Cheap flights from Illinois to Aspen from $191

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Aspen departing on 2/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

American Airlines Logo
12:20 pm - 2:37 pmORD-ASE
3h 17mnonstop
American Airlines Logo
3:53 pm - 7:50 pmASE-ORD
2h 57mnonstop
$191American Airlines
Find Deal
Sun, Feb 1 - Thu, Feb 5
American Airlines Logo
9:40 am - 12:01 pmORD-ASE
3h 21mnonstop
American Airlines Logo
2:21 pm - 10:27 pmASE-ORD
7h 06m1 stop
$201American Airlines
Find Deal
Sun, Feb 1 - Thu, Feb 5
American Airlines Logo
11:47 am - 6:25 pmORD-ASE
7h 38m1 stop
American Airlines Logo
10:13 am - 5:38 pmASE-ORD
6h 25m1 stop
$211American Airlines
Find Deal
Sun, Feb 1 - Fri, Feb 6
United Airlines Logo
12:50 pm - 3:20 pmORD-ASE
3h 30mnonstop
United Airlines Logo
4:01 pm - 8:06 pmASE-ORD
3h 05mnonstop
$220United Airlines
Find Deal
Tue, Jan 13 - Sat, Jan 17
United Airlines Logo
3:55 pm - 6:25 pmORD-ASE
3h 30mnonstop
United Airlines Logo
5:02 pm - 11:59 pmASE-ORD
5h 57m1 stop
$230United Airlines
Find Deal
Tue, Jan 13 - Sat, Jan 17
American Airlines Logo
5:00 am - 12:01 pmORD-ASE
8h 01m1 stop
American Airlines Logo
2:21 pm - 10:27 pmASE-ORD
7h 06m1 stop
$240American Airlines
Find Deal
Tue, Jan 13 - Sat, Jan 17
United Airlines Logo
3:23 pm - 9:55 pmSTL-ASE
7h 32m1 stop
United Airlines Logo
3:34 pm - 9:54 pmASE-STL
5h 20m1 stop
$249United Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
Delta Logo
6:00 am - 11:10 amMDW-ASE
6h 10m1 stop
Delta Logo
7:21 am - 4:09 pmASE-MDW
7h 48m1 stop
$569Delta
Find Deal
Sun, Oct 26 - Wed, Oct 29
Delta Logo
6:00 am - 11:10 amMDW-ASE
6h 10m1 stop
Delta Logo
7:21 am - 4:09 pmASE-MDW
7h 48m1 stop
$616Delta
Find Deal
Mon, Oct 20 - Wed, Oct 22
Delta Logo
6:00 am - 11:10 amMDW-ASE
6h 10m1 stop
Delta Logo
7:21 am - 4:09 pmASE-MDW
7h 48m1 stop
$619Delta
Find Deal
Sat, Oct 11 - Wed, Oct 15

United Airlines flights from Illinois to Aspen

Our best United Airlines deals on Illinois to Aspen flight tickets
United Airlines
Jan 13
ORD12:50 pmChicago O'Hare Intl
3h 30m
ASE3:20 pmAspen Pitkin County
Jan 17
ASE4:01 pmAspen Pitkin County
3h 05m
ORD8:06 pmChicago O'Hare Intl
United Airlines
Jan 13
ORD3:55 pmChicago O'Hare Intl
3h 30m
ASE6:25 pmAspen Pitkin County
Jan 17
ASE5:02 pmAspen Pitkin County
5h 57m
1 stop
ORD11:59 pmChicago O'Hare Intl
United Airlines
Oct 24
STL3:23 pmLambert-St Louis
7h 32m
1 stop
ASE9:55 pmAspen Pitkin County
Oct 31
ASE3:34 pmAspen Pitkin County
5h 20m
1 stop
STL9:54 pmLambert-St Louis

American Airlines flights from Illinois to Aspen

Our best American Airlines deals on Illinois to Aspen flight tickets
American Airlines
Feb 1
ORD12:20 pmChicago O'Hare Intl
3h 17m
ASE2:37 pmAspen Pitkin County
Feb 5
ASE3:53 pmAspen Pitkin County
2h 57m
ORD7:50 pmChicago O'Hare Intl
American Airlines
Feb 1
ORD9:40 amChicago O'Hare Intl
3h 21m
ASE12:01 pmAspen Pitkin County
Feb 5
ASE2:21 pmAspen Pitkin County
7h 06m
1 stop
ORD10:27 pmChicago O'Hare Intl
American Airlines
Feb 1
ORD11:47 amChicago O'Hare Intl
7h 38m
1 stop
ASE6:25 pmAspen Pitkin County
Feb 6
ASE10:13 amAspen Pitkin County
6h 25m
1 stop
ORD5:38 pmChicago O'Hare Intl

momondo 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, momondo users made 832,500 searches. Data last updated September 23, 2025.
Use the filters below to find and compare flights from Illinois to Aspen that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/1

