Flights from Chicago to Aspen, United States

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Did you mean flights from Aspen to Chicago?

Chicago to Aspen Last modified: Jul 23, 2019 3:28 -04:00

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Aspen. United & American frequently offer the best deals to Aspen flights, or select your preferred carrier below to see the cheapest days to fly.

Tue 9/3
Sat 9/7
Mon 8/12
1 stop
Thu 8/15
1 stop
Major Airlines
Sat 10/5
1 stop
Mon 10/7
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 $360.

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 $673 $520
7-14 days $507 $394
14-21 days $477 $361
21-30 days $385 $361
30-60 days $352 $361
60-90 days $352 $361
90+ days $352 $361

Cheapest Day To Fly from Chicago to Aspen

We've examined 57,595,778,181 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 Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Chicago to Aspen by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Aspen flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Chicago Aspen United 7/30/19 8/6/19 1 $397
August Chicago Aspen American 8/12/19 8/15/19 1 $361
September Chicago Aspen United 9/3/19 9/7/19 0 $352
October Chicago Aspen United 10/2/19 10/9/19 0 $355
November Chicago Aspen United 11/26/19 12/4/19 1 $500
December Chicago Aspen United 12/22/19 12/29/19 0 $477
January Chicago Aspen American 1/2/20 1/7/20 0 $352
February Chicago Aspen United 2/20/20 2/28/20 0 $474

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

21 22 23 24 25 26 27
28 29 30 31 1 2 3
$773 $397
4 5 6 7 8 9 10
$397 $372
11 12 13 14 15 16 17
$372 $361
18 19 20 21 22 23 24
$361 $582
25 26 27 28 29 30 31

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 $433.

The average price for direct flights from Chicago to Aspen is $406.

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 08:45
United 1 1 1 1 1 2 1 05:10 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.

The average price for one way flights from Chicago to Aspen is $242.

The average price for round trip flights from Chicago to Aspen is $402.

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 2 hours and 54 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 16 direct flights from Chicago to Aspen.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Aspen?
Answer: United Airlines provides 50% of the non-stop flights between Chicago and Aspen.
Question: What are the most popular connecting cities when flying from Chicago to Aspen?
Answer: Denver, CO

Airlines in Chicago flying to Aspen Last modified: Jul 23, 2019 3:28 -04:00Number of routes searched: 112Number of itineraries searched: 35,013

Wondering which airlines fly out of Chicago to Aspen? We've gathered the average price of Chicago airlines with flights to Aspen. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Aspen
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
United -
American DFW
American LAX
American PHX
Alaska LAX
Major Airlines ATL
Major Airlines SLC
United DEN
United IAH
United LAX
United SFO

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.

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Cheap Flights from Chicago to Aspen