Cheap flight deals from Chicago to Aspen Starting at €261

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

  • Round-trip
  • One way

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

When is the cheapest time to fly from Chicago to Aspen?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
From price
Search
  • 9 16
  • 16 23
  • 23 30

  • Apr

    30 6
  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Aspen (ASE) the cheapest?

    Airlines adjust prices for flights from Chicago to Aspen based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Aspen (ASE) cost?

    According to Trip.com's data, the lowest price is around €480.

  • How long does it take to fly from Chicago (CHI) to Aspen (ASE)?

    It takes about 3 hours 15 minutes to fly from Chicago (CHI) to Aspen (ASE).

  • What is the transportation method from the main airport to downtown in Aspen?

    • The distance from Aspen-Pitkin County Airport to downtown is about 5 km, by taxi about 20 minutes.

  • What are the most popular airlines that fly from Chicago (CHI) to Aspen (ASE)?

    Airlines with flights from Chicago (CHI) to Aspen (ASE): United Airlines and American Airlines.

  • What's the most popular airline for non-stop flights from Chicago (CHI) to Aspen (ASE)?

    United Airlines operates 3 non-stop flights from Chicago (CHI) to Aspen (ASE).

  • How many airports are there in Aspen (ASE)?

    There are 1 airport(s) near Aspen (ASE): Aspen-Pitkin County Airport.

How to find a cheap flight from Chicago to Aspen

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 Chicago to Aspen. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Aspen

Cheapest direct flight price €260
Cheapest return ticket price €348
Off-season for travel March
Peak season for travel June
Flight distance 1,647.6 km
Average flight time 3 hours 15 minutes
Popular airline United Airlines

More Travel Options

  • Top Flight From Chicago
  • Top Flight to Aspen
  • Trending Airlines