To save up to 28% on this flight, we recommend booking at least 25 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Illinois to Aspen from $359 1-2 weeks out and tickets from $655 for flights departing within the next 72 hours.
May can be a great time to fly to Aspen from Illinois with a flight ticket averaging about $555. Cheapflights users have found deals in the month of May for as cheap as $421. The most expensive prices can be found in the month of November.
When flying from Illinois to Aspen, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$331 - $432
Route
Depart
Return
Price
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Sun 9/29
Nonstop2h 58m
Aspen Pitkin County
Wed 10/2
Nonstop2h 54m
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Sat 8/10
Nonstop3h 07m
Aspen Pitkin County
Fri 8/16
1 stop5h 32m
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Sat 8/10
1 stop6h 42m
Aspen Pitkin County
Fri 8/16
1 stop8h 00m
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Sun 6/9
Nonstop3h 02m
Aspen Pitkin County
Fri 6/14
1 stop8h 34m
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Sun 6/9
1 stop8h 01m
Aspen Pitkin County
Fri 6/14
1 stop8h 34m
Lambert-St LouisAspen Pitkin County
STL - ASE
STLASE
Lambert-St Louis
Mon 6/17
1 stop4h 25m
Aspen Pitkin County
Fri 6/21
1 stop5h 31m
Lambert-St LouisAspen Pitkin County
STL - ASE
STLASE
Lambert-St Louis
Wed 9/25
1 stop6h 32m
Aspen Pitkin County
Tue 10/1
1 stop3h 49m
Chicago O'Hare IntlAspen Pitkin County
ORD - ASE
ORDASE
Chicago O'Hare Intl
Thu 6/27
Nonstop3h 00m
Aspen Pitkin County
Fri 7/5
1 stop7h 27m
Lambert-St LouisAspen Pitkin County
STL - ASE
STLASE
Lambert-St Louis
Sat 8/17
1 stop6h 42m
Aspen Pitkin County
Sat 8/24
1 stop7h 12m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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