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Cheap flights from Chicago to Aspen from $285

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 2/7. 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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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.
6:00 am - 11:57 amORD-ASE
6h 57m1 stop
3:12 pm - 7:09 pmASE-ORD
2h 57mnonstop
$339American Airlines
Find Deal
Sat, Feb 1 - Fri, Feb 7
12:20 pm - 2:37 pmORD-ASE
3h 17mnonstop
12:27 pm - 4:27 pmASE-ORD
3h 00mnonstop
$344American Airlines
Find Deal
Sat, Jan 25 - Tue, Jan 28
12:44 pm - 3:03 pmORD-ASE
3h 19mnonstop
3:41 pm - 7:40 pmASE-ORD
2h 59mnonstop
$345American Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 26
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
4:25 pm - 8:25 pmASE-ORD
3h 00mnonstop
$384United Airlines
Find Deal
Sat, Feb 1 - Wed, Feb 5
7:35 pm - 9:35 pmORD-ASE
3h 00mnonstop
1:00 pm - 7:44 pmASE-ORD
5h 44m1 stop
$419United Airlines
Find Deal
Tue, Jun 3 - Sat, Jun 7
7:35 pm - 9:35 pmORD-ASE
3h 00mnonstop
8:55 am - 12:55 pmASE-ORD
3h 00mnonstop
$424United Airlines
Find Deal
Tue, Jun 3 - Tue, Jun 10
5:00 am - 8:51 amORD-ASE
4h 51m1 stop
6:00 pm - 11:57 pmASE-ORD
4h 57m1 stop
$429United Airlines
Find Deal
Mon, Jun 2 - Fri, Jun 13
6:00 am - 11:23 amMDW-ASE
6h 23m1 stop
7:45 am - 2:56 pmASE-MDW
6h 11m1 stop
$479Delta
Find Deal
Tue, Jun 3 - Thu, Jun 12
6:00 am - 2:20 pmMDW-ASE
9h 20m1 stop
3:00 pm - 10:20 pmASE-MDW
6h 20m1 stop
$544Delta
Find Deal
Thu, Feb 20 - Thu, Feb 27
5:45 am - 11:46 amORD-ASE
7h 01m1 stop
2:55 pm - 11:56 pmASE-ORD
8h 01m1 stop
$629Delta
Find Deal
Sun, Mar 30 - Wed, Apr 2
12:25 pm - 2:42 pmORD-ASE
3h 17mnonstop
$285American Airlines
Find Deal
Fri, Feb 7
6:00 am - 11:54 amMDW-ASE
6h 54m1 stop
$295Delta
Find Deal
Wed, Feb 26
6:00 am - 11:57 amORD-ASE
6h 57m1 stop
$295American Airlines
Find Deal
Sat, Feb 1
9:40 am - 11:47 amORD-ASE
3h 07mnonstop
$315American Airlines
Find Deal
Mon, Jul 7
5:00 am - 10:08 amORD-ASE
6h 08m1 stop
$319American Airlines
Find Deal
Thu, Feb 20
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
$325United Airlines
Find Deal
Sat, Feb 1
7:35 am - 2:38 pmORD-ASE
8h 03m1 stop
$335United Airlines
Find Deal
Wed, Feb 5
5:45 pm - 1:25 pmORD-ASE
20h 40m3 stops
$481Alaska Airlines
Find Deal
Fri, Feb 7
10:05 am - 1:25 pmORD-ASE
28h 20m3 stops
$520Alaska Airlines
Find Deal
Sat, Feb 1
1:40 pm - 10:55 amORD-ASE
22h 15m2 stops
Fri, Jan 17
12:20 pm - 2:37 pmORD-ASE
3h 17mnonstop
12:27 pm - 4:27 pmASE-ORD
3h 00mnonstop
$494American Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
12:20 pm - 2:37 pmORD-ASE
3h 17mnonstop
11:42 am - 9:16 pmASE-ORD
8h 34m1 stop
$504American Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
1:42 pm - 10:20 pmASE-MDW
7h 38m1 stop
$514Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
6:30 am - 2:20 pmORD-ASE
8h 50m1 stop
11:42 am - 9:16 pmASE-ORD
8h 34m1 stop
$514American Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
1:42 pm - 10:20 pmASE-MDW
7h 38m1 stop
$564Delta
Find Deal
Sat, Jan 11 - Thu, Jan 16
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
12:48 pm - 4:48 pmASE-ORD
3h 00mnonstop
$574United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
3:04 pm - 10:20 pmASE-MDW
6h 16m1 stop
$664Delta
Find Deal
Sat, Jan 11 - Thu, Jan 16
2:02 pm - 8:35 pmORD-ASE
7h 33m1 stop
5:02 pm - 11:59 pmASE-ORD
5h 57m1 stop
$689United Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
2:39 pm - 8:00 pmORD-ASE
6h 21m1 stop
11:36 am - 8:23 pmASE-ORD
7h 47m2 stops
$784United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
1:10 pm - 8:00 pmORD-ASE
7h 50m2 stops
5:02 pm - 11:59 pmASE-ORD
5h 57m1 stop
$813United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
9:15 am - 11:29 amORD-ASE
3h 14mnonstop
12:30 pm - 4:22 pmASE-ORD
2h 52mnonstop
$329United Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
9:43 am - 12:04 pmORD-ASE
3h 21mnonstop
11:46 am - 3:42 pmASE-ORD
2h 56mnonstop
$344American Airlines
Find Deal
Tue, Feb 11 - Sat, Feb 15
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
4:25 pm - 8:25 pmASE-ORD
3h 00mnonstop
$384United Airlines
Find Deal
Sat, Feb 1 - Wed, Feb 5
9:43 am - 12:04 pmORD-ASE
3h 21mnonstop
12:27 pm - 4:27 pmASE-ORD
3h 00mnonstop
$394American Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
9:43 am - 12:04 pmORD-ASE
3h 21mnonstop
1:48 pm - 5:45 pmASE-ORD
2h 57mnonstop
$395American Airlines
Find Deal
Tue, Feb 11 - Sat, Feb 15
7:35 pm - 9:35 pmORD-ASE
3h 00mnonstop
8:55 am - 12:55 pmASE-ORD
3h 00mnonstop
$424United Airlines
Find Deal
Tue, Jun 3 - Wed, Jun 11
3:40 pm - 5:58 pmORD-ASE
3h 18mnonstop
4:30 pm - 8:21 pmASE-ORD
2h 51mnonstop
$431United Airlines
Find Deal
Fri, Mar 28 - Wed, Apr 2
9:40 am - 11:42 amORD-ASE
3h 02mnonstop
12:20 pm - 4:10 pmASE-ORD
2h 50mnonstop
$434American Airlines
Find Deal
Thu, Jun 5 - Tue, Jun 10
9:43 am - 12:04 pmORD-ASE
3h 21mnonstop
3:07 pm - 7:04 pmASE-ORD
2h 57mnonstop
$449American Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
12:25 pm - 2:42 pmORD-ASE
3h 17mnonstop
3:12 pm - 7:09 pmASE-ORD
2h 57mnonstop
$450American Airlines
Find Deal
Fri, Jan 31 - Mon, Feb 3

