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Cheap flights from Aspen to Chicago 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 Aspen to Chicago departing on 1/10. 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 Aspen to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Aspen to Chicago 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 Aspen to Chicago.

Cheap last minute flights

Planning a quick getaway from Aspen to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Aspen to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:33 pm - 4:25 pmASE-ORD
2h 52mnonstop
3:45 pm - 6:04 pmORD-ASE
3h 19mnonstop
$409United Airlines
Find Deal
Tue, Dec 3 - Sat, Dec 7
12:17 pm - 7:24 pmASE-ORD
6h 07m1 stop
3:45 pm - 6:04 pmORD-ASE
3h 19mnonstop
$419United Airlines
Find Deal
Tue, Dec 3 - Sat, Dec 7
1:45 pm - 9:21 pmASE-ORD
6h 36m1 stop
12:45 pm - 6:33 pmORD-ASE
6h 48m1 stop
$428United Airlines
Find Deal
Tue, Dec 3 - Sat, Dec 7
4:25 pm - 8:25 pmASE-ORD
3h 00mnonstop
1:17 pm - 3:38 pmORD-ASE
3h 21mnonstop
$459United Airlines
Find Deal
Fri, Dec 27 - Thu, Jan 2
10:58 am - 3:00 pmASE-ORD
3h 02mnonstop
8:10 am - 10:28 amORD-ASE
3h 18mnonstop
$509American Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 1
10:58 am - 3:00 pmASE-ORD
3h 02mnonstop
6:00 am - 12:28 pmORD-ASE
7h 28m1 stop
$519American Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 1
10:44 am - 7:18 pmASE-ORD
7h 34m1 stop
8:20 am - 2:30 pmORD-ASE
7h 10m1 stop
$528American Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 1
3:10 pm - 10:20 pmASE-MDW
6h 10m1 stop
6:00 am - 2:24 pmMDW-ASE
9h 24m1 stop
$738Delta
Find Deal
Wed, Jan 8 - Sun, Jan 12
2:45 pm - 10:06 pmASE-MDW
6h 21m1 stop
6:00 am - 12:57 pmMDW-ASE
7h 57m1 stop
$828Delta
Find Deal
Sun, Dec 29 - Wed, Jan 1
1:30 pm - 9:46 pmASE-MDW
7h 16m1 stop
6:00 am - 11:49 amMDW-ASE
6h 49m1 stop
$1,909Delta
Find Deal
Tue, Dec 3 - Sat, Dec 7
3:10 pm - 10:20 pmASE-MDW
6h 10m1 stop
$259Delta
Find Deal
Fri, Jan 10
1:41 pm - 9:05 pmASE-ORD
6h 24m1 stop
$259Delta
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Wed, Dec 18
2:45 pm - 11:53 pmASE-ORD
8h 08m1 stop
$279Delta
Find Deal
Sat, Dec 21
9:00 am - 1:05 pmASE-ORD
3h 05mnonstop
$290United Airlines
Find Deal
Tue, Dec 17
11:27 am - 5:01 pmASE-ORD
4h 34m1 stop
$299United Airlines
Find Deal
Tue, Dec 17
3:10 pm - 11:59 pmASE-ORD
7h 49m1 stop
$309Delta
Find Deal
Sat, Jan 18
10:58 am - 3:00 pmASE-ORD
3h 02mnonstop
$315American Airlines
Find Deal
Thu, Dec 19
4:12 pm - 11:09 pmASE-ORD
5h 57m1 stop
$324American Airlines
Find Deal
Thu, Dec 19
1:07 pm - 12:48 pmASE-ORD
22h 41m3 stops
$816Alaska Airlines
Find Deal
Fri, Jan 10
1:04 pm - 7:38 pmASE-ORD
29h 34m3 stops
$1,031Alaska Airlines
Find Deal
Tue, Feb 18
11:25 am - 8:00 pmASE-ORD
7h 35m1 stop
10:50 am - 8:04 pmORD-ASE
10h 14m1 stop
$818United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
3:30 pm - 11:57 pmASE-ORD
7h 27m1 stop
8:20 pm - 11:17 amORD-ASE
15h 57m2 stops
$832United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
2:24 pm - 6:52 amASE-ORD
15h 28m2 stops
9:45 pm - 11:54 amORD-ASE
15h 09m2 stops
$990American Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
1:30 pm - 9:46 pmASE-MDW
7h 16m1 stop
6:00 am - 11:48 amMDW-ASE
6h 48m1 stop
$1,048Delta
Find Deal
Sat, Nov 23 - Fri, Nov 29
12:33 pm - 4:25 pmASE-ORD
2h 52mnonstop
3:45 pm - 6:04 pmORD-ASE
3h 19mnonstop
$409United Airlines
Find Deal
Tue, Dec 3 - Sat, Dec 7
4:25 pm - 8:25 pmASE-ORD
3h 00mnonstop
1:17 pm - 3:38 pmORD-ASE
3h 21mnonstop
$459United Airlines
Find Deal
Fri, Dec 27 - Thu, Jan 2
10:58 am - 3:00 pmASE-ORD
3h 02mnonstop
8:10 am - 10:28 amORD-ASE
3h 18mnonstop
$509American Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 1

