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$199+ Cheap flights from Aspen (ASE) to Illinois

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Aspen to Illinois

Keep the following information in mind while searching for Aspen to Illinois flight deals. Data was last updated September 11, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$199
(American Airlines)

Popular in

March

Cheapest in

April

Average price

$368

Good round-trip deal

$349 or less

Good one-way deal

$335 or less
From Aspen Pitkin County to Illinois
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One-way flight from Aspen Pitkin County to Illinois
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Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Aspen Pitkin County to Illinois.
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Price to beat on a one-way flight from Aspen Pitkin County to Illinois.
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Find flight deals from Aspen to Illinois

Cheapest flights from Aspen to Illinois
Explore the most affordable flight options available from Aspen to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/312:14 pmASE - ORD
Nonstop2h 58mAmerican Airlines
Sun 10/59:31 amORD - ASE
Nonstop3h 10mAmerican Airlines
Deal found 9/10$249
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:14 pmASE - STL
1 stop7h 18mAmerican Airlines
Sat 9/277:23 amSTL - ASE
1 stop5h 18mAmerican Airlines
Deal found 9/9$269
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/263:25 pmASE - STL
1 stop4h 21mUnited Airlines
Sat 9/2712:25 pmSTL - ASE
2 stops7h 01mUnited Airlines
Deal found 9/9$274
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/113:25 pmASE - ORD
1 stop5h 05mUnited Airlines
Sun 10/129:20 amORD - ASE
Nonstop3h 06mUnited Airlines
Deal found 9/9$274
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:14 pmASE - ORD
Nonstop2h 58mAmerican Airlines
Tue 9/309:31 amORD - ASE
Nonstop3h 10mAmerican Airlines
Deal found 9/11$279
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 9/269:00 amASE - ORD
Nonstop3h 03mUnited Airlines
Tue 9/302:17 pmORD - ASE
1 stop5h 09mUnited Airlines
Deal found 9/11$289
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2012:14 pmASE - ORD
Nonstop2h 58mAmerican Airlines
Tue 9/239:31 amORD - ASE
Nonstop3h 10mAmerican Airlines
Deal found 9/9$324
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 9/203:25 pmASE - ORD
1 stop5h 07mUnited Airlines
Tue 9/237:35 pmORD - ASE
Nonstop3h 10mUnited Airlines
Deal found 9/9$334
This United Airlines deal was found by Cheapflights users on 9/9. 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 12/111:35 pmASE - STL
1 stop7h 23mUnited Airlines
Sat 12/134:37 pmSTL - ASE
1 stop17h 24mUnited Airlines
Deal found 9/9$385
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 12/117:33 amASE - STL
1 stop8h 03mAmerican Airlines
Sat 12/131:20 pmSTL - ASE
1 stop7h 14mAmerican Airlines
Deal found 9/10$393
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:16 amASE - STL
1 stop6h 19mDelta
Fri 9/266:01 amSTL - ASE
1 stop6h 12mDelta
Deal found 9/9$561
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2510:45 amASE - STL
2 stops10h 15mUnited Airlines
Fri 9/265:15 amSTL - ASE
1 stop6h 24mUnited Airlines
Deal found 9/9$571

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Illinois 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 September 11, 2025.
Use the filters below to find and compare flights from Aspen to Illinois that are best for you.

Fly from

Aspen

Fly to

Illinois

Route

Depart

Return

Price

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 10/3

4:49 pm-11:59 pm

1 stop6h 10m

Chicago O'Hare Intl

Sun 10/5

9:31 am-11:41 am

Nonstop3h 10m

$259

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Fri 9/26

12:14 pm-8:32 pm

1 stop7h 18m

Lambert-St Louis

Sat 9/27

7:23 am-11:41 am

1 stop5h 18m

$269

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Fri 9/26

3:25 pm-8:46 pm

1 stop4h 21m

Lambert-St Louis

Sat 9/27

12:25 pm-6:26 pm

2 stops7h 01m

$274

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Sat 10/11

3:25 pm-9:30 pm

1 stop5h 05m

Chicago O'Hare Intl

Sun 10/12

9:20 am-11:26 am

Nonstop3h 06m

$274

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 9/26

9:00 am-1:03 pm

Nonstop3h 03m

Chicago O'Hare Intl

Tue 9/30

2:17 pm-6:26 pm

1 stop5h 09m

$289

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Sat 10/11

2:00 pm-8:25 pm

1 stop5h 25m

Chicago O'Hare Intl

Wed 10/15

9:20 am-11:26 am

Nonstop3h 06m

$339

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Thu 12/11

1:35 pm-9:58 pm

1 stop7h 23m

Lambert-St Louis

Sat 12/13

4:37 pm-9:01 am

1 stop17h 24m

$385

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Thu 12/11

7:33 am-4:36 pm

1 stop8h 03m

Lambert-St Louis

Sat 12/13

1:20 pm-7:34 pm

1 stop7h 14m

$393

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Thu 9/25

7:16 am-2:35 pm

1 stop6h 19m

Lambert-St Louis

Fri 9/26

6:01 am-11:13 am

1 stop6h 12m

$561

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Thu 9/25

10:45 am-10:00 pm

2 stops10h 15m

Lambert-St Louis

Fri 9/26

5:15 am-10:39 am

1 stop6h 24m

$571

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 37 results
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Best time to book a flight from Aspen to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from Aspen to Illinois (average of $245). Flying from Aspen to Illinois in March is currently the most expensive (average of $321). 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 ASE to IL?

Find hourly flight availability from Aspen to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Aspen to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Aspen to Illinois

Explore weekly flight availability from Aspen to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from ASE to USIL are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Aspen to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Aspen to Illinois. 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 from for flights from Aspen to Illinois?

    Aspen Pitkin County (ASE), located 3.5 mi from the city center, is the airport you fly out of when you book flights from Aspen to Illinois.

  • How long is the flight from Aspen to Illinois?

    Departing from Aspen to Illinois will take you 4h 21m. The distance between Aspen and Illinois is about 885 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $199. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Aspen to Illinois for a low price.

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

    While some choose either Aspen Pitkin County - Chicago Midway or Aspen Pitkin County - Lambert-St Louis, Aspen Pitkin County - Chicago O'Hare Intl is the most popular route from Aspen to Illinois.

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

    No one likes to see their flight delayed. When booking a flight from Aspen to Illinois consider choosing United Airlines (62%), SkyWest Airlines (57%) or Lufthansa (53%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Aspen to Illinois?

    While on average a flight from Aspen to Illinois is generally $809, our data shows the cheapest flight currently is $223. When looking at the most popular route, (Aspen Pitkin County - Chicago O'Hare Intl), you can expect to pay $259 for that flight.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Aspen to Illinois (average of $245). Flying from Aspen to Illinois in March is currently the most expensive (average of $321). 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.

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Top 2 airlines flying from Aspen to Illinois

Discover the top 2 airlines that operate flights from Aspen to Illinois. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$172Average$439FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$469FlexibilityNo cancel feeOn-time69%

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