S$354 Cheap Flights from Chicago to Aspen

View S$354 flight on Fri, 22 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$354 for one-way flights and S$412 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$412 Return, found 1 day ago
S$412
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$412 found 1 day ago
United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$424 Return, found 1 day ago
S$424
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$424 found 1 day ago
United
Thu, 7 Aug - Thu, 14 Aug
ORD
Chicago
ASE
Aspen
S$476 Return, found 2 days ago
S$476
Return
found 2 days ago
Select United flight, departing Thu, 7 Aug from Chicago to Aspen, returning Thu, 14 Aug, priced at S$476 found 2 days ago
United
Tue, 5 Aug - Tue, 12 Aug
ORD
Chicago
ASE
Aspen
S$489 Return, found 4 days ago
S$489
Return
found 4 days ago
Select United flight, departing Tue, 5 Aug from Chicago to Aspen, returning Tue, 12 Aug, priced at S$489 found 4 days ago
United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$502 Return, found 1 day ago
S$502
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$502 found 1 day ago
American Airlines
Tue, 5 Aug - Tue, 12 Aug
ORD
Chicago
ASE
Aspen
S$527 Return, found 4 days ago
S$527
Return
found 4 days ago
Select American Airlines flight, departing Tue, 5 Aug from Chicago to Aspen, returning Tue, 12 Aug, priced at S$527 found 4 days ago
United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$537 Return, found 1 day ago
S$537
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$537 found 1 day ago
United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$551 Return, found 1 day ago
S$551
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$551 found 1 day ago
United
Fri, 22 Aug - Mon, 25 Aug
ORD
Chicago
ASE
Aspen
S$560 Return, found 1 day ago
S$560
Return
found 1 day ago
Select United flight, departing Fri, 22 Aug from Chicago to Aspen, returning Mon, 25 Aug, priced at S$560 found 1 day ago
Delta
Tue, 5 Aug - Tue, 12 Aug
ORD
Chicago
ASE
Aspen
S$1,171 Return, found 4 days ago
S$1,171
Return
found 4 days ago
Select Delta flight, departing Tue, 5 Aug from Chicago to Aspen, returning Tue, 12 Aug, priced at S$1,171 found 4 days ago

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

June is typically the cheapest month to fly

From S$298 - S$902 per traveller.

Graph displaying average flight prices per month

Chicago to Aspen route information
Origin airport
O'Hare Intl.
Destination airport
Pitkin County
Airlines serving
American Airlines, Delta, United
Return price
S$411
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 American Airlines, United, Delta. 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$354 and roundtrip prices from S$412*.
 

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 Aspen. 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$412. 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.

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