United Airlines flights from Aspen to Chicago

Our best United Airlines deals on Aspen to Chicago flight tickets
United Airlines
Dec 3
ASE12:33 pmAspen Pitkin County
2h 52m
ORD4:25 pmChicago O'Hare Intl
Dec 7
ORD3:45 pmChicago O'Hare Intl
3h 19m
ASE6:04 pmAspen Pitkin County
United Airlines
Dec 3
ASE12:17 pmAspen Pitkin County
6h 07m
1 stop
ORD7:24 pmChicago O'Hare Intl
Dec 7
ORD3:45 pmChicago O'Hare Intl
3h 19m
ASE6:04 pmAspen Pitkin County
United Airlines
Dec 3
ASE1:45 pmAspen Pitkin County
6h 36m
1 stop
ORD9:21 pmChicago O'Hare Intl
Dec 7
ORD12:45 pmChicago O'Hare Intl
6h 48m
1 stop
ASE6:33 pmAspen Pitkin County

American Airlines flights from Aspen to Chicago

Our best American Airlines deals on Aspen to Chicago flight tickets
American Airlines
Dec 29
ASE10:58 amAspen Pitkin County
3h 02m
ORD3:00 pmChicago O'Hare Intl
Jan 1
ORD8:10 amChicago O'Hare Intl
3h 18m
ASE10:28 amAspen Pitkin County
American Airlines
Dec 29
ASE10:58 amAspen Pitkin County
3h 02m
ORD3:00 pmChicago O'Hare Intl
Jan 1
ORD6:00 amChicago O'Hare Intl
7h 28m
1 stop
ASE12:28 pmAspen Pitkin County
American Airlines
Dec 29
ASE10:44 amAspen Pitkin County
7h 34m
1 stop
ORD7:18 pmChicago O'Hare Intl
Jan 1
ORD8:20 amChicago O'Hare Intl
7h 10m
1 stop
ASE2:30 pmAspen Pitkin County

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 typical price of a round-trip flight between Aspen and Chicago?

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

January. The cheapest time of year to fly to Chicago from Aspen is January. Most expensive is February

What is the cheapest day to depart Aspen for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Thursday

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

In the afternoon. Aspen to Chicago flights are approximately 26% more expensive at noon than in the afternoon

What is the cheapest airline that flies to Chicago from Aspen?

American Airlines. American Airlines and United Airlines are the most popular carriers operating from Aspen to Chicago

What is the cheapest Aspen to Chicago flight route?

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

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

$259

Fastest flight time

2h 52m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Aspen in the past 72 hours is $259. The best round-trip flight deal from Aspen to Chicago found on momondo in the last 72 hours is $409.
The fastest flight from Aspen to Chicago takes 2h 52m
Direct flights go from Aspen to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 2h 52m.

  • 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 $235Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $301Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights

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

Airports listed have a maximum distance of 78.5 mi from Chicago