Question 1

Which is the best airline for flights from Chicago to Aspen, United Airlines or American Airlines?

Accepted Answer

The two airlines most popular with KAYAK users for flights from Chicago to Aspen are United Airlines and American Airlines. With an average price for the route of $530 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $428 and an overall rating of 7.1.

Question 2

How long does a flight from Chicago to Aspen take?

Accepted Answer

Direct flights cover the 1,024 miles separating Chicago to Aspen in about 3h 06m.

Question 3

How many flights are there between Chicago and Aspen per day?

Accepted Answer

Each day, there are between 3 and 4 nonstop flights that take off from Chicago and land in Aspen, with an average flight time of 3h 08m. The most common departure time is 7:00 pm and most flights take off in the evening. Each week, there are 27 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Tuesday.

Question 4

How many flights are there between Chicago and Aspen per day?

Accepted Answer

Each day, there are between 3 and 4 nonstop flights that take off from Chicago and land in Aspen, with an average flight time of 3h 08m. The most common departure time is 7:00 pm and most flights take off in the evening. Each week, there are 27 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Tuesday.

Question 5

What is the cheapest flight from Chicago to Aspen?

Accepted Answer

In the last 5 days, the lowest price for a flight from Chicago to Aspen was $177 for a one-way ticket and $353 for a round-trip.

Question 6

Do I need a passport to fly between Chicago and Aspen?

Accepted Answer

A passport is not required to fly from Chicago to Aspen.

Question 7

What’s the cheapest day of the week to fly from Chicago to Aspen?

Accepted Answer

Your flight ticket price will generally be cheaper if you fly to Aspen on a Tuesday and more expensive on a Wednesday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Mondays for better deals.

Question 8

What’s the cheapest day of the week to fly from Chicago to Aspen?

Accepted Answer

Your flight ticket price will generally be cheaper if you fly to Aspen on a Tuesday and more expensive on a Wednesday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Mondays for better deals.

Question 9

Which airports will I be using when flying from Chicago to Aspen?

Accepted Answer

Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Aspen Pitkin County is the only airport in Aspen. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

Question 10

What’s the earliest departure time from Chicago to Aspen?

Accepted Answer

Early birds can take the earliest flight from Chicago at 8:56 am and will be landing in Aspen at 11:06 am.

Question 11

What’s the latest departure time from Chicago to Aspen?

Accepted Answer

If you prefer to fly at night, the latest flight from Chicago to Aspen jets off at 7:47 pm and lands at 9:55 pm.

Question 12

Which airlines fly non-stop between Chicago and Aspen?

Accepted Answer

There are 2 airlines that fly nonstop from Chicago to Aspen. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best round-trip deal found costing $259. On average, the best prices for this route can be found at American Airlines.

Question 13

Which airlines fly non-stop between Chicago and Aspen?

Accepted Answer

There are 2 airlines that fly nonstop from Chicago to Aspen. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best round-trip deal found costing $259. On average, the best prices for this route can be found at American Airlines.

Question 14

Which airlines offer Wi-Fi service onboard planes from Chicago to Aspen?

Accepted Answer

Only American Airlines offers inflight Wi-Fi service on the Chicago to Aspen flight route.

Question 15

Which aircraft models fly most regularly from Chicago to Aspen?

Accepted Answer

The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Aspen flight route.

Question 16

Which airline alliances offer flights from Chicago to Aspen?

Accepted Answer

oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Aspen, with oneworld being the most commonly used for this route.

Question 17

On which days can I fly direct from Chicago to Aspen?

Accepted Answer

There are nonstop flights from Chicago to Aspen on a daily basis.

Question 18

What is the cheapest month to fly from Chicago to Aspen?

Accepted Answer

The cheapest month for flights from Chicago to Aspen is May, where tickets cost $299 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $779 and $631 respectively.

Question 19

What is the cheapest month to fly from Chicago to Aspen?

Accepted Answer

The cheapest month for flights from Chicago to Aspen is May, where tickets cost $299 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $779 and $631 respectively.

Question 20

How does KAYAK find such low prices on flights from Chicago to Aspen?

Accepted Answer

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Aspen.

Question 21

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Aspen?

Accepted Answer

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Aspen from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

Question 22

What is the Hacker Fare option on flights from Chicago to Aspen?

Accepted Answer

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Aspen with an airline and back to Chicago with another airline.

Question 23

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Aspen?

Accepted Answer

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Aspen from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Question 24

What is the cheapest layover airport when flying from Chicago to Aspen?

