One Way

Popular Filters

+ 1 more

One Way Price

USD 212 USD 700

Duration

3 h 9 m 9 h 0 m

Stops From Chicago

Departure From Chicago

Before 6 AM

USD 223

6 AM - 12 PM

USD 213

12 PM - 6 PM

USD 223

After 6 PM

USD 213

Arrival at Aspen

6 AM - 12 PM

USD 249

12 PM - 6 PM

USD 213

After 6 PM

USD 213

Alliances & Airlines

Oneworld

(7)

SkyTeam

(1)

Star Alliance

(8)

Layover Airports

Layover Duration

47 m 4 h 0 m

Top Flights From Chicago

Chicago (CHI) to Aspen (ASE) Cheap Flights

Book Chicago to Aspen cheap flight tickets โœˆ at lowest price. Get best deals on your upcoming Chicago (CHI)to Aspen (ASE) flights only on MakeMyTrip. Also Book Aspen to Chicago Cheap Flights. Currently 16 flights flying from Chicago to Aspen. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
Price last updated at 26 Jun 2026 22:26:20
American Airlines

USD 213

Chicago to Aspen , 29 Jun

American Airlines AA | 6427

11:15

Mon, 29 Jun 26

Terminal T3

Chicago, United States

03 h 12 m

13:27

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 223

Chicago to Aspen , 29 Jun

American Airlines AA | 2896

05:59

Mon, 29 Jun 26

Terminal T3

Chicago, United States

02 h 31 m

08:30

Mon, 29 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 4912

10:50

Mon, 29 Jun 26

Terminal E

Dallas/Fort Worth, United States

02 h 31 m

12:21

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 249

Chicago to Aspen , 29 Jun

Delta Air Lines DL | 1264

05:30

Mon, 29 Jun 26

Terminal T5

Chicago, United States

02 h 04 m

08:34

Mon, 29 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 4011

09:45

Mon, 29 Jun 26

Terminal S

Atlanta, United States

03 h 38 m

11:23

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 258

USD 252

Chicago to Aspen , 29 Jun

United Airlines UA | 5279

08:52

Mon, 29 Jun 26

Terminal T2

Chicago, United States

03 h 09 m

11:01

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 268

USD 262

Chicago to Aspen , 29 Jun

United Airlines UA | 2666

05:00

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 41 m

06:41

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5444

07:45

Mon, 29 Jun 26

Denver, United States

01 h 01 m

08:46

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 299

USD 292

Chicago to Aspen , 29 Jun

United Airlines UA | 1217

07:05

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 50 m

08:55

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5782

09:50

Mon, 29 Jun 26

Denver, United States

01 h 01 m

10:51

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 343

USD 335

Chicago to Aspen , 29 Jun

United Airlines UA | 2802

13:30

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 47 m

15:17

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5697

16:22

Mon, 29 Jun 26

Denver, United States

01 h 04 m

17:26

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 394

USD 385

Chicago to Aspen , 29 Jun

United Airlines UA | 2803

14:33

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 58 m

16:31

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5775

17:25

Mon, 29 Jun 26

Denver, United States

01 h 04 m

18:29

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 554

USD 541

Chicago to Aspen , 29 Jun

United Airlines UA | 1320

08:40

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 51 m

10:31

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5769

11:18

Mon, 29 Jun 26

Denver, United States

01 h 08 m

12:26

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 669

USD 653

Chicago to Aspen , 29 Jun

United Airlines UA | 581

10:54

Mon, 29 Jun 26

Terminal T1

Chicago, United States

02 h 51 m

12:45

Mon, 29 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 5771

13:40

Mon, 29 Jun 26

Denver, United States

01 h 04 m

14:44

Mon, 29 Jun 26

Aspen, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago to Aspen Flights Information:-

Looking for Chicago to Aspen Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Aspen is Aspen Pitkin County Sardy Field and the IATA code for the same is ASE.
Currently, there are 3 airlines operating flights between the two destinations and approximately 16 flights take off from Chicago to Aspen every week.

Need information on Chicago to Aspen airfare?

