Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Aspen from $259

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Aspen departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Chicago to Aspen

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Aspen that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Aspen.

Cheap last minute flights

Planning a quick getaway from Chicago to Aspen? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Aspen, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Aspen

Find recent round-trip train or bus tickets from Chicago to Aspen.

All round-trip flight deals to Aspen

The cheapest plane tickets to Aspen found on KAYAK recently.
1:14 pm - 3:37 pmORD-ASE
3h 23mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$379United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
2:39 pm - 6:38 pmORD-ASE
4h 59m1 stop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$389United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$397United Airlines
Find Deal
Fri, Jan 24 - Tue, Jan 28
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
3:10 pm - 10:20 pmASE-MDW
6h 10m1 stop
$398Delta
Find Deal
Wed, Jan 8 - Wed, Jan 15
10:35 am - 2:41 pmORD-ASE
5h 06m1 stop
3:22 pm - 9:25 pmASE-ORD
5h 03m1 stop
$398United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
3:10 pm - 10:20 pmASE-MDW
6h 10m1 stop
$413Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
5:45 am - 2:24 pmORD-ASE
9h 39m1 stop
3:10 pm - 11:59 pmASE-ORD
7h 49m1 stop
$413Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
8:45 pm - 10:15 amORD-ASE
14h 30m2 stops
2:55 pm - 7:12 amASE-ORD
15h 17m2 stops
$510American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
5:00 am - 12:09 pmORD-ASE
8h 09m1 stop
2:55 pm - 7:12 amASE-ORD
15h 17m2 stops
$517American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
1:23 pm - 3:42 pmORD-ASE
3h 19mnonstop
10:38 am - 5:36 pmASE-ORD
5h 58m1 stop
$519American Airlines
Find Deal
Fri, Feb 28 - Mon, Mar 3
5:40 am - 11:49 amORD-ASE
7h 09m1 stop
$259Delta
Find Deal
Mon, Dec 9
5:40 am - 11:57 amORD-ASE
7h 17m1 stop
$279Delta
Find Deal
Sat, Jan 4
8:45 am - 11:09 amORD-ASE
3h 24mnonstop
$310United Airlines
Find Deal
Sat, Jan 4
12:25 pm - 2:42 pmORD-ASE
3h 17mnonstop
$315American Airlines
Find Deal
Sun, Jan 19
7:05 am - 2:24 pmORD-ASE
8h 19m1 stop
$319Delta
Find Deal
Sun, Jan 19
6:47 am - 2:13 pmORD-ASE
8h 26m1 stop
$324American Airlines
Find Deal
Tue, Dec 10
8:10 am - 10:28 amORD-ASE
3h 18mnonstop
$335American Airlines
Find Deal
Thu, Dec 19
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
$350United Airlines
Find Deal
Fri, Jan 17
9:05 am - 8:12 pmORD-ASE
12h 07m2 stops
$352United Airlines
Find Deal
Tue, Jan 21
7:10 am - 11:30 amORD-ASE
5h 20m1 stop
$359United Airlines
Find Deal
Thu, Jan 16
8:45 am - 12:34 pmORD-ASE
4h 49m1 stop
5:19 pm - 10:51 pmASE-ORD
4h 32m1 stop
$1,168United Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
5:00 am - 11:54 amORD-ASE
7h 54m1 stop
2:24 pm - 7:12 amASE-ORD
15h 48m2 stops
$1,301American Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
9:25 pm - 11:54 amORD-ASE
15h 29m2 stops
2:24 pm - 7:12 amASE-ORD
15h 48m2 stops
$1,314American Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
1:14 pm - 3:37 pmORD-ASE
3h 23mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$379United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$397United Airlines
Find Deal
Fri, Jan 24 - Tue, Jan 28
1:14 pm - 3:37 pmORD-ASE
3h 23mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$459United Airlines
Find Deal
Wed, Jan 22 - Tue, Jan 28
3:45 pm - 6:04 pmORD-ASE
3h 19mnonstop
9:00 am - 1:05 pmASE-ORD
3h 05mnonstop
$474United Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
3:45 pm - 6:04 pmORD-ASE
3h 19mnonstop
12:33 pm - 4:25 pmASE-ORD
2h 52mnonstop
$489United Airlines
Find Deal
Fri, Dec 6 - Sat, Dec 7
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
8:15 am - 12:23 pmASE-ORD
3h 08mnonstop
$494United Airlines
Find Deal
Thu, Jan 23 - Tue, Jan 28
1:17 pm - 3:38 pmORD-ASE
3h 21mnonstop
8:22 am - 12:30 pmASE-ORD
3h 08mnonstop
$499United Airlines
Find Deal
Tue, Dec 24 - Wed, Dec 25
8:10 am - 10:28 amORD-ASE
3h 18mnonstop
1:21 pm - 5:24 pmASE-ORD
3h 03mnonstop
$509American Airlines
Find Deal
Fri, Dec 20 - Mon, Dec 23
1:23 pm - 3:42 pmORD-ASE
3h 19mnonstop
1:48 pm - 5:45 pmASE-ORD
2h 57mnonstop
$521American Airlines
Find Deal
Mon, Feb 24 - Fri, Feb 28
8:15 am - 10:33 amORD-ASE
3h 18mnonstop
1:55 pm - 5:50 pmASE-ORD
2h 55mnonstop
$541American Airlines
Find Deal
Mon, Mar 10 - Fri, Mar 14

