S$311 Cheap Flights from Chicago to Aspen

View S$311 flight on Mon, 18 Aug, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Aspen/Pitkin County Airport (ASE)

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Cheap Flights from Chicago to Aspen (ORD-ASE)

Prices were available within the past 7 days and start at S$311 for one-way flights and S$370 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, 27 Aug - Thu, 4 Sep
ORD
Chicago
ASE
Aspen
S$370 Return, found 4 days ago
S$370
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 Aug from Chicago to Aspen, returning Thu, 4 Sep, priced at S$370 found 4 days ago
United
Tue, 26 Aug - Thu, 4 Sep
ORD
Chicago
ASE
Aspen
S$370 Return, found 4 days ago
S$370
Return
found 4 days ago
Select United flight, departing Tue, 26 Aug from Chicago to Aspen, returning Thu, 4 Sep, priced at S$370 found 4 days ago
United
Tue, 26 Aug - Wed, 3 Sep
ORD
Chicago
ASE
Aspen
S$382 Return, found 4 days ago
S$382
Return
found 4 days ago
Select United flight, departing Tue, 26 Aug from Chicago to Aspen, returning Wed, 3 Sep, priced at S$382 found 4 days ago
United
Tue, 26 Aug - Sat, 30 Aug
ORD
Chicago
ASE
Aspen
S$395 Return, found 4 days ago
S$395
Return
found 4 days ago
Select United flight, departing Tue, 26 Aug from Chicago to Aspen, returning Sat, 30 Aug, priced at S$395 found 4 days ago
American Airlines
Fri, 15 Aug - Fri, 22 Aug
ORD
Chicago
ASE
Aspen
S$396 Return, found 6 days ago
S$396
Return
found 6 days ago
Select American Airlines flight, departing Fri, 15 Aug from Chicago to Aspen, returning Fri, 22 Aug, priced at S$396 found 6 days ago
United
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$407 Return, found 3 days ago
S$407
Return
found 3 days ago
Select United flight, departing Mon, 18 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$407 found 3 days ago
United
Fri, 15 Aug - Fri, 22 Aug
ORD
Chicago
ASE
Aspen
S$408 Return, found 6 days ago
S$408
Return
found 6 days ago
Select United flight, departing Fri, 15 Aug from Chicago to Aspen, returning Fri, 22 Aug, priced at S$408 found 6 days ago
United
Thu, 21 Aug - Thu, 28 Aug
ORD
Chicago
ASE
Aspen
S$420 Return, found 9 hours ago
S$420
Return
found 9 hours ago
Select United flight, departing Thu, 21 Aug from Chicago to Aspen, returning Thu, 28 Aug, priced at S$420 found 9 hours ago
United
Fri, 15 Aug - Fri, 22 Aug
ORD
Chicago
ASE
Aspen
S$421 Return, found 6 days ago
S$421
Return
found 6 days ago
Select United flight, departing Fri, 15 Aug from Chicago to Aspen, returning Fri, 22 Aug, priced at S$421 found 6 days ago
Delta
Fri, 15 Aug - Fri, 22 Aug
ORD
Chicago
ASE
Aspen
S$791 Return, found 6 days ago
S$791
Return
found 6 days ago
Select Delta flight, departing Fri, 15 Aug from Chicago to Aspen, returning Fri, 22 Aug, priced at S$791 found 6 days ago

Find the cheapest month to fly from Chicago (ORD) to Aspen (ASE)

September is typically the cheapest month to fly

From S$269 - S$763 per traveller.

Graph displaying average flight prices per month

Chicago to Aspen route information
Origin airport
O'Hare Intl.
Destination airport
Pitkin County
Return price
S$370
Distance
1616 km
Average flight time
2 hours 10 mins

Perfect flights from Chicago to Aspen

Your Journey from Chicago to Aspen

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Aspen caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, United, American Airlines. Our selection of flights from O'Hare Intl. to Pitkin County caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Aspen Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Pitkin County that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$311 and roundtrip prices from S$370*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Aspen with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Aspen

Picture yourself stepping off the plane in Aspen and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Aspen Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Aspen.
 

Beyond the Flight – Exploring Aspen

With Expedia, your adventure extends beyond the flight. Explore Aspen at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Aspen with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Aspen with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from ORD to ASE?
Round-trip tickets from O'Hare Airport to ASE start from S$370. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year --- make your booking ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Aspen/Pitkin County Airport?
Each air carrier has its own set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from O'Hare Airport to ASE that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Aspen/Pitkin County Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to Aspen/Pitkin County Airport?
It's around 1,650 kilometres from O'Hare Airport to Pitkin County Airport (ASE), so you'll be strapped into your seat for a while. Keep yourself occupied by packing things like playing cards (if you're travelling with friends) or the latest bestseller.
Which airlines fly direct from ORD to Aspen/Pitkin County Airport?
Right now, no airlines offer flights directly from O'Hare Airport to Aspen/Pitkin County Airport. You'll have to book a flight with one or more stops. To score the best connections and price, lock in your fare well in advance.
Are O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes find a bargain, with some of the cheapest airfares from O'Hare Airport to ASE showing up a few weeks before the date of departure. If you'd rather plan ahead of time, Expedia compares and updates the best flight deals regularly --- as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines issue prices that far in advance.

Explore a world of travel with Expedia

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