel from Aspen to Chicago, and have found the average flight price for this trip to be $385.

Where To Buy Cheap Flights from Aspen to Chicago?

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 Aspen to Chicago 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 Aspen to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $551 $560
7-14 days $491 $500
14-21 days $420 $429
21-30 days $329 $268
30-60 days $329 $338
60-90 days $431 $440
90+ days $615 $580

Cheapest Day To Fly from Aspen to Chicago

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 Aspen to Chicago is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$329$420$268$390$480 $420

Connecting Flights vs Direct Flights from Aspen to Chicago

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 Aspen to Chicago is not available.

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

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

Weekly Direct Flights from Aspen to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 2 1 04:30 07:47
United 1 1 1 1 1 1 1 03:55 03:55

One Way Flights vs Round Trip Flights from Aspen to Chicago

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 Aspen to Chicago. 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

Aspen to Chicago Flight Questions

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

Question: How long is the flight from Aspen to Chicago?
Answer: The average Aspen to Chicago flight time is 2 hours and 46 minutes.
Question: How far is Chicago from Aspen?
Answer: The distance from Aspen to Chicago is 1,010 miles (1,625 kilometers).
Question: How common are direct flights from Aspen to Chicago?
Answer: There are 15 direct flights from Aspen to Chicago.
Question: What are the most popular Aspen airlines for direct flights from Aspen to Chicago?
Answer: American Airlines provides 53% of the non-stop flights between Aspen and Chicago.

Aspen to Chicago Airports

These are the major commercial airports we're currently monitoring in Aspen and Chicago. 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 Aspen to Chicago