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Cheap flights from Aspen to Chicago from $207

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Aspen to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:07 pm - 5:22 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 15mnonstop
American Airlines Logo
9:40 am - 12:37 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 57mnonstop
$413American Airlines
Thu, Jan 28 - Sun, Jan 31
American Airlines Logo
3:10 pm - 7:27 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
American Airlines Logo
11:45 am - 2:40 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 55mnonstop
$413American Airlines
Thu, Jan 28 - Sun, Jan 31
United Airlines Logo
12:53 pm - 4:56 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 03mnonstop
United Airlines Logo
7:35 am - 10:15 amORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 40mnonstop
$413United Airlines
Fri, Feb 12 - Mon, Feb 15
United Airlines Logo
7:50 am - 11:58 amASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 08mnonstop
United Airlines Logo
4:00 pm - 6:31 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 31mnonstop
$413United Airlines
Fri, Jan 22 - Tue, Jan 26
American Airlines Logo
3:10 pm - 7:27 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
American Airlines Logo
9:40 am - 12:37 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 57mnonstop
$413American Airlines
Thu, Jan 21 - Mon, Jan 25
United Airlines Logo
4:22 pm - 8:25 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 03mnonstop
United Airlines Logo
9:10 am - 11:48 amORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 38mnonstop
$413United Airlines
Thu, Jan 28 - Sun, Jan 31
American Airlines Logo
12:14 pm - 8:59 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
7h 45m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
11:45 am - 2:40 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 55mnonstop
$423American Airlines
Thu, Jan 21 - Mon, Jan 25
Delta Logo
2:55 pm - 11:50 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
7h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 2:00 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
7h 50m1 stop Atlanta Hartsfield-Jackson
$433Delta
Thu, Jan 28 - Mon, Feb 1
Delta Logo
2:55 pm - 11:50 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
7h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 2:00 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
7h 50m1 stop Atlanta Hartsfield-Jackson
$433Delta
Thu, Jan 28 - Mon, Feb 1
Delta Logo
7:30 am - 8:30 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
12h 00m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 11:43 amORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
7h 13m1 stop Atlanta Hartsfield-Jackson
$481Delta
Mon, Nov 2 - Mon, Nov 9

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United Airlines flights from Aspen to Chicago

Our best United Airlines deals on Aspen to Chicago flight tickets
United Airlines
Jan 28
ASE4:22 pmAspen Pitkin County
3h 03m
ORD8:25 pmChicago O'Hare Intl
Jan 31
ORD9:10 amChicago O'Hare Intl
3h 38m
ASE11:48 amAspen Pitkin County
$413
United Airlines
Jan 28
ASE12:53 pmAspen Pitkin County
3h 03m
ORD4:56 pmChicago O'Hare Intl
Jan 31
ORD10:45 amChicago O'Hare Intl
6h 42m
1 stop
ASE4:27 pmAspen Pitkin County
$423
United Airlines
Nov 1
ASE7:30 amAspen Pitkin County
5h 00m
1 stop
ORD1:30 pmChicago O'Hare Intl
Nov 8
ORD7:00 amChicago O'Hare Intl
4h 42m
1 stop
ASE10:42 amAspen Pitkin County
$476

Delta flights from Aspen to Chicago

Our best Delta deals on Aspen to Chicago flight tickets
Delta
Jan 28
ASE2:55 pmAspen Pitkin County
7h 55m
1 stop
ORD11:50 pmChicago O'Hare Intl
Feb 1
ORD7:10 amChicago O'Hare Intl
7h 50m
1 stop
ASE2:00 pmAspen Pitkin County
$433
Delta
Nov 2
ASE7:30 amAspen Pitkin County
12h 00m
2 stops
ORD8:30 pmChicago O'Hare Intl
Nov 9
ORD5:30 amChicago O'Hare Intl
7h 13m
1 stop
ASE11:43 amAspen Pitkin County
$481
Delta
Jan 28
ASE2:55 pmAspen Pitkin County
7h 55m
1 stop
ORD11:50 pmChicago O'Hare Intl
Feb 1
ORD5:45 pmChicago O'Hare Intl
18h 50m
2 stops
ASE11:35 amAspen Pitkin County
$511

momondo Fare Finder

 
Use the filters below to find and compare flights from Aspen to Chicago that are best for you.

