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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 June or September, booked 23 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
$354 - $628
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in February High demand for flights, 27% potential price rise
Cheapest in June Best time to find cheap flights, 22% potential price drop
Average price $414 Average for round-trip flights in July 2020
Round-trip from $354 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 37 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 37 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 $177, or $177 for flights within the next 24 hours.

Cheap flights from Aspen to Chicago in July, August 2020

The best prices found for ASE to CHI flights for July, August
11 Jul - 20 Jul
$284pp
ASE
Aspen Pitkin County
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
ASE
Aspen Pitkin County
17 Jul - 26 Jul
$333pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
7 Jul - 14 Jul
$337pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
ASE
Aspen Pitkin County

Aspen to Chicago 2020 flight deals

Cheap flights to Chicago from Aspen found for this year
11 Jul - 20 Jul
$284pp
ASE
Aspen Pitkin County
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
ASE
Aspen Pitkin County
17 Jul - 26 Jul
$333pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
7 Jul - 14 Jul
$337pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
ASE
Aspen Pitkin County

Non-stop flights to Chicago from Aspen

Save time with Aspen to Chicago direct flight deals
11 Jul - 20 Jul
$284pp
ASE
Aspen Pitkin County
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
ASE
Aspen Pitkin County
17 Jul - 26 Jul
$333pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ASE
Aspen Pitkin County
7 Jul - 12 Jul
$348pp
ASE
Aspen Pitkin County
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ASE
Aspen Pitkin County

One-way flights to Chicago from Aspen

The cheapest one-way flights from Aspen to Chicago
9:08 am - 5:41 pm
Delta
1 Stop
7h 33m
ASE - ORD
Delta
$394
Delta
5:15 am - 6:22 am
Multiple Airlines
2 Stops
24h 07m
ASE - ORD
Multiple Airlines
$816
United
4:00 am - 4:55 pm
Cape Air
2 Stops
11h 55m
ASE - ORD
Cape Air
$1026
Ovago

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.

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 Spirit Airlines for just $284, but on average you can expect to pay $398.

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

Cheapflights has at least 13 direct flights from Aspen to Chicago under $300. A good price for a nonstop flight from Aspen to Chicago is less than $560.

What is the cheapest airline for this route?

SkyWest Airlines offers the cheapest flights from Aspen to Chicago. Per day you can find on average 271 flights for this route and airline.

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 49m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing Aspen

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Aspen to Chicago

Morning 6 AM to noon 50% of ASE to CHI departures
Afternoon Noon to 6 PM 50% of ASE to CHI departures
Early morning Midnight to 6 AM 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
4 daily flights
Monday
4 daily flights
Tuesday
4 daily flights
Wednesday
4 daily flights
Thursday
4 daily flights
Friday
4 daily flights
Saturday
4 daily flights