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Cheap Flights from Aspen to Chicago starting at S$ 361

Book one-way or return flights from Aspen to Chicago from as little as S$ 361. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

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

Searching for the best last minute flight from Aspen to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Aspen to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Aspen to Chicago

View airlines operating 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 S$ 361
American Airlines
From S$ 482
Delta Air Lines
From S$ 504
Alaska Airlines
From S$ 564
ANA airlines

Find more flights and airlines

Alternative Routes from Aspen to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Aspen to Chicago.

  • Cheapest
    United Airlines
    ASE
    09:15
    2h 52m
    Direct
    ORD
    13:07
    Aspen-Pitkin County Airport - O'Hare International Airport
    Thu, Jul 4United Airlines
    S$ 361
  • United Airlines
    ASE
    14:30
    5h 57m
    1 transfer
    MDW
    21:27
    Aspen-Pitkin County Airport - Midway International Airport
    Thu, May 30United Airlines
    S$ 475
  • United Airlines
    ASE
    14:30
    5h 57m
    1 transfer
    MDW
    21:27
    Aspen-Pitkin County Airport - Midway International Airport
    Thu, May 30United Airlines
    S$ 475
    Find More Flights

Frequently Asked Questions

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

    Airlines adjust prices for flights from Aspen to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Aspen (ASE) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 760.
  • How long is a flight from Aspen (ASE) to Chicago (CHI)?

    It takes about 2 hours 48 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, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • 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.
  • What's the most popular airline for direct flights from Aspen (ASE) to Chicago (CHI)?

    American Airlines operates 1 direct flights from Aspen (ASE) to Chicago (CHI).
  • How many airports in Chicago?

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.
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 Information from Aspen to Chicago

Cheapest direct flight price

S$ 361

Cheapest return ticket price

S$ 551

Cheapest month

February

Peak season for travel

June

Flight distance

1,647.6km

Average flight time

2 hours 48 minutes

Popular airline

United Airlines