US$265️ Cheap Flights from Aspen to Chicago (2024)

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Find cheap one-way flights from Aspen to Chicago starting at US$265.

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Aspen to Chicago?

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Aspen to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

United Airlines

From US$265

American Airlines

From US$354

Delta Air Lines

From US$391

Alaska Airlines

From US$414

ANA airlines

Find more flights and airlines

Find cheap flights from Aspen to Chicago by different airports

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Aspen to Chicago.

Cheapest
ASE
07:35
8h 3m
1 transfer
MDW
16:38
Aspen-Pitkin County Airport - Midway International Airport
Sat, Apr 27United Airlines
US$265
ASE
09:15
2h 52m
Direct
ORD
13:07
Aspen-Pitkin County Airport - O'Hare International Airport
Thu, Jul 4United Airlines
US$266
ASE
09:15
2h 52m
Direct
ORD
13:07
Aspen-Pitkin County Airport - O'Hare International Airport
Thu, Jul 4United Airlines
US$266
Find More Flights

Frequently Asked Questions

When are flight tickets from Aspen (ASE) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Aspen to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Aspen (ASE) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $524.
How long does it take to fly from Aspen (ASE) to Chicago (CHI) and what is the distance?
It takes around 2 hours 49 minutes to fly from Aspen (ASE) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.
What are the most popular airlines that fly from Aspen (ASE) to Chicago (CHI)?
Airlines with flights from Aspen (ASE) to Chicago (CHI): United Airlines and Lufthansa.

How to find a cheap flight from Aspen to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Aspen to Chicago. Book your flights at the right time and save more.

Book Early

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Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

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Aspen to Chicago Flight Information

Cheapest nonstop flight price	$265
Cheapest round-trip ticket price	$393
Off-season for travel	February
Peak season for travel	July
Flight distance	1,647.6km
Average flight time	2 hours 49 minutes
Popular airline	American Airlines