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$211+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 2/118:53 am
ASE
-
STL
1 stop7h 02m
United Airlines
Sun 2/152:45 pm
STL
-
ASE
1 stop6h 34m
United Airlines
Deal found 1/27$269
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 3/113:46 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Mon 3/167:15 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Deal found 1/27$311
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 4/13:46 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Tue 4/710:30 pm
ORD
-
ASE
2 stops14h 58m
American Airlines
Deal found 1/27$313
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/316:19 pm
ASE
-
ORD
1 stop5h 11m
United Airlines
Sun 4/57:00 am
ORD
-
ASE
1 stop5h 09m
United Airlines
Deal found 1/27$331
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/31:24 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Fri 3/67:10 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Deal found 1/27$372
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/3011:51 am
ASE
-
ORD
Nonstop2h 58m
American Airlines
Sat 4/47:00 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Deal found 1/27$389
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/306:19 pm
ASE
-
ORD
1 stop5h 10m
United Airlines
Sat 4/47:45 am
ORD
-
ASE
Nonstop3h 19m
United Airlines
Deal found 1/27$399
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 2/410:35 am
ASE
-
STL
1 stop5h 20m
United Airlines
Sat 2/74:15 pm
STL
-
ASE
1 stop6h 44m
United Airlines
Deal found 1/28$409
This Delta deal was found by Cheapflights users on 1/29. 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 1/303:04 pm
ASE
-
MDW
1 stop6h 18m
Delta
Mon 2/26:00 am
MDW
-
ASE
1 stop9h 16m
Delta
Deal found 1/29$551
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:00 pm
ASE
-
MDW
1 stop6h 33m
Delta
Fri 3/66:00 am
MDW
-
ASE
1 stop9h 14m
Delta
Deal found 1/27$755
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:45 pm
ASE
-
MDW
1 stop7h 46m
Delta
Tue 4/76:00 am
MDW
-
ASE
1 stop9h 13m
Delta
Deal found 1/27$895
This Delta deal was found by Cheapflights users on 1/29. 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 1/303:04 pm
ASE
-
MDW
1 stop6h 18m
Delta
Sun 2/16:00 am
MDW
-
ASE
1 stop6h 43m
Delta
Deal found 1/29$945

Find flight deals from Aspen to Illinois

Keep the following information in mind while searching for Aspen to Illinois flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(United Airlines)

One-way from

$211
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$472

Good round-trip deal

$319 or less

Good one-way deal

$320 or less
Provider with most accurate pricing for Aspen Pitkin County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aspen Pitkin County-Chicago (CHI) flights.
Search Deals
From Aspen Pitkin County to Illinois
Search Deals
One-way flight from Aspen Pitkin County to Illinois
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($135 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Aspen Pitkin County to Illinois.
Search Deals
Price to beat on a one-way flight from Aspen Pitkin County to Illinois.
Search Deals

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 January 29, 2026.
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

AspenSt. Louis

ASE - STL

ASESTL

Aspen Pitkin County

Wed 2/11

8:53 am-4:55 pm

1 stop7h 02m

Lambert-St Louis

Sun 2/15

2:45 pm-8:19 pm

1 stop6h 34m

$269

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 3/11

3:46 pm-7:47 pm

Nonstop3h 01m

Chicago O'Hare Intl

Mon 3/16

7:15 am-9:37 am

Nonstop3h 22m

$311

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 4/1

4:10 pm-8:09 pm

Nonstop2h 59m

Chicago O'Hare Intl

Tue 4/7

9:14 am-11:33 am

Nonstop3h 19m

$311

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 3/31

1:24 pm-5:25 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 4/5

10:18 am-12:49 pm

Nonstop3h 31m

$311

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 3/31

6:19 pm-12:30 am

1 stop5h 11m

Chicago O'Hare Intl

Sun 4/5

1:00 pm-3:17 pm

Nonstop3h 17m

$321

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 3/3

1:24 pm-5:25 pm

Nonstop3h 01m

Chicago O'Hare Intl

Fri 3/6

5:00 am-10:11 am

1 stop6h 11m

$382

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Mon 3/30

11:51 am-3:49 pm

Nonstop2h 58m

Chicago O'Hare Intl

Sat 4/4

7:00 am-9:22 am

Nonstop3h 22m

$389

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Mon 3/30

6:19 pm-12:29 am

1 stop5h 10m

Chicago O'Hare Intl

Sat 4/4

7:45 am-10:04 am

Nonstop3h 19m

$399

AspenChicago

ASE - MDW

ASEMDW

Aspen Pitkin County

Tue 3/3

3:00 pm-10:33 pm

1 stop6h 33m

Chicago Midway

Fri 3/6

6:00 am-2:14 pm

1 stop9h 14m

$755

AspenChicago

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 4/1

1:45 pm-10:31 pm

1 stop7h 46m

Chicago Midway

Tue 4/7

6:00 am-2:13 pm

1 stop9h 13m

$895

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $183). Flying from Aspen to Illinois in January is currently the most expensive (average of $376). 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 January 29, 2026.

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 January 29, 2026.

The most flights from ASE to USIL are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 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 January 29, 2026.
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
9,215 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,215 reviews
United Airlines
7.4
Good
9,215 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,205 reviews
United Airlines
7.4
Good
9,215 reviews

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 01m. The distance between Aspen and Illinois is about 1010 mi. This flight may include one or multiple stops.

  • 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 (56%), Lufthansa (51%) or SkyWest Airlines (50%) 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 $432, our data shows the cheapest flight currently is $233. When looking at the most popular route, (Aspen Pitkin County - Chicago O'Hare Intl), you can expect to pay $311 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 January is currently the most expensive (average of $376). 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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Alternative routes for Aspen to Illinois

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$172Average$404FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$319Average$409FlexibilityNo cancel feeOn-time69%

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