What are the cheapest airlines flying from Chicago to Aspen round-trip?

Our cheapest airline available from Chicago to Aspen is United Airlines. Our recent data shows that you can find tickets from as low as $346 on this airline. Additional options worth looking into are American Airlines and Undisclosed Carrier, starting at $373 and $411 round-trip. United Airlines is currently priced 47% below the average price you’ll pay for this route.

What are the cheapest flights from Chicago to Aspen?

While on average a flight from Chicago to Aspen is generally $380, our data shows the cheapest flight currently is $205. When looking at the most popular route, (Chicago O'Hare Intl - Aspen Pitkin County), you can expect to pay $364 for that flight.

What are the most reliable airlines from Chicago to Aspen?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Aspen on time: Lufthansa (85%), American Airlines (84%), SkyWest Airlines (65%).

Can I find flights from Chicago to Aspen for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Aspen for under $400. The cheapest flight booked recently is on United Airlines for just $346, but on average you can expect to pay $414.

Are there nonstop flights from Chicago to Aspen for under $500 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Aspen under $500. A good price for a nonstop flight from Chicago to Aspen is less than $666.

Are there last-minute flights available from Chicago to Aspen for under $600?

There are currently 13+ open flights from Chicago to Aspen within the next 7 days for less than $600.

Which airlines flying from Chicago to Aspen Pitkin County have flexible cancellations due to COVID-19?

United Airlines and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

What is the cheapest day to fly round-trip from Chicago to Aspen?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 74% on your flight compared to booking on days when demand is much higher.

What is the cheapest month to fly from Chicago to Aspen?

Due to multiple factors, expect to potentially pay more when booking in May. For low rates, January can be a great choice for travel to Aspen. Flights to Aspen from Chicago in January are about $664 on average during January, but can be found for as low as $419.

When is the cheapest time to fly from Chicago to Aspen (CHI - ASE)?

One of the essential ways to save on airfare from Chicago to Aspen is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.

What airport do you fly into for flights to Aspen from Chicago?

Aspen Pitkin County (ASE), located 3.5 mi from the city center, is the airport you fly into when you book flights from Chicago to Aspen. 2 airlines have flights to Pitkin County from Chicago on a regular basis. Booking flights from Chicago to Aspen Pitkin County should not be difficult; the airport handles an average of 7 inbound flights from Chicago per day.

What does ORD to ASE mean?

This is defined as Chicago O'Hare Intl Airport (ORD) and Aspen Pitkin County Airport (ASE). Codes like Aspen Pitkin County Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Flights from Chicago, IL to Aspen, CO from $264

How to find the cheapest flight from Chicago (CHI) to Aspen (ASE)

Popular in	May
Cheapest in	January
Round-trip from	$569
One-way from	$279

High demand for flights, 33% potential price rise

Search Deals

Best time to find cheap flights, 16% potential price drop

Search Deals

From Chicago (CHI) to Aspen Pitkin County

Search Deals

One-way flight from Chicago (CHI) to Aspen Pitkin County

Search Deals

CHI - ASE Price	$569 - $981
ASE Temperature	19.4 - 64.4 °F
ASE Rainfall	1 - 1.8 inches

CHI - ASE

Price

$569 - $981

ASE

Temperature

19.4 - 64.4 °F

ASE

Rainfall

1 - 1.8 inches

Travelers have found it’s best to book a flight 21 days in advance to save up to 41% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 21 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Aspen 1-2 weeks in advance for as low as $701, or $972 for flights within the next 24 hours.

