HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Aspen

$143+ Cheap flights from Chicago (CHI) to Aspen (ASE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ASE
Nov 18 — Nov 251
Mon 11/18
Mon 11/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Aspen with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Chicago to Aspen Pitkin County are usually found in May or July, booked 40 days in advance, depart on a Tuesday or Sunday and return on a Tuesday

Cheap flight deals from Chicago to Aspen

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Aspen (ASE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 13, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

May

Round-trip from

$287
(American Airlines)

One-way from

$143
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Aspen Pitkin County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Aspen Pitkin County flights.
Search Deals
High demand for flights, 35% potential price rise
Search Deals
Best time to find cheap flights, 21% potential price drop
Search Deals
From Chicago (CHI) to Aspen Pitkin County
Search Deals
One-way flight from Chicago (CHI) to Aspen Pitkin County
Search Deals

Find flight deals from Chicago to Aspen

Cheapest flights from Chicago to Aspen
Explore the most affordable flight options available from Chicago to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2024.

This United Airlines deal was found by Cheapflights users on 11/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/197:10 amORD - ASE
1 stop4h 45mUnited Airlines
Mon 12/234:25 pmASE - ORD
Nonstop3h 00mUnited Airlines
Deal found 11/12$307
This Delta deal was found by Cheapflights users on 11/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/96:00 amMDW - ASE
1 stop6h 49mDelta
Fri 12/131:41 pmASE - MDW
1 stop7h 25mDelta
Deal found 11/12$410
This American Airlines deal was found by Cheapflights users on 11/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/106:47 amORD - ASE
1 stop8h 26mAmerican Airlines
Tue 12/1710:46 amASE - ORD
1 stop5h 48mAmerican Airlines
Deal found 11/13$410
This Delta deal was found by Cheapflights users on 11/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/136:00 amORD - ASE
1 stop6h 48mDelta
Wed 11/201:30 pmASE - ORD
1 stop6h 45mDelta
Deal found 11/13$593

Find flights from Chicago to Aspen within your budget

Customize your flight search to find flights from Chicago to Aspen that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,744,491 searches. Data last updated November 13, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Wed 1/8

9:43 am-12:04 pm

Nonstop3h 21m

Aspen Pitkin County

Tue 1/14

12:27 pm-4:27 pm

Nonstop3h 00m

$287

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 12/19

7:10 am-10:55 am

1 stop4h 45m

Aspen Pitkin County

Mon 12/23

8:22 am-12:30 pm

Nonstop3h 08m

$297

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 1/8

6:00 am-2:24 pm

1 stop9h 24m

Aspen Pitkin County

Tue 1/14

3:10 pm-10:20 pm

1 stop6h 10m

$306

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Wed 1/8

5:45 am-2:24 pm

1 stop9h 39m

Aspen Pitkin County

Tue 1/14

3:10 pm-11:59 pm

1 stop7h 49m

$306

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 2/10

9:43 am-12:04 pm

Nonstop3h 21m

$143

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 2/10

5:45 am-2:24 pm

1 stop9h 39m

$153

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Mon 2/10

6:00 am-2:24 pm

1 stop9h 24m

$184

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 1/14

4:00 pm-6:21 pm

Nonstop3h 21m

$189

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 2/1

10:05 am-1:25 pm

3 stops28h 20m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Compare providers for flights from Chicago to Aspen

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Aspen in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Aspen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Aspen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Aspen flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Aspen flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Aspen flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Aspen

Have a flexible travel schedule? Discover the best time to fly to Aspen from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Aspen

Get recent, data-driven insights about flights from Chicago to Aspen including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Aspen. Price data was last updated on November 8, 2024.

To ensure you get the cheapest price possible for a flight from Chicago to Aspen, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Aspen?

Currently, November is the cheapest month in which you can book a flight from Chicago to Aspen (average of $448). Flying from Chicago to Aspen in March is currently the most expensive (average of $660). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to ASE?

Find hourly flight availability from Chicago to Aspen. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2024.

