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Flights from Aspen to Chicago Starting at US$293

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

  • One way
  • Round-trip

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

Aspen to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule
  1. UA4669

    08:15

    ASE

    3.1h

    Nonstop

    12:23

    ORD

    SMTWTFS
  2. AA6203

    11:35

    ASE

    3.0h

    Nonstop

    15:33

    ORD

    SMTWTFS
  3. UA5956

    12:30

    ASE

    2.9h

    Nonstop

    16:22

    ORD

    SMTWTFS
  4. DL4052

    13:42

    ASE

    3.3h

    18:57

    ATL

    SMTWTFS
  5. DL1139

    20:05

    ATL

    2.1h

    21:14

    ORD

    SMTWTFS
  6. AA6437

    13:45

    ASE

    3.0h

    Nonstop

    17:43

    ORD

    S--WTFS
  7. DL3676

    14:45

    ASE

    3.4h

    20:10

    ATL

    SMTWTFS
  8. DL1076

    21:35

    ATL

    1.9h

    22:29

    MDW

    SMTWTFS
  9. UA5963

    16:00

    ASE

    3.0h

    Nonstop

    20:00

    ORD

    S-TWTFS
  10. UA5417

    17:02

    ASE

    1.1h

    18:11

    DEN

    SMTWTFS
  11. F93172

    20:15

    DEN

    2.4h

    23:40

    ORD

    S--WT-S
  12. UA5417

    17:02

    ASE

    1.1h

    18:11

    DEN

    SMTWTFS
  13. F92210

    20:55

    DEN

    2.4h

    00:17

    MDW

    SMTWTFS
  14. UA5417

    17:02

    ASE

    1.1h

    18:11

    DEN

    SMTWTFS
  15. UA377

    20:20

    DEN

    2.5h

    23:52

    ORD

    SMTWTFS

Find the best time to fly from Aspen to Chicago

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

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

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 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 $438.
  • How long does it take to fly from Aspen (ASE) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 58 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 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. 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): Qatar Airways, United Airlines, American 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.
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 nonstop flight price$293
Cheapest round-trip ticket price$393
Off-season for travelJanuary
Peak season for travelNovember
Flight distance1,647.6 km
Average flight time2 hours 58 minutes
Popular airlineUnited Airlines