Cheap flights from Chicago to Aspen in June, July 2023

Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Jul 5 - Jul 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$364

United Airlines

Deal found 6/1

Jul 5 - Jul 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 40m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$373

United Airlines

Deal found 6/1

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$411

Undisclosed Carrier

Deal found 5/31

Jun 26 - Jun 30

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$420

United Airlines

Deal found 5/31

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 54m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$421

United Airlines

Deal found 5/31

Jun 26 - Jun 30

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 40m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$429

United Airlines

Deal found 5/31

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$431

United Airlines

Deal found 5/31

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

5h 16m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$455

United Airlines

Deal found 6/1

Jul 14 - Jul 17

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 32m

$460

United Airlines

Deal found 5/31

Chicago to Aspen 2023 flight deals

Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Sep 7 - Sep 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 59m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 00m

$346

United Airlines

Deal found 5/31

Sep 7 - Sep 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 35m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 00m

$355

United Airlines

Deal found 5/31

Aug 5 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

14h 36m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 05m

$373

American Airlines

Deal found 5/30

Aug 8 - Aug 10

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 52m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 05m

$392

American Airlines

Deal found 5/30

Aug 5 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 14m

$399

United Airlines

Deal found 5/30

Aug 6 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 32m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 14m

$401

United Airlines

Deal found 5/30

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$411

Undisclosed Carrier

Deal found 5/31

Aug 10 - Aug 15

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$412

United Airlines

Deal found 5/31

Jun 26 - Jun 30

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$420

United Airlines

Deal found 5/31

Cheap United Airlines flights from Chicago to Aspen

Consider these cheap United Airlines flights we've found departing from Chicago to Aspen. Be sure to come back soon if the deals available don't appeal to you at this time.

Sep 7 - Sep 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 59m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 00m

$346

United Airlines

Deal found 5/31

Sep 7 - Sep 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 35m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 00m

$355

United Airlines

Deal found 5/31

Jul 5 - Jul 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$364

United Airlines

Deal found 6/1

Aug 12 - Aug 16

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$397

United Airlines

Deal found 6/1

Aug 5 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 14m

$399

United Airlines

Deal found 5/30

Aug 6 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 32m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 14m

$401

United Airlines

Deal found 5/30

Aug 11 - Aug 16

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$412

United Airlines

Deal found 6/1

Jun 26 - Jun 30

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$420

United Airlines

Deal found 5/31

Jul 3 - Jul 8

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 30m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$421

United Airlines

Deal found 6/1

Cheap American Airlines flights from Chicago to Aspen

Have a look at some of the cheapest available American Airlines flights departing from Chicago and landing in Aspen. Check back soon if you're not seeing flights that suit your needs.

Aug 12 - Aug 16

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

17h 00m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 00m

$373

American Airlines

Deal found 6/1

Aug 8 - Aug 10

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 52m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 05m

$392

American Airlines

Deal found 5/30

Aug 10 - Aug 15

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

17h 00m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 00m

$453

American Airlines

Deal found 5/31

Jun 10 - Jun 26

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

18h 10m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

21h 11m

$893

American Airlines

Deal found 5/30

Jun 8 - Jun 18

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

20h 16m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

2 stops

11h 49m

$1,281

American Airlines

Deal found 5/31

Non-stop flights to Aspen from Chicago

If you're seeking options on non-stop flights from Chicago to Aspen, check out these fares. If you're looking for other options for flights from Chicago to Aspen, make sure to update the search form at the top of page.

Sep 7 - Sep 12

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 59m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 58m

$477

United Airlines

Deal found 5/31

Jul 14 - Jul 15

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$524

United Airlines

Deal found 5/31

Aug 5 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$551

United Airlines

Deal found 5/30

Aug 14 - Aug 21

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$554

United Airlines

Deal found 5/31

Aug 6 - Aug 9

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$577

United Airlines

Deal found 5/30

Jul 2 - Jul 4

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$592

United Airlines

Deal found 5/30

Jul 1 - Jul 3

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$596

United Airlines

Deal found 5/31

Aug 8 - Aug 10

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 52m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 51m

$612

American Airlines

Deal found 5/30

Jul 14 - Jul 17

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$619

United Airlines

Deal found 5/31

Last minute flights from Chicago to Aspen

Consider one of these great deals we found on last-minute flights from Chicago to Aspen. Users should be sure to double check the price, date, and time of their last-minute flight.

