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Chicago to Aspen Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Aspen

Departure Arrival Travel dates Round-trip
CHI ASE Fri, Dec 12 - Fri, Dec 19 $636
CHI ASE Wed, Dec 31 - Sun, Jan 4 $1,131
CHI ASE Sat, Dec 20 - Tue, Dec 30 $1,171
CHI ASE Wed, Dec 31 - Sun, Jan 4 $1,185

Chicago and Aspen airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to ASE

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 United Airlines
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Airports in Aspen CO, US
map of airports in Aspen
  • 1

    Aspen Airport (ASE)

    Distance from City Center: 3.5 miles

    Carriers for flights from CHI to ASE

    Carriers
    United Airlines
  • 2

    Eagle County (EGE)

    Distance from City Center: 31.3 miles

  • 3

    Denver International Airport (DEN)

    Distance from City Center: 123.6 miles

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Cheap flights from Chicago to Aspen

Sun Mon Tue Wed Thu Fri Sat
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$636
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Aspen Airport Hotels

Hotel only $246

Innsbruck Inn

4 stars
4.6 / 5 7 reviews

233 W Main St Map

Last minute deal- save 25%!

...Aspen airport and town shuttle Rooms.... More

Hotel only $116

Hotel Aspen

3 stars
4.0 / 5 33 reviews

110 W Main Street Map

10% off Winter

...A complimentary shuttle to the Aspen airport is provided during normal front desk hours.... More

Hotel only $125

Molly Gibson Lodge

3 stars
3.8 / 5 35 reviews

101 West Main Street Map

10% off Winter

...The Molly Gibson Lodge has three hot tubs, Wi-Fi access (free) and airport shuttle service (free).... More

Hotel only $155

The Limelight Hotel Summit Hotels and Resorts

4 stars
4.4 / 5 39 reviews

355 South Monarch Street Map

Save 25% on your stay

...Transportation Aspen/Pitkin County Airport (4 mi/6.5 km).... More

Hotel only $79

Mountain Chalet Aspen

3 stars
4.1 / 5 49 reviews

333 East Durant Avenue Map

...Transportation Aspen/Pitkin County Airport (3.7 mi/6 km).... More

Hotel only $279

The St. Regis Aspen Resort

4 stars
3.5 / 5 4 reviews

315 East Dean Street Map

Save 15% on your stay, Breakfast Included

...Nestled between the gondola and lift 1A, the acclaimed resort sits a few miles from Aspen Airport, and guests can enjoy skiing at Aspen, Buttermilk and Snowmass ski areas.... More

December

Lowest roundtrip airfare in December from Chicago to Aspen

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 12 Chicago (ORD) Aspen (ASE) United Airlines $636
Earn $6.36
Return Fri, Dec 19 Aspen (ASE) Chicago (ORD) United Airlines

Best one-week trip in December from Chicago to Aspen

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 12 Chicago (ORD) Aspen (ASE) United Airlines $636
Earn $6.36
Return Fri, Dec 19 Aspen (ASE) Chicago (ORD) United Airlines
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February

Lowest roundtrip airfare in February from Chicago to Aspen

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Feb 25 Chicago (ORD) Aspen (ASE) United Airlines $560
Earn $5.60
Return Mon, Mar 2 Aspen (ASE) Chicago (ORD) United Airlines
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Flights to Aspen

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Aspen-Pitkin County Airport

Orbitz.com makes it easy to find flights to Aspen. The website searches different flight combinations to find tickets at bargain prices. The Aspen-Pitkin County Airport is located in Pitkin County, three miles northwest of downtown Aspen. Two airlines service the airport: American Eagle, providing flights to Aspen from Dallas and Los Angeles, and United Express, providing flights to Aspen from Chicago, Houston, Los Angeles and San Francisco.

Transportation from the Airport

You can take the bus from the airport to Aspen for free. The bus stop is located directly across from the terminal, on Highway 82. Buses run every 30 minutes, from 6:01 a.m. until 5:01 p.m., every 15 minutes from 5:01 p.m. until 1:01 a.m., and every hour after that. Taxi and limo services are also available. If you'd like your own transportation, you can use the Orbitz.com website to reserve a rental car.

Climate in Aspen

Aspen's climate is one of the main reasons people flock to the area. During the winter months, the temperature ranges from 7°F to 39°F. It's cold, and there's a lot of snow, making it perfect for skiing. During the summer, the low temperatures average in the 40s, and high temperatures average in the 70s. While there's the occasional shower in the summer, the fall is usually filled with dry, sunny days.

Highlights and Attractions

If you want breathtaking views, there are a few great spots in Aspen, such as Maroon Bells, Independence Pass and Maroon Lake Scenic Trail. If you want to ski, head to Aspen Highlands or Aspen Mountain. The area also offers excellent hiking trails, including Rio Grande Trail, Crater Lake Trail and Grottos Trail. Orbitz.com does more than find flights to Aspen; the website has all the tools you need to plan your entire vacation