The minimum airfare for a Chicago to Aspen flight would be 212, which may go up to 652 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to Aspen

If you are looking for Chicago to Aspen flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are American Airlines, Delta Air Lines, United Airlines. Out of these, only 4 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:American Airlines : 7, Delta Air Lines : 7, United Airlines : 7

To board the first Chicago to Aspen flight, choose United Airlines, which departs at 05:00 The last flight for this route is United Airlines, departing at 19:47

Aspen Airport Information

Aspen Pitkin County Sardy Field

About Chicago (CHI)

Chicago, known as the Windy City, is a vibrant metropolis in Illinois, offering an exciting blend of culture, architecture, and entertainment. It boasts iconic landmarks, world-class museums, and a rich history that attracts millions of visitors each year. Whether you're drawn to its towering skyscrapers, picturesque parks, or diverse neighborhoods, Chicago promises a memorable experience for travelers from the United States.

Best Time to Visit

Chicago's weather varies significantly throughout the year. The ideal time to visit is during the spring (April to June) and fall (September to October) when the temperatures are mild, and the city hosts numerous festivals and events. Summer (July to August) is also popular, offering warm weather perfect for outdoor activities and beach visits, though it can be crowded. Winter (December to February) brings cold temperatures and snow, but it transforms the city into a winter wonderland, ideal for those who enjoy winter sports and holiday festivities.

Getting There

Chicago is well-connected to the United States and the world through its two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Both airports offer numerous flights to Chicago, including cheap flights to Chicago from various U.S. cities. United Airlines, American Airlines, and Delta Airlines are among the top carriers providing Chicago flight tickets. Ensure you have a valid ID for domestic flights and a passport for international travel.

Where to Stay

Chicago offers a wide range of accommodations to suit all budgets. For luxury stays, consider the Magnificent Mile area, home to upscale hotels like The Peninsula and Four Seasons. The Loop is ideal for business travelers and those looking to be close to major attractions, with options like the Palmer House Hilton. Budget-conscious travelers can find affordable hotels and hostels in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

Chicago is packed with must-see attractions:
โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข Navy Pier: A hub of entertainment with rides, restaurants, and shops
โ€ข Art Institute of Chicago: Renowned for its extensive art collection
โ€ข Willis Tower Skydeck: Offers breathtaking views from the 103rd floor
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
For a unique experience, explore the city's diverse neighborhoods like Wicker Park and Pilsen, known for their vibrant arts and dining scenes.

Local Transportation

Chicago's public transportation system, operated by the Chicago Transit Authority (CTA), is efficient and affordable. The 'L' trains and buses cover most of the city, making it easy to get around. Taxis and rideshare services like Uber and Lyft are also readily available. For a scenic option, consider taking a water taxi along the Chicago River.

Food & Dining

Chicago is a food lover's paradise, famous for its deep-dish pizza and Chicago-style hot dogs. Must-try dishes include:
โ€ข Deep-dish pizza from Lou Malnati's or Giordano's
โ€ข Chicago-style hot dogs from Portillo's
โ€ข Italian beef sandwiches from Al's Beef
For fine dining, visit Alinea or Girl & The Goat. The city's diverse culinary scene also offers a range of international cuisines, reflecting its multicultural heritage.

Practical Travel Tips

โ€ข Currency: U.S. Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe for tourists, but it's wise to stay aware of your surroundings and avoid less populated areas at night.
โ€ข Useful Apps: Download the CTA Transit App for public transport info and Yelp for restaurant reviews.
Start planning your trip and explore the best of Chicago with cheap flight tickets to Chicago available on various travel websites. Enjoy your visit to this dynamic city!

Important Information about Chicago to Aspen Flight

Lowest Fare to Travel with Date USD undefined- 29 Jun
Total flights from Chicago to Aspen in a week 16 Flights
First Flight United Airlines, departs at 05:00
Last FlightUnited Airlines, departs at 19:47
Non-Stop Flights from Chicago to Aspen4
Airport Name & codes of Chicago & Aspen Chicago Midway Intl, Chicago-CHI, Aspen Pitkin County Sardy Field,Aspen-ASE

Chicago Address

About Aspen (ASE)

Aspen

Aspen Address

Frequently Asked Questions - Chicago to Aspen Flights

Can I find cheap accommodation near to airport when travelling from Chicago to Aspen?

There are several accommodation options available near the Aspen Pitkin County Sardy Field. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

What is the best time to book cheap flight tickets from Chicago to Aspen?

To get cheap flight tickets from Chicago to Aspen, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to Aspen (ASE) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Can I cancel my ticket from Chicago to Aspen without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Which airlines offer cheapest airfare from Chicago to Aspen?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Aspen. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to Aspen.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to Aspen?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Is passport mandatory to travel from Chicago to Aspen?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Is there a way to make flexible departure date bookings for your Chicago to Aspen flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Aspen. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.