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Aspen

$191+ Cheap flights from Illinois 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ASE
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Illinois to Aspen

Cheapest flights from Illinois to Aspen
Explore the most affordable flight options available from Illinois to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This American Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/45:12 am
STL
-
ASE
1 stop5h 59m
American Airlines
Wed 3/113:46 pm
ASE
-
STL
1 stop6h 58m
American Airlines
Deal found 2/10$269
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 7/225:15 am
STL
-
ASE
1 stop4h 28m
United Airlines
Mon 7/276:25 pm
ASE
-
STL
1 stop4h 33m
United Airlines
Deal found 2/9$290
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Mon 3/95:15 am
STL
-
ASE
1 stop7h 05m
United Airlines
Sat 3/145:16 pm
ASE
-
STL
1 stop5h 18m
United Airlines
Deal found 2/10$318
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Mon 3/167:35 am
ORD
-
ASE
Nonstop3h 31m
United Airlines
Wed 3/187:56 am
ASE
-
ORD
Nonstop3h 02m
United Airlines
Deal found 2/11$331
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Tue 11/39:13 am
STL
-
ASE
1 stop6h 08m
United Airlines
Sat 11/73:30 pm
ASE
-
STL
1 stop4h 29m
United Airlines
Deal found 2/8$339
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/49:55 am
STL
-
ASE
2 stops11h 47m
United Airlines
Wed 3/112:27 pm
ASE
-
STL
2 stops7h 32m
United Airlines
Deal found 2/10$349
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:10 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Wed 3/43:46 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Deal found 2/12$354
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:18 am
ORD
-
ASE
Nonstop3h 31m
American Airlines
Mon 3/3011:51 am
ASE
-
ORD
Nonstop2h 58m
American Airlines
Deal found 2/12$360
This United Airlines deal was found by Cheapflights users on 2/9. 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 7/235:15 am
STL
-
ASE
1 stop6h 21m
United Airlines
Tue 7/285:25 pm
ASE
-
STL
1 stop5h 33m
United Airlines
Deal found 2/9$370
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Sun 3/83:35 pm
ORD
-
ASE
Nonstop3h 23m
United Airlines
Sat 3/145:16 pm
ASE
-
ORD
1 stop5h 36m
United Airlines
Deal found 2/8$370
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 2/247:10 am
ORD
-
ASE
1 stop5h 00m
United Airlines
Sat 2/289:14 am
ASE
-
ORD
1 stop4h 36m
United Airlines
Deal found 2/9$374
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Fri 3/63:35 pm
ORD
-
ASE
Nonstop3h 23m
United Airlines
Mon 3/94:20 pm
ASE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 2/9$377

Find flight deals from Illinois to Aspen

Keep the following information in mind while searching for Illinois to Aspen flight deals. Data was last updated February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$191
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$540

Good round-trip deal

$389 or less

Good one-way deal

$250 or less
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
From Illinois to Aspen Pitkin County
Search Deals
One-way flight from Illinois to Aspen Pitkin County
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Aspen Pitkin County.
Search Deals
Price to beat on a one-way flight from Illinois to Aspen Pitkin County.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Illinois to Aspen that are best for you.

