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Aspen

$151+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ASE
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
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Cheap flight deals from Illinois to Aspen

Keep the following information in mind while searching for Illinois to Aspen flight deals. Data was last updated octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$151
(Delta)

Popular in

April

Cheapest in

September

Average price

$547

Good round-trip deal

$299 or less

Good one-way deal

$310 or less
Provider with most accurate pricing for Chicago (CHI)-Aspen Pitkin County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Aspen Pitkin County flights.
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From Illinois to Aspen Pitkin County
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One-way flight from Illinois to Aspen Pitkin County
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Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Illinois to Aspen Pitkin County.
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Price to beat on a one-way flight from Illinois to Aspen Pitkin County.
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Find 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 octubre 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/26. 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.
jue. 12/257:10 amORD - ASE
Nonstop3h 41mAmerican Airlines
mar. 12/3012:01 pmASE - ORD
Nonstop3h 11mAmerican Airlines
Deal found 10/26$289
This American Airlines deal was found by Cheapflights users on 10/25. 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.
jue. 12/185:00 amORD - ASE
1 stop8h 00mAmerican Airlines
dom. 12/2111:49 amASE - ORD
1 stop7h 17mAmerican Airlines
Deal found 10/25$339
This Delta deal was found by Cheapflights users on 10/24. 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.
sáb. 11/16:00 amSTL - ASE
1 stop6h 10mDelta
jue. 11/67:21 amASE - STL
1 stop6h 22mDelta
Deal found 10/24$349
This United Airlines deal was found by Cheapflights users on 10/26. 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.
jue. 12/43:35 pmORD - ASE
Nonstop3h 14mUnited Airlines
dom. 12/712:40 pmASE - ORD
Nonstop2h 59mUnited Airlines
Deal found 10/26$369
This United Airlines deal was found by Cheapflights users on 10/26. 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.
vie. 12/53:35 pmORD - ASE
Nonstop3h 14mUnited Airlines
jue. 12/1112:40 pmASE - ORD
Nonstop2h 59mUnited Airlines
Deal found 10/26$371
This Delta deal was found by Cheapflights users on 10/25. 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.
jue. 11/135:23 amORD - ASE
1 stop6h 58mDelta
dom. 11/161:05 pmASE - ORD
1 stop7h 51mDelta
Deal found 10/25$375
This United Airlines deal was found by Cheapflights users on 10/26. 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.
sáb. 12/67:10 amORD - ASE
1 stop4h 28mUnited Airlines
lun. 12/88:30 amASE - ORD
1 stop7h 28mUnited Airlines
Deal found 10/26$389
This United Airlines deal was found by Cheapflights users on 10/25. 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.
mar. 12/99:20 amORD - ASE
Nonstop3h 18mUnited Airlines
mié. 12/109:00 amASE - ORD
Nonstop3h 12mUnited Airlines
Deal found 10/25$392
This United Airlines deal was found by Cheapflights users on 10/25. 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.
sáb. 11/18:25 amSTL - ASE
2 stops12h 43mUnited Airlines
jue. 11/63:34 pmASE - STL
1 stop5h 20mUnited Airlines
Deal found 10/25$424
This United Airlines deal was found by Cheapflights users on 10/26. 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.
mar. 12/236:35 pmSTL - ASE
1 stop17h 47mUnited Airlines
dom. 12/285:00 pmASE - STL
1 stop4h 22mUnited Airlines
Deal found 10/26$437
This American Airlines deal was found by Cheapflights users on 10/25. 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.
mar. 12/235:16 pmSTL - ASE
1 stop17h 35mAmerican Airlines
dom. 12/282:47 pmASE - STL
1 stop7h 09mAmerican Airlines
Deal found 10/25$467
This United Airlines deal was found by Cheapflights users on 10/26. 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.
lun. 11/109:00 amSTL - ASE
1 stop6h 36mUnited Airlines
vie. 11/143:34 pmASE - STL
1 stop5h 20mUnited Airlines
Deal found 10/26$481

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 octubre 27, 2025.
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

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

jue. 12/25

7:10 am-9:51 am

Nonstop3h 41m

Aspen Pitkin County

mar. 12/30

12:56 pm-5:11 pm

Nonstop3h 15m

$289

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

sáb. 1/17

3:55 pm-6:25 pm

Nonstop3h 30m

Aspen Pitkin County

mié. 1/21

8:53 am-5:04 pm

1 stop7h 11m

$299

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

sáb. 1/17

11:40 am-2:18 pm

Nonstop3h 38m

Aspen Pitkin County

mié. 1/21

12:54 pm-4:55 pm

Nonstop3h 01m

$310

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

mar. 1/6

10:00 am-12:38 pm

Nonstop3h 38m

Aspen Pitkin County

vie. 1/9

12:54 pm-4:55 pm

Nonstop3h 01m

$311

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

mar. 1/6

7:05 am-2:16 pm

1 stop8h 11m

Aspen Pitkin County

vie. 1/9

3:04 pm-11:57 pm

1 stop7h 53m

$331

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

mié. 1/14

10:00 am-12:38 pm

Nonstop3h 38m

Aspen Pitkin County

mar. 1/20

4:58 pm-11:44 pm

1 stop5h 46m

$360

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

vie. 12/5

3:35 pm-5:49 pm

Nonstop3h 14m

Aspen Pitkin County

jue. 12/11

9:00 am-1:12 pm

Nonstop3h 12m

$371

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

jue. 12/4

9:20 am-11:38 am

Nonstop3h 18m

Aspen Pitkin County

dom. 12/7

3:35 pm-11:59 pm

1 stop7h 24m

$379

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

mar. 12/9

3:35 pm-5:49 pm

Nonstop3h 14m

Aspen Pitkin County

mar. 12/16

8:30 am-2:55 pm

1 stop5h 25m

$379

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

sáb. 12/6

3:35 pm-5:49 pm

Nonstop3h 14m

Aspen Pitkin County

lun. 12/8

11:39 am-6:55 pm

1 stop6h 16m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 40 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 $128). Flying from Illinois to Aspen in April is currently the most expensive (average of $358). 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 octubre 27, 2025.

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 morning tend to be the most expensive. A flight at noon could potentially save you up to 30% 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 December 16, 2024.

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

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 3h 30m. The time it takes to get you to your destination can typically vary by up to 3h 19m. The distance from Illinois to Aspen is about 1010 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 Lufthansa (86%), American Airlines (73%) and SkyWest Airlines (57%).

  • What are the cheapest flights from Illinois to Aspen?

    Looking at all options, your cheapest flight can be booked for $191. While the most popular route (Chicago O'Hare Intl - Aspen Pitkin County) can be booked for $289 on average, our data indicates $660 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 $128). Flying from Illinois to Aspen in April is currently the most expensive (average of $358). 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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Alternative routes for Illinois to Aspen

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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 octubre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$239Average$468FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$527FlexibilityNo cancel feeOn-time69%

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