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 in the evening could potentially save you up to 22% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Aspen. Price data was last updated on September 29, 2024.

Travelers seeking maximum savings on their Chicago to Aspen flight should consider departing on Saturday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Aspen by month

Plan your trip to Aspen by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Aspen ranges from 1.0 - 1.8 inches per month. April is typically the wettest month, when rainfall can reach 1.8 in. January is typically the driest time to visit Aspen when rainfall is around 1.0 in.

Temperature in Aspen by month

Plan your trip to Aspen by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Aspen, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Aspen

Get insights into the airlines that provide service to Aspen. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Aspen. Reviews last updated November 13, 2024.
Read reviews from past customers who have flown American Airlines, Delta and United Airlines from Chicago to Aspen. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,434 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Crew

8.6

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,434 reviews
Alaska Airlines
8.0
Very good
9,434 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Crew

8.6

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,789 reviews
Alaska Airlines
8.0
Very good
9,434 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Crew

8.6

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,189 reviews
Alaska Airlines
8.0
Very good
9,434 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Crew

8.6

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,434 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Crew

8.6

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Aspen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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. 2 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 0 inbound flights from Chicago per day.

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

    Our cheapest airline available from Chicago to Aspen is American Airlines. Our recent data shows that you can find tickets from as low as $287 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $306 and $307 round-trip. American Airlines is currently priced 49% below the average price you’ll pay for this route.

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

    $143 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $153 and $189, respectively.

  • 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: American Airlines (82%), SkyWest Airlines (80%), United Airlines (79%).

  • What are the cheapest flights from Chicago to Aspen?

    While on average a flight from Chicago to Aspen is generally $589, our data shows the cheapest flight currently is $356. When looking at the most popular route, (Chicago O'Hare Intl - Aspen Pitkin County), you can expect to pay $307 for that flight.

  • Can I find deals for flights from Chicago to Aspen that include hotel bookings?

    Yes. In addition to deals on Chicago to Aspen flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Aspen?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Aspen.

  • Can I find deals for business class flights from Chicago to Aspen?

    Yes. Cheapflights offers flight deals from Chicago to Aspen by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Aspen?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Aspen (average of $448). Flying from Chicago to Aspen in March is currently the most expensive (average of $660). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Aspen

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Denver flights
Midway to Denver flights
St. Louis to Denver flights
O'Hare Intl to Aspen flights
O'Hare Intl to Vail flights
O'Hare Intl to Montrose flights
O'Hare Intl to Hayden flights
Moline to Denver flights
O'Hare Intl to Colorado Springs flights
Midway to Aspen flights
Midway to Colorado Springs flights
O'Hare Intl to Gunnison flights
O'Hare Intl to Grand Junction flights
St. Louis to Colorado Springs flights
O'Hare Intl to Durango flights
St. Louis to Vail flights
Peoria to Denver flights
Springfield to Denver flights
Bloomington to Denver flights
Moline to Colorado Springs flights
St. Louis to Aspen flights
Dubuque to Denver flights
St. Louis to Hayden flights
St. Louis to Montrose flights
St. Louis to Grand Junction flights
St. Louis to Durango flights
Moline to Grand Junction flights
Midway to Grand Junction flights
Evansville to Denver flights
Evansville to Vail flights
Moline to Montrose flights
St. Louis to Gunnison flights
Springfield to Colorado Springs flights
Decatur to Denver flights
Champaign to Denver flights
Bloomington to Colorado Springs flights
Peoria to Colorado Springs flights
Marion to Denver flights
Paducah to Colorado Springs flights
O'Hare Intl to Cortez flights
St. Louis to Cortez flights
Moline to Vail flights
Evansville to Colorado Springs flights
Bloomington to Montrose flights
Champaign to Colorado Springs flights
Evansville to Grand Junction flights
Paducah to Denver flights

Top 2 airlines flying from Chicago to Aspen

Discover the top 2 airlines that operate flights from Chicago to Aspen. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,744,491 searches. Data last updated November 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$284Average$486FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$315Average$558FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines