
| Most accurate provider | FlightHub 3 stars | 
|---|---|
| Most trusted provider | Expedia 3 stars | 
| Round-trip from | $289 (American Airlines) | 
| One-way from | $161 (Delta) | 
| Popular in | February | 
| Cheapest in | September | 
| Average price | $480 | 
| Good round-trip deal | $358 or less | 
| Good one-way deal | $331 or less | 
Fly from
Fly to
Route
Depart
Return
Price
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Mon 12/29
2:53 pm-7:13 pm
Nonstop3h 20m
Chicago O'Hare Intl
Sat 1/3
9:52 am-12:26 pm
Nonstop3h 34m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Mon 12/29
8:00 am-12:11 pm
Nonstop3h 11m
Chicago O'Hare Intl
Sat 1/3
8:45 am-2:44 pm
1 stop6h 59m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Thu 12/4
3:35 pm-11:59 pm
1 stop7h 24m
Chicago O'Hare Intl
Mon 12/8
3:35 pm-5:49 pm
Nonstop3h 14m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Thu 12/11
9:00 am-1:12 pm
Nonstop3h 12m
Chicago O'Hare Intl
Mon 12/15
9:20 am-11:38 am
Nonstop3h 18m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Fri 12/12
12:40 pm-4:39 pm
Nonstop2h 59m
Chicago O'Hare Intl
Mon 12/15
3:35 pm-5:49 pm
Nonstop3h 14m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Fri 11/7
7:21 am-4:41 pm
1 stop8h 20m
Chicago O'Hare Intl
Wed 11/12
5:23 am-11:21 am
1 stop6h 58m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Thu 12/18
2:00 pm-8:00 pm
1 stop5h 00m
Chicago O'Hare Intl
Mon 12/22
4:47 pm-7:17 pm
Nonstop3h 30m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Tue 11/18
12:25 pm-9:21 pm
1 stop7h 56m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Sat 11/15
1:05 pm-10:30 pm
1 stop8h 25m
AspenChicago
ASE - ORD
ASEORD
Aspen Pitkin County
Sun 11/16
1:05 pm-9:56 pm
1 stop7h 51m
| Provider | Price Accuracy | Trust Score* | 
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | 
Currently, August is the cheapest month in which you can book a flight from Aspen to Chicago O'Hare Intl Airport (average of $183). Flying from Aspen to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Aspen to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 58% on airfare.
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$172 | Average$404 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$289 | Average$409 | FlexibilityNo cancel fee | On-time69% |