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Cheap flights from Aspen to Chicago (ASE - CHI)

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The best prices from Aspen to Chicago are usually found in May or August, booked 40 days in advance, depart on a Saturday or Thursday and return on a Monday

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

ASE - CHI
Price
$226 - $559
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

November

High demand for flights, 28% potential price rise

Cheapest in

May

Best time to find cheap flights, 44% potential price drop

Average price

$393

Average for round-trip flights in October 2020

Round-trip from

$226

From Aspen to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Aspen to Chicago?

Saturday flights are generally found to be more expensive for flights from Aspen to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

Travelers have found it’s best to book a flight 20 days in advance to save up to 10% 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 20 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 Aspen to Chicago 1-2 weeks in advance for as low as $137, or $157 for flights within the next 24 hours.

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

April can be a great time to fly to Chicago from Aspen with a flight ticket averaging about $135. Cheapflights users have found deals in the month of April for as cheap as $33. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Aspen to Chicago (ASE - CHI)?

It’s typically best to fly out from Aspen to Chicago in the evening. Doing so could potentially save you 34% on the flight price compared to flying at noon, which is usually more expensive.

Cheap flights from Aspen to Chicago in October, November 2020

The best prices found for ASE to CHI flights for October, November
13 Nov - 16 Nov
$239pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
13 Nov - 16 Nov
$243pp
ASE
Aspen Pitkin County
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
13 Nov - 16 Nov
$248pp
ASE
Aspen Pitkin County
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ASE
Aspen Pitkin County

Aspen to Chicago 2020 flight deals

Cheap flights to Chicago from Aspen found for this year
13 Nov - 16 Nov
$239pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
13 Nov - 16 Nov
$243pp
ASE
Aspen Pitkin County
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
13 Nov - 16 Nov
$248pp
ASE
Aspen Pitkin County
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ASE
Aspen Pitkin County

Non-stop flights to Chicago from Aspen

Save time with Aspen to Chicago direct flight deals
13 Nov - 16 Nov
$239pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
18 Feb - 22 Feb
$281pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
13 Nov - 16 Nov
$325pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County

Last minute flights from Aspen to Chicago

Late deals on round-trip flights to Chicago from Aspen, departing today and this week
6 Nov - 10 Nov
$446pp
ASE
Aspen Pitkin County
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ASE
Aspen Pitkin County
6 Nov - 10 Nov
$451pp
ASE
Aspen Pitkin County
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ASE
Aspen Pitkin County
6 Nov - 10 Nov
$524pp
ASE
Aspen Pitkin County
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
ASE
Aspen Pitkin County

One-way flights to Chicago from Aspen

The cheapest one-way flights from Aspen to Chicago
5:34 am - 2:21 pm
American Airlines
1 Stop
7h 47m
ASE - ORD
American Airlines
2:10 am - 11:46 am
Multiple Airlines
2 Stops
8h 36m
ASE - MDW
Multiple Airlines
$764
United

Related info for your journey

Useful info, stats and facts about Aspen to Chicago flights.

Flight FAQs

From Aspen to Chicago

Are flight prices decreasing from Aspen to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Aspen and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Aspen Pitkin County to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. Some of the new policies that have been implemented to accommodate travelers flying from Aspen Pitkin County to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Aspen Pitkin County to Chicago 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 Aspen to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Aspen to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $239, but on average you can expect to pay $338.

Are there nonstop flights from Aspen to Chicago for under $300 on Cheapflights?

Cheapflights has at least 9 direct flights from Aspen to Chicago under $300. A good price for a nonstop flight from Aspen to Chicago is less than $438.

Are there last-minute flights available from Aspen to Chicago for under $500?

There are currently 3+ open flights from Aspen to Chicago within the next 7 days for less than $500.

What days are nonstop flights available from Aspen to Chicago?

Days when nonstop flights are available for this flight are: Friday.

How many flights depart from Aspen to Chicago on average per day?

Travelers can expect 1 flight from Aspen Pitkin County to Chicago on average per day.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Aspen to Chicago?

American Airlines and United Airlines can get you from Aspen to Chicago in just under 2h 22m. Your travel time will be generally consistent. Airlines will cover a distance of 1016 mi. Most flights are nonstop.

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

Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $239. Another option worth looking into is United Airlines, starting at $327 round trip. Users have found that American Airlines is 40% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Aspen to Chicago one-way?

$280 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines, with prices from $337.

Alternative routes for Aspen to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Aspen to Chicago
Flight duration
2h 47m
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing Aspen

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Aspen to Chicago

Morning 6 AM to noon 100% of ASE to CHI departures
Early morning Midnight to 6 AM 0% of ASE to CHI departures
Afternoon Noon to 6 PM 0% of ASE to CHI departures
Evening 6 PM to midnight 0% of ASE to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Aspen to Chicago
Sunday
1 daily flight
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights
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