$29 Cheap flight deals from Chicago (CHI) to Aspen (DEN)
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This Weekend's Flight Deals from Chicago to Aspen
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $29 One Way, $56 Round Trip from Chicago to Aspen
Prices starting at $56 for return flights and $29 for one-way flights to Aspen were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Aspen economy flight packages
Hyatt Vacation Club at The Ranahan
Mar 26 - Mar 30
Chicago (ORD) to Denver (DEN)
Reviewed on Jan 15, 2026
The Village at Steamboat
Mar 23 - Mar 28
Chicago (CHI) to Denver (DEN)
Reviewed on Jun 21, 2025
Hotel Alpenrock Breckenridge, Curio Collection by Hilton
Mar 26 - Mar 30
Chicago (ORD) to Denver (DEN)
Reviewed on Feb 4, 2026
More About Flying To Aspen from Chicago
Route Information for Flights from Chicago to Aspen
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | DEN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Aspen
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Flights to Aspen
- Chicago to Aspen
- Houston to Aspen
- Los Angeles to Aspen
- New Orleans to Aspen
- New York to Aspen
- San Francisco to Aspen
- Rome to Aspen
- Amarillo to Aspen
- Columbia to Aspen
- Newark to Aspen
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- Karachi to Aspen
- Medellin to Aspen
- Monterrey to Aspen
- Oakland to Aspen
- Kahului to Aspen
- San Diego to Aspen
- Placencia to Aspen
- Atlanta to Aspen
Flights from Chicago
- Chicago to Los Angeles
- Chicago to New York
- Chicago to Orlando
- Chicago to Toronto
- Chicago to Houston
- Chicago to London
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- Chicago to Washington
- Chicago to Paris
- Chicago to Sao Paulo
- Chicago to Sacramento
- Chicago to Killeen
- Chicago to Kansas City
- Chicago to Montreal
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.