United Airlines flights from Chicago to Aspen

Our best United Airlines deals on Chicago to Aspen flight tickets
United Airlines
Jan 8
ORD1:14 pmChicago O'Hare Intl
3h 23m
ASE3:37 pmAspen Pitkin County
Jan 15
ASE8:15 amAspen Pitkin County
3h 08m
ORD12:23 pmChicago O'Hare Intl
United Airlines
Jan 8
ORD2:39 pmChicago O'Hare Intl
4h 59m
1 stop
ASE6:38 pmAspen Pitkin County
Jan 15
ASE8:15 amAspen Pitkin County
3h 08m
ORD12:23 pmChicago O'Hare Intl
United Airlines
Jan 24
ORD4:00 pmChicago O'Hare Intl
3h 21m
ASE6:21 pmAspen Pitkin County
Jan 28
ASE8:15 amAspen Pitkin County
3h 08m
ORD12:23 pmChicago O'Hare Intl

Delta flights from Chicago to Aspen

Our best Delta deals on Chicago to Aspen flight tickets
Delta
Jan 8
MDW6:00 amChicago Midway
9h 24m
1 stop
ASE2:24 pmAspen Pitkin County
Jan 15
ASE3:10 pmAspen Pitkin County
6h 10m
1 stop
MDW10:20 pmChicago Midway
Delta
Jan 8
MDW6:00 amChicago Midway
9h 24m
1 stop
ASE2:24 pmAspen Pitkin County
Jan 14
ASE3:10 pmAspen Pitkin County
6h 10m
1 stop
MDW10:20 pmChicago Midway
Delta
Jan 8
MDW6:00 amChicago Midway
9h 24m
1 stop
ASE2:24 pmAspen Pitkin County
Jan 13
ASE3:10 pmAspen Pitkin County
6h 10m
1 stop
MDW10:20 pmChicago Midway

See travel insights to Aspen from

How to get the cheapest flight ticket from Chicago 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 from Chicago to Aspen?

May. The cheapest time of year to fly to Aspen from Chicago is May. Most expensive is November

What is the cheapest day to depart Chicago for Aspen?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Friday

When is the cheapest time to fly from Chicago to Aspen?

In the evening. Chicago to Aspen flights are approximately 21% more expensive in the afternoon than in the evening

What is the cheapest Chicago to Aspen flight route?

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

How far in advance should you book Chicago to Aspen flights?

40 days before. The cheapest time to buy a flight from Chicago to Aspen is approximately 40 days to departure

Can stopping save me money on Chicago to Aspen flights?

You could potentially save up to 16% on your flight if you consider stops on a Chicago to Aspen flight.

How have Chicago to Aspen flight prices changed over time?


When to book flights from Chicago to Aspen

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Aspen according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Aspen (CHI to ASE) flight deals and tips

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

Best Price Found

$259

Fastest flight time

2h 58m

Direct flights

Every day

Airports in Aspen

1 airport
The best one-way flight to Aspen from Chicago in the past 72 hours is $259. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $379.
The fastest flight from Chicago to Aspen takes 2h 58m
Direct flights go from Chicago to Aspen every day.
There is 1 airport near Aspen: Aspen Pitkin County (ASE)

  • How far is Chicago to Aspen Pitkin County by plane?

    The distance between Chicago and Aspen Pitkin County is about 1021.7 mi. A reasonable flight in good conditions will take 2h 58m.

  • When did momondo last update prices for flights from Chicago to Aspen Pitkin County Airport?

    Prices for flights from Chicago to Aspen Pitkin County Airport were last updated today.

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

  • How old do you have to be to fly from Chicago 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 Chicago to Aspen Pitkin County Airport.

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

    The travel and health documents required for your trip to Aspen Pitkin County Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Aspen Pitkin County Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

  • What is the most popular airline from Chicago to Aspen?


Best airlines flying from Chicago to Aspen

Compare and see reviews for airlines that fly from Chicago to Aspen with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $289Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $315Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Aspen flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Aspen that suits you.

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

Flights from Chicago to Aspen with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Aspen from Chicago.

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

Of course. momondo tracks the price of Chicago to Aspen flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


An easier way to manage your Aspen trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 11/25
Mon 12/2
Email me momondo's favorite deals

Find better results for your trip to the United States