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Flights from Aspen to Chicago
Cheap flight deals from Aspen to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Thu, Apr 24 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Sun, Apr 27 | United AirlinesAED 1,308 AED 1,67822% OFF22% OFFAED 1,678 AED 1,308
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ASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Wed, Apr 16 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Sun, Apr 20 | United AirlinesAED 1,491 AED 1,67811% OFF11% OFFAED 1,678 AED 1,491
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ASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Sat, Apr 19 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Sun, Apr 20 | United AirlinesAED 1,493 AED 1,67811% OFF11% OFFAED 1,678 AED 1,493
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ASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Thu, Apr 17 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Mon, Apr 21 | United AirlinesAED 1,5269% OFFAED 1,678 AED 1,526
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ASE 12:552h 51mNonstopORD 16:46Aspen - Chicago | Thu, May 1 | United AirlinesORD 09:283h 14mNonstopASE 11:42Chicago - Aspen | Sun, May 4 | United AirlinesAED 1,5418% OFFAED 1,678 AED 1,541
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ASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Sun, Apr 27 | United AirlinesORD 09:283h 14mNonstopASE 11:42Chicago - Aspen | Sun, May 4 | United AirlinesAED 1,5438% OFFAED 1,678 AED 1,543
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ASE 13:397h 43m1 stopsMDW 22:22Aspen - Chicago | Thu, May 1 | Delta Air LinesORD 06:046h 34m1 stopsASE 11:38Chicago - Aspen | Sun, May 4 | Delta Air LinesAED 1,32621% OFFAED 1,678 AED 1,326
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ASE 17:025h 50m1 stopsORD 23:52Aspen - Chicago | Tue, Apr 22 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Mon, Apr 28 | United AirlinesAED 1,5408% OFFAED 1,678 AED 1,540
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ASE 17:025h1 stopsORD 23:02Aspen - Chicago | Fri, Apr 11 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Thu, Apr 17 | United AirlinesAED 1,5428% OFFAED 1,678 AED 1,542
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ASE 17:026h 33m1 stopsORD 00:35Aspen - Chicago | Wed, Apr 9 | United AirlinesORD 09:153h 14mNonstopASE 11:29Chicago - Aspen | Mon, Apr 14 | United AirlinesAED 1,5448% OFFAED 1,678 AED 1,544
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ASE 13:0017h 25m1 stopsCHI Invalid DateAspen - Chicago | Sun, Apr 6 | Normal AirlineCHI 15:006hNonstopASE 16:00Chicago - Aspen | Tue, Apr 8 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Sun, Apr 27 | United AirlinesAED 1,142 AED 1,2529% OFF9% OFFAED 1,252 AED 1,142
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ASE 12:302h 52mNonstopORD 16:22Aspen - Chicago | Sat, Apr 26 | United AirlinesAED 1,151 AED 1,2528% OFF8% OFFAED 1,252 AED 1,151
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ASE 13:397h 43m1 stopsMDW 22:22Aspen - Chicago | Fri, Apr 25 | Delta Air LinesAED 1,007 AED 1,25220% OFF20% OFFAED 1,252 AED 1,007
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ASE 13:397h 43m1 stopsMDW 22:22Aspen - Chicago | Sat, Apr 26 | Delta Air LinesAED 1,01419% OFFAED 1,252 AED 1,014
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ASE 13:397h 43m1 stopsMDW 22:22Aspen - Chicago | Sun, Apr 27 | Delta Air LinesAED 1,01519% OFFAED 1,252 AED 1,015
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ASE 13:397h 43m1 stopsMDW 22:22Aspen - Chicago | Mon, Apr 28 | Delta Air LinesAED 1,01519% OFFAED 1,252 AED 1,015
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ASE 17:026h 19m1 stopsMDW 00:21Aspen - Chicago | Tue, Apr 8 | United AirlinesAED 1,03218% OFFAED 1,252 AED 1,032
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ASE 13:396h 11m1 stopsORD 20:50Aspen - Chicago | Wed, Apr 30 | Delta Air LinesAED 1,05216% OFFAED 1,252 AED 1,052
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ASE 07:0016h 21m1 stopsMDW 00:21Aspen - Chicago | Wed, Apr 16 | United AirlinesAED 1,08513% OFFAED 1,252 AED 1,085
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ASE 17:025h 36m1 stopsORD 23:38Aspen - Chicago | Mon, Apr 28 | United AirlinesAED 1,08913% OFFAED 1,252 AED 1,089
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ASE 13:507h 39m1 stopsMDW 22:29Aspen - Chicago | Fri, Apr 18 | Delta Air LinesAED 1,09612% OFFAED 1,252 AED 1,096
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ASE 13:397h 47m1 stopsMDW 22:26Aspen - Chicago | Thu, May 1 | Delta Air LinesAED 1,10212% OFFAED 1,252 AED 1,102
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ASE 13:0017h 25m1 stopsCHI Invalid DateAspen - Chicago | Sun, Apr 6 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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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 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 AED 1,977. -
How long does it take to fly from Aspen (ASE) to Chicago (CHI)?
It takes about 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, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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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, American Airlines, United Airlines and Lufthansa. -
What's the most popular airline for non-stop flights from Aspen (ASE) to Chicago (CHI)?
American Airlines operates 1 non-stop flights from Aspen (ASE) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
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.
Being flexible with your dates to get the cheapest Aspen to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Aspen to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sun, Apr 27 at AED 1142 for one-way flights.
Compare cheap Aspen to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Aspen to Chicago. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Aspen to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Aspen to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Aspen to Chicago to get exclusive deals for you.
Flight Info | Aspen to Chicago
Cheapest one-way flight price | AED 681 |
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Cheapest return ticket price | AED 1,187 |
Off-season for travel | April |
Peak season for travel | June |
Flight distance | 1,647.6 km |
Average flight time | 2 hours 58 minutes |
Popular airline | United Airlines |
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