12:20 pm-2:37 pm

Nonstop3h 17m

Aspen Pitkin County

Thu 2/5

3:53 pm-7:50 pm

Nonstop2h 57m

$191

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/1

9:40 am-12:01 pm

Nonstop3h 21m

Aspen Pitkin County

Thu 2/5

2:21 pm-10:27 pm

1 stop7h 06m

$201

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/1

11:47 am-6:25 pm

1 stop7h 38m

Aspen Pitkin County

Fri 2/6

10:13 am-5:38 pm

1 stop6h 25m

$211

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 1/13

12:50 pm-3:20 pm

Nonstop3h 30m

Aspen Pitkin County

Sat 1/17

4:01 pm-8:06 pm

Nonstop3h 05m

$220

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 1/13

3:55 pm-6:25 pm

Nonstop3h 30m

Aspen Pitkin County

Sat 1/17

5:02 pm-11:59 pm

1 stop5h 57m

$230

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 1/13

5:00 am-12:01 pm

1 stop8h 01m

Aspen Pitkin County

Sat 1/17

2:21 pm-10:27 pm

1 stop7h 06m

$240

St. LouisAspen

STL - ASE

STLASE

Lambert-St Louis

Fri 10/24

3:23 pm-9:55 pm

1 stop7h 32m

Aspen Pitkin County

Fri 10/31

3:34 pm-9:54 pm

1 stop5h 20m

$249

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sun 10/26

6:00 am-11:10 am

1 stop6h 10m

Aspen Pitkin County

Wed 10/29

7:21 am-4:09 pm

1 stop7h 48m

$569

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Mon 10/20

6:00 am-11:10 am

1 stop6h 10m

Aspen Pitkin County

Wed 10/22

7:21 am-4:09 pm

1 stop7h 48m

$616

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sat 10/11

6:00 am-11:10 am

1 stop6h 10m

Aspen Pitkin County

Wed 10/15

7:21 am-4:09 pm

1 stop7h 48m

$619

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Aspen from

How to get the cheapest flight ticket from Illinois to Aspen

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Aspen?

The month of September is, on average, the cheapest month to fly to Aspen from Illinois, with most prices found around $414. If you aren’t able to travel to Aspen during the month of September, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $479.

What is the cheapest day to depart on your flight to Aspen?

The cheapest day to depart from Illinois to Aspen is on a Tuesday when prices can be found for as low as $409. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $590.

What is the cheapest time of day to depart on your flight to Aspen?

In the morning is the cheapest time of day to fly from Illinois to Aspen when you can find flight prices for as low as $507. Flying to Aspen in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $613. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Illinois to Aspen Pitkin County flight route?

Fly from Chicago O'Hare Intl to Aspen Pitkin County for the best Illinois - Aspen Pitkin County flight prices

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

You are more likely to see cheaper flights to Aspen from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Aspen for around $512 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Aspen from Illinois for as low as $366 on momondo.

What cabin class options are available on Illinois to Aspen Pitkin County flights?

There are 4 cabin classes available to choose from on Illinois to Aspen Pitkin County flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Aspen flights?

You could potentially save up to 46% on your flight if you consider stops on a Illinois to Aspen flight.

Cheap Illinois to Aspen flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Aspen

Best Price Found

$360

Fastest flight time

3h 06m

Direct flights

Every day

Airports in Aspen

1 airport
The best one-way flight to Aspen from Illinois in the past 72 hours is $360. The best round-trip flight deal from Illinois to Aspen found on momondo in the last 72 hours is $311.
The fastest flight from Illinois to Aspen takes 3h 06m
Direct flights go from Illinois to Aspen every day.
There is 1 airport near Aspen: Aspen Pitkin County (ASE)
  • When did momondo last update prices for flights from Illinois to Aspen Pitkin County Airport?

    Prices for flights from Illinois to Aspen Pitkin County Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to Aspen Pitkin County Airport?

  • How old do you have to be to fly from Illinois to Aspen Pitkin County Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Aspen Pitkin County Airport.

  • What documentation or ID do you need to fly to Aspen Pitkin County Airport?

    The required travel and health documents for your Aspen Pitkin County Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Aspen Pitkin County Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to Aspen?

Best airlines flying from Illinois to Aspen

Compare and see reviews for airlines that fly from Illinois to Aspen with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $239Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $319Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

Traveling to a place near Aspen?

Book flights to Aspen if you plan to visit one of these locations
Snowmass Village
Leadville
Snowmass
Carbondale
Buena Vista

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Aspen?

Finding the right flight to Aspen from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Aspen quick and easy, saving you time and money.

Can I find flights from Illinois to Aspen with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Aspen from Illinois with this policy.

How can momondo help me find flights from Illinois to Aspen?

momondo helps you find the best flight between Illinois and Aspen by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Illinois to Aspen right now. Can momondo alert me if prices change?

Price alerts on flights to Aspen from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Thu 10/23
Thu 10/30

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