Fly from

Illinois

Fly to

Aspen

Route

Depart

Return

Price

St. LouisAspen

STL - ASE

STLASE

Lambert-St Louis

Wed 3/4

5:12 am-10:11 am

1 stop5h 59m

Aspen Pitkin County

Wed 3/11

3:46 pm-11:44 pm

1 stop6h 58m

$269

St. LouisAspen

STL - ASE

STLASE

Lambert-St Louis

Wed 7/22

5:15 am-8:43 am

1 stop4h 28m

Aspen Pitkin County

Mon 7/27

6:25 pm-11:58 pm

1 stop4h 33m

$290

St. LouisAspen

STL - ASE

STLASE

Lambert-St Louis

Mon 3/9

5:15 am-11:20 am

1 stop7h 05m

Aspen Pitkin County

Sat 3/14

5:16 pm-11:34 pm

1 stop5h 18m

$318

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 3/24

7:35 am-10:06 am

Nonstop3h 31m

Aspen Pitkin County

Tue 3/31

5:16 pm-12:30 am

1 stop6h 14m

$341

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 4/6

9:14 am-11:33 am

Nonstop3h 19m

Aspen Pitkin County

Thu 4/9

5:16 pm-12:30 am

1 stop6h 14m

$341

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 3/16

7:35 am-10:06 am

Nonstop3h 31m

Aspen Pitkin County

Wed 3/18

1:22 pm-8:00 pm

1 stop5h 38m

$341

St. LouisAspen

STL - ASE

STLASE

Lambert-St Louis

Wed 3/4

6:00 pm-9:34 pm

1 stop4h 34m

Aspen Pitkin County

Wed 3/11

2:27 pm-10:59 pm

2 stops7h 32m

$344

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 3/7

7:10 am-9:32 am

Nonstop3h 22m

Aspen Pitkin County

Tue 3/10

3:46 pm-7:47 pm

Nonstop3h 01m

$354

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 3/23

10:18 am-12:49 pm

Nonstop3h 31m

Aspen Pitkin County

Mon 3/30

11:51 am-3:49 pm

Nonstop2h 58m

$360

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Fri 3/20

7:15 am-9:37 am

Nonstop3h 22m

Aspen Pitkin County

Wed 3/25

1:24 pm-5:25 pm

Nonstop3h 01m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 45 results
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Best time to book a flight from Illinois to Aspen

Have a flexible travel schedule? Discover the best time to fly to Aspen from Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Aspen

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

Currently, February is the cheapest month in which you can book a flight from Illinois to Aspen (average of $191). Flying from Illinois to Aspen in April is currently the most expensive (average of $342). 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 IL to ASE?

Find hourly flight availability from Illinois 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 February 12, 2026.

One of the essential ways to save on airfare from Illinois 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 18% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Illinois to Aspen. Price data was last updated on February 7, 2026.

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

How much does it cost to fly round-trip from Illinois to Aspen?

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Most people fly into Aspen Pitkin County (ASE) if they book a flight to Aspen from Illinois. Pitkin County is conveniently located just 3.5 mi from Aspen’s city center.

  • How long is the flight from Illinois to Aspen?

    Airlines like American Airlines, United Airlines, and Delta fly from Illinois to Aspen in about 4h 28m. The time it takes to get you to your destination can typically vary by up to 2h 12m. The distance from Illinois to Aspen is about 885 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Illinois to Aspen?

    Most travelers choose Chicago O'Hare Intl - Aspen Pitkin County, Chicago Midway - Aspen Pitkin County or Lambert-St Louis - Aspen Pitkin County when deciding on the best route from Illinois to Aspen.

  • What are the most reliable airlines from Illinois to Aspen?

    The top 3 most reliable airlines when flying from Illinois to Aspen are United Airlines (60%), Lufthansa (57%) and SkyWest Airlines (51%).

  • What are the cheapest flights from Illinois to Aspen?

    Looking at all options, your cheapest flight can be booked for $210. While the most popular route (Chicago O'Hare Intl - Aspen Pitkin County) can be booked for $331 on average, our data indicates $382 when flying from Illinois to Aspen.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Aspen?

    Currently, February is the cheapest month in which you can book a flight from Illinois to Aspen (average of $191). Flying from Illinois to Aspen in April is currently the most expensive (average of $342). 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

Traveling to a place near Aspen?

Book flights to Aspen if you plan to visit one of these locations
Snowmass Village
Buena Vista
Snowmass

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Top 2 airlines flying from Illinois to Aspen

Discover the top 2 airlines that operate flights from Illinois 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 2,558,603 searches. Data last updated February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$239Average$455FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$450FlexibilityNo cancel feeOn-time69%

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