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Flights from Aspen to Chicago
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Flights from Aspen to Chicago Starting at £144

Whether you’re going for a one-way or round-trip to Chicago, we’ve got you covered! Check out these different flight options from Aspen below.

  • One way
  • Round-trip
      • Cheapest nonstop
        ASE08:15
        3h 8m
        Nonstop
        ORD12:23
        Tue, Jan 28|Aspen - Chicago|United Airlines
        £144£298
        52% OFF
        52% OFF
        £298£144

        Choose United Airlines flights from Aspen to Chicago. The one-way direct flight with United Airlines departs from Aspen-Pitkin County Airport on Tue, Jan 28, arriving at O'Hare International Airport. One-way Prices start from £144 including taxes and charges.

      • ASE12:27
        3h
        Nonstop
        ORD16:27
        Tue, Jan 28|Aspen - Chicago|American Airlines
        £230£298
        23% OFF
        23% OFF
        £298£230

        Choose American Airlines flights from Aspen to Chicago. The one-way direct flight with American Airlines departs from Aspen-Pitkin County Airport on Tue, Jan 28, arriving at O'Hare International Airport. One-way Prices start from £230 including taxes and charges.

      • ASE16:25
        3h
        Nonstop
        ORD20:25
        Sat, Feb 8|Aspen - Chicago|United Airlines
        £244£298
        18% OFF
        18% OFF
        £298£244

        Choose United Airlines flights from Aspen to Chicago. The one-way direct flight with United Airlines departs from Aspen-Pitkin County Airport on Sat, Feb 8, arriving at O'Hare International Airport. One-way Prices start from £244 including taxes and charges.

      • ASE15:10
        7h 49m
        1 stop
        ORD23:59
        Tue, Jan 28|Aspen - Chicago|Delta Air Lines
        £167
        £167

        Choose Delta Air Lines flights from Aspen to Chicago. The one-way connecting flight with Delta Air Lines departs from Aspen-Pitkin County Airport on Tue, Jan 28, arriving at O'Hare International Airport. One-way Prices start from £167 including taxes and charges.

      • ASE07:00
        6h 11m
        1 stop
        ORD14:11
        Mon, Feb 3|Aspen - Chicago|United Airlines
        £231
        £231

        Choose United Airlines flights from Aspen to Chicago. The one-way connecting flight with United Airlines departs from Aspen-Pitkin County Airport on Mon, Feb 3, arriving at O'Hare International Airport. One-way Prices start from £231 including taxes and charges.

      • ASE13:42
        7h 38m
        1 stop
        MDW22:20
        Fri, Feb 7|Aspen - Chicago|Delta Air Lines
        £238
        £238

        Choose Delta Air Lines flights from Aspen to Chicago. The one-way connecting flight with Delta Air Lines departs from Aspen-Pitkin County Airport on Fri, Feb 7, arriving at Midway International Airport. One-way Prices start from £238 including taxes and charges.

      • ASE15:21
        7h 56m
        1 stop
        MDW00:17
        Wed, Mar 5|Aspen - Chicago|United Airlines
        £243
        £243

        Choose United Airlines flights from Aspen to Chicago. The one-way connecting flight with United Airlines departs from Aspen-Pitkin County Airport on Wed, Mar 5, arriving at Midway International Airport. One-way Prices start from £243 including taxes and charges.

      • ASE10:38
        12h 54m
        1 stop
        ORD00:32
        Sun, Jan 19|Aspen - Chicago|United Airlines
        £244
        £244

        Choose United Airlines flights from Aspen to Chicago. The one-way connecting flight with United Airlines departs from Aspen-Pitkin County Airport on Sun, Jan 19, arriving at O'Hare International Airport. One-way Prices start from £244 including taxes and charges.

      • ASE13:39
        9h 17m
        1 stop
        ORD23:56
        Wed, Mar 26|Aspen - Chicago|Delta Air Lines
        £244
        £244

        Choose Delta Air Lines flights from Aspen to Chicago. The one-way connecting flight with Delta Air Lines departs from Aspen-Pitkin County Airport on Wed, Mar 26, arriving at O'Hare International Airport. One-way Prices start from £244 including taxes and charges.

      • ASE17:02
        6h 15m
        1 stop
        MDW00:17
        Fri, Feb 7|Aspen - Chicago|United Airlines
        £247
        £247

        Choose United Airlines flights from Aspen to Chicago. The one-way connecting flight with United Airlines departs from Aspen-Pitkin County Airport on Fri, Feb 7, arriving at Midway International Airport. One-way Prices start from £247 including taxes and charges.

      • ASE01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sat, Jan 25|Aspen - Chicago|United Airlines
        Find More Flights
        Find More Flights

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

Find the best time to fly from Aspen to Chicago

These price trend charts carefully monitor and predict how flight prices from Aspen to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

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

Alternative Routes from Aspen to Chicago

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Chicago from Aspen which could help you save money and time.

  • Cheapest
    United Airlines
    ASE
    08:15
    3h 8m
    Nonstop
    ORD
    12:23
    Aspen-Pitkin County Airport - O'Hare International Airport
    Tue, Jan 28United Airlines
    £144
  • Delta Air Lines
    ASE
    15:10
    6h 10m
    1 transfer
    MDW
    22:20
    Aspen-Pitkin County Airport - Midway International Airport
    Tue, Jan 28Delta Air Lines
    £192
  • Delta Air Lines
    ASE
    15:10
    6h 10m
    1 transfer
    MDW
    22:20
    Aspen-Pitkin County Airport - Midway International Airport
    Tue, Jan 28Delta Air Lines
    £192
    Find More Flights

FAQ

  • When are 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 are flights from Aspen (ASE) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around £355.

  • How long is the flight from Aspen (ASE) to Chicago (CHI)?

    It takes about 2 hours 57 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): Qatar Airways, United Airlines, American 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 (CHI)?

How to find a cheap flight from Aspen to Chicago

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
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£143
Cheapest return ticket price£319
Off-season travel monthJanuary
Peak season for travelOctober
Flight distance1,647.6km
Average flight time2 hours 57 minutes
Popular airlineUnited Airlines

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