Jun 10 - Jun 27

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

5h 03m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 26m

$539

United Airlines

Deal found 5/30

Jun 10 - Jun 26

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

6h 32m

$540

United Airlines

Deal found 5/30

Jun 10 - Jun 26

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 44m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 14m

$549

United Airlines

Deal found 5/30

Jun 10 - Jun 26

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$557

United Airlines

Deal found 5/30

Jun 10 - Jun 27

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

8h 06m

$648

United Airlines

Deal found 5/30

Jun 10 - Jun 27

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

8h 11m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

7h 00m

$704

United Airlines

Deal found 5/30

Jun 8 - Jun 18

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

Nonstop

2h 53m

$870

United Airlines

Deal found 5/31

Jun 8 - Jun 18

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

5h 24m

$880

United Airlines

Deal found 5/31

Jun 8 - Jun 18

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 27m

ASE

Aspen Pitkin County

ORD

Chicago O'Hare Intl

1 stop

4h 40m

$889

United Airlines

Deal found 5/31

One-way flights to Aspen from Chicago

Users traveling one-way from Chicago to Aspen can select one of these great deals. Users in need of a round-trip flight from Chicago to Aspen instead should update the search form at the top of page.

Oct 21

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

12h 12m

$264

United Airlines

Deal found 6/1

Oct 20

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

$279

United Airlines

Deal found 6/1

Jun 23

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

5h 00m

$289

United Airlines

Deal found 5/31

Jun 22

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

6h 22m

$307

United Airlines

Deal found 5/31

Jun 19

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

Nonstop

2h 53m

$319

United Airlines

Deal found 5/31

Oct 21

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

17h 52m

$323

United Airlines

Deal found 5/31

Jun 19

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

1 stop

4h 44m

$329

United Airlines

Deal found 5/31

Oct 20

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

17h 39m

$348

United Airlines

Deal found 6/1

Jun 22

ORD

Chicago O'Hare Intl

ASE

Aspen Pitkin County

2 stops

11h 24m

$349

United Airlines

Deal found 5/31

Find flights from Chicago to Aspen within your budget

Fly from

Fly to

Budget

$346 - $453

Route

Depart

Return

Price

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 9/7

Nonstop2h 59m

Aspen Pitkin County

Tue 9/12

1 stop5h 00m

$346

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 9/7

1 stop6h 35m

Aspen Pitkin County

Tue 9/12

1 stop5h 00m

$355

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Wed 7/5

Nonstop2h 53m

Aspen Pitkin County

Wed 7/12

1 stop6h 31m

$364

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/12

1 stop17h 00m

Aspen Pitkin County

Wed 8/16

1 stop6h 00m

$373

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 8/8

Nonstop2h 52m

Aspen Pitkin County

Thu 8/10

1 stop6h 05m

$392

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/12

Nonstop2h 53m

Aspen Pitkin County

Wed 8/16

1 stop6h 31m

$397

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/5

Nonstop2h 53m

Aspen Pitkin County

Wed 8/9

1 stop5h 14m

$399

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 7/3

Nonstop2h 53m

Aspen Pitkin County

Sat 7/8

1 stop5h 26m

$411

Pick Dates

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 8/10

1 stop17h 00m

Aspen Pitkin County

Tue 8/15

1 stop6h 00m

$453

Pick Dates

Flights are sorted by cheapest first

Deals found on 5/31

Reviews of Airlines Servicing Aspen

Read reviews from past customers who have flown United Airlines and American Airlines from Chicago to Aspen. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.6

Good

1,535 reviews

Check prices

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

United Airlines

7.6

Good

1,535 reviews

United Airlines

7.6

Good

1,535 reviews

Check prices

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

American Airlines

7.3

Good

2,149 reviews

United Airlines

7.6

Good

1,535 reviews

Check prices

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

Related info for your journey

Alternative routes for Chicago to Aspen

Bloomington to Denverfrom $102 pp

Peoria to Denverfrom $126 pp

Moline to Denverfrom $354 pp

Top 2 airlines flying from Chicago to Aspen

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
American Airlines	Cheapest$254	Average$524	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights
United Airlines	Cheapest$328	Average$592	FlexibilityNo cancel fee	On-time69%	COVID-19 safety	Search United Airlines flights

