Cheap flights from Aspen to Illinois from $207
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aspen to Illinois departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Thu 1/28
1:07 pm-5:22 pm
Nonstop3h 15m
Chicago O'Hare Intl
Sun 1/31
9:40 am-12:37 pm
Nonstop3h 57m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Thu 1/28
1:47 pm-11:20 pm
1 stop8h 33m
Chicago O'Hare Intl
Sun 1/31
9:40 am-12:37 pm
Nonstop3h 57m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Fri 11/13
3:18 pm-10:46 pm
1 stop6h 28m
Chicago O'Hare Intl
Mon 11/16
8:40 am-12:48 pm
1 stop5h 08m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Thu 11/12
1:30 pm-8:05 pm
1 stop5h 35m
Chicago O'Hare Intl
Sun 11/15
7:00 am-10:42 am
1 stop4h 42m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Thu 1/28
10:45 am-7:59 pm
1 stop8h 14m
Chicago O'Hare Intl
Sun 1/31
7:00 am-1:17 pm
1 stop7h 17m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Fri 11/6
3:18 pm-9:30 pm
1 stop5h 12m
Chicago O'Hare Intl
Mon 11/9
2:30 pm-6:27 pm
1 stop4h 57m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Fri 12/25
12:47 pm-4:50 pm
Nonstop3h 03m
Chicago O'Hare Intl
Mon 12/28
7:20 am-9:54 am
Nonstop3h 34m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Sat 10/31
7:30 am-8:30 pm
2 stops12h 00m
Chicago O'Hare Intl
Tue 11/3
5:27 am-11:24 am
1 stop6h 57m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Mon 11/2
7:30 am-8:30 pm
2 stops12h 00m
Chicago O'Hare Intl
Mon 11/9
5:30 am-11:43 am
1 stop7h 13m
AspenChicago
ASE Aspen Pitkin County - ORD Chicago O'Hare Intl
ASEORD
Aspen Pitkin County
Fri 10/23
7:30 am-6:29 pm
2 stops9h 59m
Chicago O'Hare Intl
Mon 10/26
5:27 am-11:21 am
1 stop6h 54m
See travel insights to Illinois from
How to get the cheapest flight ticket from Aspen to Illinois
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Illinois?
The cheapest month to fly to Illinois from Aspen is in April. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of April, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $0.
What is the cheapest day to depart on your flight to Illinois?
The cheapest day to depart from Aspen to Illinois is on a Friday when prices can be found for as low as $505. Flights from Aspen to Illinois on a Sunday will generally be more expensive and average around $1,036. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Illinois?
Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Aspen to Illinois during this time can be as low as $518. Flights in the morning are often more expensive with an average ticket price of $569.
What is the cheapest Aspen Pitkin County to Illinois flight route?
Fly from Aspen Pitkin County to Chicago O'Hare Intl for the best Aspen Pitkin County - Illinois flight prices
What cabin class options are available on Aspen to Illinois flights?
There are 4 cabin classes available to choose from on Aspen to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Aspen to Illinois flights?
You could potentially save up to 12% on your flight if you consider stops on a Aspen to Illinois flight.
How many flights depart from Aspen to Illinois on average per day?
5 flights are operational daily from Aspen to Illinois as of October 2026. The most popular departure time for this route is 8:00AM, with 74% of flights per day taking off at noon.
How many flights depart from Aspen to Illinois on average per week?
As of October 2026, 35 flights take off from Aspen and land in Illinois each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.
Cheap Aspen to Illinois flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Aspen to Illinois
Frequently asked questions about flying from Aspen to Illinois
When did momondo last update prices for flights from Aspen Pitkin County Airport to Illinois?
Prices for flights from Aspen Pitkin County Airport to Illinois are updated daily.
How many operators does momondo search for flights from Aspen Pitkin County Airport to Illinois?
The number of operators available for flights from Aspen Pitkin County Airport to Illinois is 2 as of October 2026.
How old do you have to be to fly from Aspen Pitkin County Airport to Illinois?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Aspen Pitkin County Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Aspen to Illinois?
momondo data reveals that the most frequently booked plane model on the route from Aspen to Illinois is Embraer 175 (Enhanced Winglets), representing 39.13% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 37.68%, Boeing 787-9 Dreamliner at 4.35%, and Boeing 737 MAX 8 at 2.90%.
Best airlines flying from Aspen to Illinois
Compare and see reviews for airlines that fly from Aspen to Illinois with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $229 | Free Cancellation | Rating 7.0 12,129 reviews | |||
| PriceFrom $376 | Free Cancellation | Rating 7.4 10,301 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Aspen to Illinois?
It is quick and easy to find Aspen to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.
Can I find flights from Aspen to Illinois with flexible booking policies on momondo?
momondo does allow users to show only those flights to Illinois from Aspen which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Aspen to Illinois?
momondo provides multiple filters to help you find the best flight to Illinois from Aspen. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Aspen to Illinois right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Aspen to Illinois flights. All you need is a valid email address and we will do the rest; it is that quick and easy.