Accepted Answer

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $403.

Question 25

What is the most popular layover airport when flying from Chicago to Aspen?

Accepted Answer

Denver (DEN) is the top choice – 82% of KAYAK users who clicked on 1-stop flights from Chicago to Aspen picked an itinerary connecting there.

Question 26

Which layover airport has the quickest connection when flying from Chicago to Aspen?

Accepted Answer

If you prefer a quick connection, Denver (DEN) often has the shortest layovers from Chicago to Aspen, with an average of 1h 04m.

Question 27

Which layover airport offers the shortest total travel time from Chicago to Aspen?

Accepted Answer

Consider flying via Denver (DEN) for the shortest journey. The average one-way travel time for flights connecting there is 4h 52m.

Question 28

Which cabin class options are there for flights between Chicago and Aspen?

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 29

Which cabin class options are there for flights between Chicago and Aspen?

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 30

Which airlines provide the cheapest flights from Chicago to Aspen?

Accepted Answer

In the past 5 days, the cheapest round-trip tickets from Chicago to Aspen were found on American Airlines ($353) and United Airlines ($363).

Question 31

Which airlines provide the cheapest flights from Chicago to Aspen?

Accepted Answer

In the past 5 days, the cheapest round-trip tickets from Chicago to Aspen were found on American Airlines ($353) and United Airlines ($363).

Question 32

What is the cheapest Chicago to Aspen flight route?

Accepted Answer

The cheapest return flight from Chicago to Aspen costs $381 on the route between Chicago O'Hare Intl Airport (ORD) and Aspen (ASE). It is also the most popular route.

Question 33

What is the cheapest Chicago to Aspen flight route?

Accepted Answer

The cheapest return flight from Chicago to Aspen costs $381 on the route between Chicago O'Hare Intl Airport (ORD) and Aspen (ASE). It is also the most popular route.

Question 34

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

Accepted Answer

To get a below average price on the flight from Chicago to Aspen, you should book around 2 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Question 35

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

Accepted Answer

To get a below average price on the flight from Chicago to Aspen, you should book around 2 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Question 36

Can I save money by flying with a layover from Chicago to Aspen?

Accepted Answer

No, with an average price for the route of $551, prices are generally cheapest when you fly direct.

Question 37

Can I save money by flying with a layover from Chicago to Aspen?

Accepted Answer

No, with an average price for the route of $551, prices are generally cheapest when you fly direct.

Question 38

How much is a round-trip flight from Chicago to Aspen?

Accepted Answer

Flight prices are below average for this route right now.Flights to Aspen from Chicago usually cost between $381 and $533 in September.
The lowest price found in the past 5 days was $353 on American Airlines (Sep 8-Sep 15).

Question 39

What are the most popular airlines flying to Aspen?

Accepted Answer

The most popular airline among KAYAK users flying to Aspen is United Airlines, followed by American Airlines.

Low season	September
High season	February
Cheapest flight	$177

CHI - ASE

$177 Find Cheap Flights from Chicago to Aspen - Compare and Save

Everything you should know

Cheap Flights from Chicago to Aspen (CHI-ASE)

Recent round-trip flight deals from Chicago to Aspen

Recent one-way flight deals from Chicago to Aspen

Recent last minute flight deals from Chicago to Aspen

Recent direct flight deals from Chicago to Aspen

KAYAK's insights & trends for Chicago to Aspen flights

How much is a round-trip flight from Chicago to Aspen?

What is the cheapest Chicago to Aspen flight route?

What’s the cheapest day of the week to fly from Chicago to Aspen?

What is the cheapest month to fly from Chicago to Aspen?

Can I save money by flying with a layover from Chicago to Aspen?

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

Which airlines provide the cheapest flights from Chicago to Aspen?

Which airlines fly non-stop between Chicago and Aspen?

What is the most popular layover airport when flying from Chicago to Aspen?

What is the cheapest layover airport when flying from Chicago to Aspen?

Which layover airport offers the shortest total travel time from Chicago to Aspen?

Which layover airport has the quickest connection when flying from Chicago to Aspen?

Which cabin class options are there for flights between Chicago and Aspen?

How many flights are there between Chicago and Aspen per day?

How long does a flight from Chicago to Aspen take?

What’s the earliest departure time from Chicago to Aspen?

What’s the latest departure time from Chicago to Aspen?

Expert advice for your flight from Chicago to Aspen

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Everything you need to know for your flight from Chicago to Aspen

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