USA to Dubai flights

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Boston to Montreal flights

Minneapolis to Cancún flights

USA to London flights

Chicago to Paris flights

Chicago to Asmara flights

Weekly flight availability from Chicago to Aspen

Sunday	7daily flights
Monday	7daily flights
Tuesday	7daily flights
Wednesday	7daily flights
Thursday	7daily flights
Friday	7daily flights
Saturday	7daily flights

Cheap flights from Chicago (CHI) to Aspen (ASE) from $264

This is the cheapest one-way flight price, found on 6/1. Prices may vary by date and flight preferences.

The best prices from Chicago to Aspen Pitkin County are usually found in January or October, booked 20 days in advance, depart on a Tuesday or Sunday and return on a Thursday

How to find the cheapest flight from Chicago (CHI) to Aspen (ASE)

All the information you need to plan the best CHI to ASE flight in 2023: compare Chicago to Aspen flight prices with the expected peak season, weather and rainfall in Aspen.

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from Chicago to Aspen?

How far in advance should I book a flight from Chicago to Aspen?

What is the cheapest month to fly from Chicago to Aspen?

When is the cheapest time to fly from Chicago to Aspen (CHI - ASE)?

Cheap flights from Chicago to Aspen in June, July 2023

The best prices found for CHI to ASE flights for June, July

Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Chicago to Aspen 2023 flight deals

Cheap flights to Aspen from Chicago found for this year

Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Cheap United Airlines flights from Chicago to Aspen

Consider these cheap United Airlines flights we've found departing from Chicago to Aspen. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap American Airlines flights from Chicago to Aspen

Have a look at some of the cheapest available American Airlines flights departing from Chicago and landing in Aspen. Check back soon if you're not seeing flights that suit your needs.

Non-stop flights to Aspen from Chicago

Save time with Chicago to Aspen direct flight deals

If you're seeking options on non-stop flights from Chicago to Aspen, check out these fares. If you're looking for other options for flights from Chicago to Aspen, make sure to update the search form at the top of page.

Last minute flights from Chicago to Aspen

Late deals on return flights to Aspen from Chicago, departing today and this week

Consider one of these great deals we found on last-minute flights from Chicago to Aspen. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Aspen from Chicago

The cheapest one-way flights from Chicago to Aspen

Users traveling one-way from Chicago to Aspen can select one of these great deals. Users in need of a round-trip flight from Chicago to Aspen instead should update the search form at the top of page.

Find flights from Chicago to Aspen within your budget

Use the slider to find flights from Chicago to Aspen that fit your budget.

Reviews of Airlines Servicing Aspen

Read reviews from past customers who have flown United Airlines and American Airlines from Chicago to Aspen. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Useful info, stats and facts about Chicago to Aspen flights.

What airport do you fly into for flights to Aspen from Chicago?

Which airlines flying from Chicago to Aspen Pitkin County have flexible cancellations due to COVID-19?

Can I find flights from Chicago to Aspen for under $400 on Cheapflights?

Are there nonstop flights from Chicago to Aspen for under $500 on Cheapflights?

Are there last-minute flights available from Chicago to Aspen for under $600?

What are the cheapest airlines flying from Chicago to Aspen round-trip?

What are the most reliable airlines from Chicago to Aspen?

What are the cheapest flights from Chicago to Aspen?

What does ORD to ASE mean?

Other flights from Chicago

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Flights to Aspen from Chicago

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Alternative routes for Chicago to Aspen

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Chicago to Aspen

The chart below displays the airlines Cheapflights users traveling from Chicago to Aspen choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Popular flight searches

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Weekly flight availability from Chicago to Aspen

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