Flights from Aspen to Chicago, United States

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Did you mean flights from Chicago to Aspen?

Aspen to Chicago Last modified: Nov 13, 2019 3:22 -05:00

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

Tue 12/24
Sat 1/4
Tue 12/31
Sun 1/5
Major Airlines
Thu 1/23
1 stop
Sun 1/26
1 stop

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 $451.

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 $562 $450
7-14 days $791 $438
14-21 days $378 $434
21-30 days $529 $530
30-60 days $365 $374
60-90 days $365 $374
90+ days $351 $338

Cheapest Day To Fly from Aspen to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Aspen to Chicago 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 Aspen to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
November Aspen Chicago United 11/29/19 12/3/19 1 $417
December Aspen Chicago American 12/22/19 12/24/19 0 $365
January Aspen Chicago American 1/12/20 1/27/20 1 $408
February Aspen Chicago American 2/16/20 2/19/20 0 $365
March Aspen Chicago American 3/19/20 3/29/20 0 $365
April Aspen Chicago American 4/9/20 4/13/20 1 $382
May Aspen Chicago American 5/13/20 5/16/20 1 $382
April Aspen Chicago Major Airlines 4/14/20 4/21/20 1 $379

Cheap Last Minute Flights from Aspen to Chicago

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

Next 30 Days

10 11 12 13 14 15 16
17 18 19 20 21 22 23
$543 $661
24 25 26 27 28 29 30
$661 $418
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21

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 $388.

The average price for direct flights from Aspen to Chicago is $377.

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
United 2 2 2 2 2 2 4 03:00 11:23

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.

The average price for one way flights from Aspen to Chicago is $309.

The average price for round trip flights from Aspen to Chicago is $383.

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 3 hours.
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 16 direct flights from Aspen to Chicago.
Question: What are the most popular Aspen airlines for direct flights from Aspen to Chicago?
Answer: United Airlines provides 100% of the non-stop flights between Aspen and Chicago.
Question: What are the most popular connecting cities when flying from Aspen to Chicago?
Answer: Los Angeles, CA

Airlines in Aspen flying to Chicago Last modified: Nov 13, 2019 3:22 -05:00Number of routes searched: 151Number of itineraries searched: 100,677

Wondering which airlines fly out of Aspen to Chicago? We've gathered the average price of Aspen airlines with flights to Chicago. 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.

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

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.

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Cheap Flights from Aspen to Chicago