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Route

Depart

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Price

Cheapest round-trip

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/28

1:07 pm-5:22 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sun 1/31

9:40 am-12:37 pm

Nonstop3h 57m

$413

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/28

3:10 pm-7:27 pm

Nonstop3h 17m

Chicago O'Hare Intl

Sun 1/31

11:45 am-2:40 pm

Nonstop3h 55m

$413

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Fri 2/12

12:53 pm-4:56 pm

Nonstop3h 03m

Chicago O'Hare Intl

Mon 2/15

7:35 am-10:15 am

Nonstop3h 40m

$413
Quickest round-trip

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Fri 1/22

7:50 am-11:58 am

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/26

4:00 pm-6:31 pm

Nonstop3h 31m

$413

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/21

3:10 pm-7:27 pm

Nonstop3h 17m

Chicago O'Hare Intl

Mon 1/25

9:40 am-12:37 pm

Nonstop3h 57m

$413

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/28

4:22 pm-8:25 pm

Nonstop3h 03m

Chicago O'Hare Intl

Sun 1/31

9:10 am-11:48 am

Nonstop3h 38m

$413

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/21

12:14 pm-8:59 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 1/25

11:45 am-2:40 pm

Nonstop3h 55m

$423

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/28

2:55 pm-11:50 pm

1 stop7h 55m

Chicago O'Hare Intl

Mon 2/1

7:10 am-2:00 pm

1 stop7h 50m

$433

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Thu 1/28

2:55 pm-11:50 pm

1 stop7h 55m

Chicago O'Hare Intl

Mon 2/1

7:10 am-2:00 pm

1 stop7h 50m

$433

AspenChicago

ASE Aspen Pitkin County - ORD Chicago O'Hare Intl

ASEORD

Aspen Pitkin County

Mon 11/2

7:30 am-8:30 pm

2 stops12h 00m

Chicago O'Hare Intl

Mon 11/9

5:30 am-11:43 am

1 stop7h 13m

$481

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 Chicago from

How to get the cheapest flight ticket from Aspen to Chicago

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 Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Aspen, with most prices found around $0. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Aspen to Chicago during March average around $0.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $505. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Aspen to Chicago for around $1,036.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Aspen to Chicago during this time can be as low as $518. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $569.

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

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

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

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

You could potentially save up to 12% on your flight if you consider stops on a Aspen to Chicago flight.

When to book flights from Aspen to Chicago

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

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

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

Best Price Found

$207

Fastest flight time

3h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Aspen in the past 72 hours is $207. The best round-trip flight deal from Aspen to Chicago found on momondo in the last 72 hours is $413.
The fastest flight from Aspen to Chicago takes 3h 00m
Direct flights go from Aspen to Chicago every day.
There are 3 airports in Chicago. From Aspen there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Aspen to Chicago

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

    The straight-line distance from Aspen Pitkin County to Chicago is 1021.7 mi. In terms of flight time, this usually takes a little over 3h 00m.

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

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

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

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

    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 Aspen Pitkin County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Aspen to Chicago

Compare and see reviews for airlines that fly from Aspen to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $229Free CancellationRating
7.0
12,132 reviews
Search American Airlines flights
United AirlinesPriceFrom $376Free CancellationRating
7.4
10,283 reviews
Search United Airlines flights

  • United Airlines Flights From Aspen to Chicago

    United Airlines flight deals from Aspen to Chicago start from $376 round-trip. Over the 14 United Airlines flights for this route in a normal week, average airfare is usually $604 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Aspen to Chicago

    American Airlines (7.0/10 from 12,132 reviews) operates around 3 flights from Aspen to Chicago in any given week. The average American Airlines airfare for this route is around $414, with deals from around $229 rare but found on momondo. Referenced prices are for round-trip Aspen to Chicago flight searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Aspen.

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

All flight searches from Aspen to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Aspen to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Chicago from Aspen. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport