
Popular airlines from Chicago Midway Airport (MDW) to Aspen/Pitkin County Airport (ASE)
- Delta
Delta
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Cheap Flights from Chicago to Aspen (MDW-ASE)
Prices were available within the past 7 days and start at S$323 for one-way flights and S$741 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 9 Jun - Mon, 16 Jun
MDW
Chicago
ASE
Aspen
S$741 Return, found 5 days ago
S$741
Return
found 5 days ago

Sat, 14 Jun - Sat, 21 Jun
MDW
Chicago
ASE
Aspen
S$800 Return, found 19 hours ago
S$800
Return
found 19 hours ago

Mon, 9 Jun - Mon, 16 Jun
MDW
Chicago
ASE
Aspen
S$813 Return, found 5 days ago
S$813
Return
found 5 days ago

Wed, 11 Jun - Wed, 18 Jun
MDW
Chicago
ASE
Aspen
S$872 Return, found 3 days ago
S$872
Return
found 3 days ago
Travel information
Travel information
Origin airport | Midway Intl. |
Destination airport | Pitkin County |
Airlines serving | Delta |
Return price | S$740 |
Distance | 1628 km |
Book with confidence
Book with confidence
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. Our selection of flights from Midway Intl. to Pitkin County caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 6 airlines, you're bound to find the perfect flight.
Maximizing Value with Chicago to Aspen Flights
Experience the joy of finding cheap flights from Midway 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$323 and roundtrip prices from S$741*.
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.
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