Cheap flights from Chicago to Aspen (CHI - ASE)

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The best prices from Chicago to Aspen Pitkin County are usually found in October or July, booked 39 days in advance, depart on a Monday or Tuesday and return on a Thursday

How to find the cheapest flight from
Chicago (CHI) to Aspen (ASE)

All the information you need to plan the best CHI to ASE flight in 2022: compare Chicago to Aspen flight prices with the expected peak season, weather and rainfall in Aspen.
CHI - ASE
Price
$362 - $988
ASE
Temperature
19.4 - 64.4 °F
ASE
Rainfall
1 - 1.8 inches

Popular in

May

High demand for flights, 45% potential price rise

Cheapest in

October

Best time to find cheap flights, 34% potential price drop

Round-trip from

$362

From Chicago (CHI) to Aspen Pitkin County

One-way from

$234

One-way flight from Chicago (CHI) to Aspen Pitkin County

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from Chicago to Aspen (CHI - ASE)?

One of the essential ways to save on airfare from Chicago to Aspen is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 22% on airfare.

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

Travelers have found it’s best to book a flight 39 days in advance to save up to 66% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 39 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Aspen 1-2 weeks in advance for as low as $622, or $880 for flights within the next 24 hours.

What is the cheapest day to fly round-trip from Chicago to Aspen?

Users have found that leaving on a Sunday can be a cost-effective option. It’s possible to save up to 37% on your flight compared to booking on days when demand is much higher.

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

Due to multiple factors, expect to potentially pay more when booking in May. For low rates, October can be a great choice for travel to Aspen. Flights to Aspen from Chicago in October are about $545 on average during October, but can be found for as low as $284.

Cheap flights from Chicago to Aspen in June, July 2022

The best prices found for CHI to ASE flights for June, July
11 Jul - 15 Jul
$409pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
11 Jul - 15 Jul
$418pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Jul - 3 Aug
$448pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Aspen 2022 flight deals

Cheap flights to Aspen from Chicago found for this year
29 Aug - 2 Sep
$369pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
29 Aug - 2 Sep
$378pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
7 Sep - 9 Sep
$398pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Aspen from Chicago

Save time with Chicago to Aspen direct flight deals
11 Sep - 14 Sep
$474pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
29 Aug - 2 Sep
$500pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
11 Sep - 13 Sep
$505pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Aspen

Late deals on round-trip flights to Aspen from Chicago, departing today and this week
30 Jun - 1 Jul
$538pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Jun - 6 Jul
$570pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Jun - 1 Jul
$609pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Pitkin County from Chicago

The cheapest one-way flights from Chicago to Aspen
3:43 pm - 5:39 pm
United Airlines
Nonstop
2h 56m
ORD - ASE
United Airlines
$234
United
3:43 pm - 5:39 pm
United Airlines
Nonstop
2h 56m
ORD - ASE
United Airlines
$279
United
3:43 pm - 5:39 pm
United Airlines
Nonstop
2h 56m
ORD - ASE
United Airlines
$294
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Aspen</span> flights.

Flight FAQs

From Chicago to Aspen

What airport do you fly into for flights to Aspen from Chicago?

Aspen Pitkin County (ASE), located 3.5 mi from the city center, is the airport you fly into when you book flights from Chicago to Aspen. 4 airlines have flights to Pitkin County from Chicago on a regular basis. Booking flights from Chicago to Aspen Pitkin County should not be difficult; the airport handles an average of 3 inbound flights from Chicago per day.

Which airlines flying from Chicago to Aspen Pitkin County have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to Aspen for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Aspen for under $400. The cheapest flight booked recently is on United Airlines for just $369, but on average you can expect to pay $445.

Are there nonstop flights from Chicago to Aspen for under $500 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Aspen under $500. A good price for a nonstop flight from Chicago to Aspen is less than $579.

Are there last-minute flights available from Chicago to Aspen for under $600?

There are currently 20+ open flights from Chicago to Aspen within the next 7 days for less than $600.

What are the cheapest airlines flying from Chicago to Aspen round-trip?

Our cheapest airline available from Chicago to Aspen is United Airlines. Our recent data shows that you can find tickets from as low as $369 on this airline. An additional option worth looking into is American Airlines, starting at $459. United Airlines is currently priced 32% below the average price you’ll pay for this route.

What are the cheapest flights from Chicago to Aspen?

While on average a flight from Chicago to Aspen is generally $540, our data shows the cheapest flight currently is $311. When looking at the most popular route, (Chicago O'Hare Intl - Aspen Pitkin County), you can expect to pay $369 for that flight.

What are the most reliable airlines from Chicago to Aspen?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Aspen on time: United Airlines (85%), Lufthansa (85%), SkyWest Airlines (73%).

What are the most popular airlines that fly from Chicago to Aspen?

When booking a flight from Chicago to Aspen, you may want to consider flying on American Airlines, Alaska Airlines or Delta as they are the most popular for this route.

COVID Restrictions

View COVID Travel Restrictions for Aspen, CO

Do I need a COVID test to fly to Aspen from Chicago?

Information is based on travel restrictions for travel to Aspen Pitkin County within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Aspen Pitkin County.

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Aspen Pitkin County.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Aspen Pitkin County.

Do I need a test to fly back to Chicago from Aspen?

Returning to Chicago from Aspen Pitkin County

COVID-19 testing requirements
Visitors from Aspen Pitkin County are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Aspen Pitkin County are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Aspen, CO

Alternative routes for Chicago to Aspen

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Aspen

Things to know before you go - useful duration and weather info for your trip from Chicago to Aspen.
Flight duration from Chicago to ASE
2h 48m

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Aspen

Top 3 airlines flying from Chicago to Aspen Pitkin County

The chart below displays the airlines Cheapflights users traveling from Chicago to Aspen choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$266 $493 No cancel fee 71%
Delta
$283 $518 No cancel fee N/A
United Airlines
$284 $526 No cancel fee 69%

Hourly flight availability from Chicago to Aspen

See what time of day planes typically take off from Chicago towards Aspen.
Evening 6 PM to midnight 53% of CHI to ASE departures
Morning 6 AM to noon 46% of CHI to ASE departures
Early morning Midnight to 6 AM 1% of CHI to ASE departures
Afternoon Noon to 6 PM 0% of CHI to ASE departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Aspen
See how many times per day planes take to the skies headed from Chicago to Aspen.
Sunday
3 daily flights
Monday
3 daily flights
Tuesday
3 daily flights
Wednesday
3 daily flights
Thursday
3 daily flights
Friday
3 daily flights
Saturday
3 daily flights
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