American Airlines flights from Chicago to Aspen

Our best American Airlines deals on Chicago to Aspen flight tickets
American Airlines
Feb 1
ORD6:00 amChicago O'Hare Intl
6h 57m
1 stop
ASE11:57 amAspen Pitkin County
Feb 7
ASE3:12 pmAspen Pitkin County
2h 57m
ORD7:09 pmChicago O'Hare Intl
American Airlines
Jan 25
ORD12:20 pmChicago O'Hare Intl
3h 17m
ASE2:37 pmAspen Pitkin County
Jan 28
ASE12:27 pmAspen Pitkin County
3h 00m
ORD4:27 pmChicago O'Hare Intl
American Airlines
Feb 19
ORD12:44 pmChicago O'Hare Intl
3h 19m
ASE3:03 pmAspen Pitkin County
Feb 26
ASE3:41 pmAspen Pitkin County
2h 59m
ORD7:40 pmChicago O'Hare Intl

Delta flights from Chicago to Aspen

Our best Delta deals on Chicago to Aspen flight tickets
Delta
Jun 3
MDW6:00 amChicago Midway
6h 23m
1 stop
ASE11:23 amAspen Pitkin County
Jun 12
ASE7:45 amAspen Pitkin County
6h 11m
1 stop
MDW2:56 pmChicago Midway
Delta
Feb 20
MDW6:00 amChicago Midway
9h 20m
1 stop
ASE2:20 pmAspen Pitkin County
Feb 27
ASE3:00 pmAspen Pitkin County
6h 20m
1 stop
MDW10:20 pmChicago Midway
Delta
Jan 11
MDW6:00 amChicago Midway
6h 57m
1 stop
ASE11:57 amAspen Pitkin County
Jan 16
ASE3:04 pmAspen Pitkin County
6h 16m
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 typical price of a round-trip flight between Chicago and Aspen?

What is the cheapest month to fly to Aspen?

The month of May is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $444. If you aren’t able to travel to Aspen during the month of May, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $445.

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

The cheapest day to depart from Chicago to Aspen is on a Tuesday when prices can be found for as low as $455. The most expensive day to fly to Aspen is Friday, with ticket prices averaging around $567.

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

In the evening is the cheapest time of day to fly from Chicago to Aspen when you can find flight prices for as low as $506. Flying to Aspen in the evening 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 $620. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

In general, most travelers find the cheapest time to book a flight to Aspen is about 42 days prior to their departure date when tickets on average are $518. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $275.

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

There are 4 cabin classes available to choose from on Chicago 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 Chicago to Aspen flights?

You could potentially save up to 3% 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

$285

Fastest flight time

3h 00m

Direct flights

Every day

Airports in Aspen

1 airport
The best one-way flight to Aspen from Chicago in the past 72 hours is $285. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $339.
The fastest flight from Chicago to Aspen takes 3h 00m
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 3h 00m.

  • 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
8,936 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Aspen

    United Airlines flies from Chicago to Aspen around 14 times per week, with 8,936 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Aspen in the last 72 hours was $315 (round-trip), much lower than the average airfare cost of $558 for United Airlines flights on this route.

  • American Airlines Flights From Chicago to Aspen

    Another popular option for Chicago to Aspen flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Aspen around 7 times per week, with deals starting from $289 round-trip and rising to an average price of around $487.


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.


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