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$161+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$289
(American Airlines)

One-way from

$161
(Delta)

Popular in

December

Cheapest in

April

Average price

$366

Good round-trip deal

$358 or less

Good one-way deal

$331 or less
Provider with most accurate pricing for Aspen Pitkin County-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Aspen Pitkin County-Chicago (CHI) flights.
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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. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 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 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/292:53 pmASE - ORD
Nonstop3h 20mAmerican Airlines
Sat 1/312:05 pmORD - ASE
Nonstop3h 30mAmerican Airlines
Deal found 10/30$289
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/298:00 amASE - ORD
Nonstop3h 11mUnited Airlines
Sat 1/38:45 amORD - ASE
1 stop6h 59mUnited Airlines
Deal found 10/29$299
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/119:00 amASE - ORD
Nonstop3h 12mUnited Airlines
Mon 12/159:20 amORD - ASE
Nonstop3h 18mUnited Airlines
Deal found 10/30$311
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/77:21 amASE - ORD
1 stop8h 20mDelta
Wed 11/125:23 amORD - ASE
1 stop6h 58mDelta
Deal found 10/29$318
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/1912:30 pmASE - ORD
1 stop7h 49mAmerican Airlines
Tue 12/237:10 amORD - ASE
Nonstop3h 41mAmerican Airlines
Deal found 10/30$320
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/69:52 amASE - STL
1 stop5h 36mUnited Airlines
Tue 12/96:30 amSTL - ASE
1 stop6h 08mUnited Airlines
Deal found 10/27$339
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/1312:25 pmASE - ORD
1 stop7h 21mAmerican Airlines
Sun 11/165:18 amORD - ASE
1 stop7h 24mAmerican Airlines
Deal found 10/27$341
This Delta deal was found by Cheapflights users on 10/28. 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 11/57:21 amASE - ORD
1 stop8h 20mDelta
Fri 11/75:20 amORD - ASE
1 stop6h 50mDelta
Deal found 10/28$365
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/77:21 amASE - MDW
1 stop7h 53mDelta
Wed 11/126:00 amMDW - ASE
1 stop6h 21mDelta
Deal found 10/29$391
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/2011:35 amASE - STL
1 stop3h 53mUnited Airlines
Mon 12/11:35 pmSTL - ASE
1 stop5h 53mUnited Airlines
Deal found 10/28$656

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 October 30, 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

Mon 12/29

2:53 pm-7:13 pm

Nonstop3h 20m

Chicago O'Hare Intl

Sat 1/3

9:52 am-12:26 pm

Nonstop3h 34m

$289

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Mon 12/29

8:00 am-12:11 pm

Nonstop3h 11m

Chicago O'Hare Intl

Sat 1/3

8:45 am-2:44 pm

1 stop6h 59m

$299

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 12/4

3:35 pm-11:59 pm

1 stop7h 24m

Chicago O'Hare Intl

Mon 12/8

3:35 pm-5:49 pm

Nonstop3h 14m

$299

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 12/11

9:00 am-1:12 pm

Nonstop3h 12m

Chicago O'Hare Intl

Mon 12/15

9:20 am-11:38 am

Nonstop3h 18m

$311

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 12/12

12:40 pm-4:39 pm

Nonstop2h 59m

Chicago O'Hare Intl

Mon 12/15

3:35 pm-5:49 pm

Nonstop3h 14m

$311

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 11/7

7:21 am-4:41 pm

1 stop8h 20m

Chicago O'Hare Intl

Wed 11/12

5:23 am-11:21 am

1 stop6h 58m

$318

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 12/18

2:00 pm-8:00 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 12/22

4:47 pm-7:17 pm

Nonstop3h 30m

$321

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Sat 12/6

9:52 am-4:28 pm

1 stop5h 36m

Lambert-St Louis

Tue 12/9

6:30 am-11:38 am

1 stop6h 08m

$339

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Thu 11/20

11:35 am-4:28 pm

1 stop3h 53m

Lambert-St Louis

Mon 12/1

1:35 pm-6:28 pm

1 stop5h 53m

$656

AspenChicago

ASE - MDW

ASEMDW

Aspen Pitkin County

Thu 3/26

3:00 pm-9:56 am

1 stop17h 56m

Chicago Midway

Mon 3/30

6:00 am-2:19 pm

1 stop9h 19m

$785

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 28 results
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2
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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 $183). Flying from Aspen to Illinois in April is currently the most expensive (average of $361). 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 October 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 58% on flights from Aspen to Illinois by exploring options for tickets in the evening.

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 October 30, 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
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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 3h 11m. The distance between Aspen and Illinois is about 1010 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 $161. However, be on the lookout for offers from Delta and United Airlines, 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 (80%), Lufthansa (79%) or SkyWest Airlines (71%) 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 $827, our data shows the cheapest flight currently is $210. When looking at the most popular route, (Aspen Pitkin County - Chicago O'Hare Intl), you can expect to pay $289 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 $183). Flying from Aspen to Illinois in April is currently the most expensive (average of $361). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$172Average$404FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$409FlexibilityNo cancel feeOn-time69%

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