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Aspen, CO, USA to Chicago, IL, USA from $62: 6 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Aspen, United States of America
to
Chicago, United States of America

How to Get from Aspen to Chicago: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$62 - OtherBest price
1876 kmDistance
3h 50m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Aspen to Chicago with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Average Duration
3h  50m
Estimated price
$149-515
Recommended
Company
various
Drive
Bus
Train
Average Duration
23h  56m
Estimated price
$62-366
Cheapest
route map
Distance: 1876 km
Duration: 3h 50m

See more options

Company
various
Plane
Average Duration
5h  20m
Estimated price
$64-265
Company
various
Drive
Plane
Average Duration
4h  57m
Estimated price
$144-513
Company
various
Bus
Average Duration
31h  39m
Estimated price
$151-1490
Company
various
Drive
Average Duration
19h  4m
Estimated price
$1491-1492
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Traveling From Aspen to Chicago

Traveling from Aspen to Chicago offers a striking contrast from the stunning mountain landscapes and outdoor adventures of Aspen to the vibrant urban energy and cultural richness of Chicago.

Best Neighbourhoods in Chicago

Chicago’s neighborhoods each offer distinct experiences and cultural highlights.

Lincoln Park
• Home to the Lincoln Park Zoo.
• Trendy boutiques and vibrant nightlife.
Wicker Park
• Known for its artistic vibe and music scene.
• Popular with foodies for diverse restaurants.
The Loop
• Chicago's central business district and cultural hub.
• Landmarks like Millennium Park and Art Institute.

Best Times To Visit Chicago's Attractions

Timing your visit can enhance your experience at Chicago's top attractions.

Millennium Park
Visit early morning or weekdays to avoid large crowds.
The Art Institute of Chicago
Best to visit during weekday afternoons for a quieter experience.
Navy Pier
Sunday mornings or off-peak months offer a more relaxed atmosphere.

Chicago Weather: What to Expect Year-Round

Chicago experiences a humid continental climate, with hot summers and cold winters that can significantly affect your travel plans. The best times to visit are spring and fall, when temperatures are mild and enjoyable for outdoor activities.

Dining Recommendation

One must-try dish in Chicago is the deep-dish pizza, especially at Lou Malnati's, where you can savor a rich, cheesy experience that contrasts sharply with the lighter, mountain-inspired fare often found in Aspen. The vibrant atmosphere and bold flavors reflect the city's diverse culinary scene, offering a taste of local ingredients and hearty comfort food that stands out.

Aspen - Chicago operators

Explore transport companies operating between Aspen and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane
Website
united.com

Plane from Aspen (ASE) to Chicago O'Hare (ORD)

Average Duration
2h 57m
Estimated price
$1499-5150

Plane from Aspen (ASE) to Chicago O'Hare (ORD)

Average Duration
4h 49m
Estimated price
$1499-5150

Plane from Eagle (EGE) to Chicago O'Hare (ORD)

Average Duration
2h 44m
Estimated price
$1499-5150

Plane from Eagle (EGE) to Chicago O'Hare (ORD)

Average Duration
5h 31m
Estimated price
$1499-5150
Website
aa.com

Plane from Aspen (ASE) to Chicago O'Hare (ORD)

Average Duration
2h 55m
Estimated price
$1499-5151

Plane from Aspen (ASE) to Chicago O'Hare (ORD)

Average Duration
5h 34m
Estimated price
$1495-1496

Plane from Eagle (EGE) to Chicago O'Hare (ORD)

Average Duration
2h 43m
Estimated price
$1499-5151

Plane from Eagle (EGE) to Chicago O'Hare (ORD)

Average Duration
5h 42m
Estimated price
$1495-1496
Website
southwest.com

Plane from Aspen (ASE) to Chicago Midway (MDW)

Average Duration
5h 9m
Estimated price
$5152-5153

Plane from Aspen (ASE) to Chicago Midway (MDW)

Average Duration
6h 20m
Estimated price
$5154-5155
Website
flyfrontier.com

Plane from Aspen (ASE) to Chicago Midway (MDW)

Average Duration
4h 36m
Estimated price
$5156-5157

Plane from Aspen (ASE) to Chicago Midway (MDW)

Average Duration
5h 51m
Estimated price
$5158-5159
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Denver to Chicago Union Station

Average Duration
18h 40m
Estimated price
$621-1492
Bus
Contact phone
+1 800-900-3011
Website
ridebustang.com

Bus from Frisco Transit Center to Federal Center Station Gate L

Average Duration
1h 15m
Estimated price
$628-629
Contact phone
+1 970-925-8484
Website
rfta.com

Bus from Paepcke Park to West Glenwood Park & Ride

Average Duration
1h 11m
Estimated price
$3664-3665
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Glenwood Springs to St Louis Bus Station

Average Duration
21h 20m
Estimated price
$627-3666

Bus from St Louis Bus Station to Chicago Bus Station

Average Duration
6h 39m
Estimated price
$3667-36605

Frequently asked questions

Find out more about the route from Aspen to Chicago.

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The distance between Aspen and Chicago is 1029 miles. The road distance is slightly longer at 1165.4 miles. Depending on the mode of transportation, travel times vary. It takes approximately 23 hours and 52 minutes to drive and then take a bus from Aspen to Chicago, while flying takes only 4 hours and 54 minutes. Conversely, it takes about 19 hours and 4 minutes to drive from Chicago to Aspen, and 31 hours and 8 minutes by bus.
The most cost-effective option for traveling from Aspen to Chicago is to drive and then take a bus or train. This option typically takes approximately 23 hours and 52 minutes and can cost between $60 and $370. However, if time efficiency is a priority, flying is the quickest option, taking just 4 hours and 54 minutes. The cost for a flight from Aspen to Chicago can range from $250 to $550.
The prices of a bus between Chicago and Aspen range from $149 to $310. It is recommended to check with different bus companies or online platforms to compare prices and find the best deal. Additionally, prices may vary depending on the time of year and availability, so it is advisable to book in advance to secure the best price for your trip.
To get from Aspen to Chicago without using public transportation, you can drive by car. The distance is approximately 1165 miles and it will take around 19 hours and 4 minutes. The price to rent a car and drive from Aspen to Chicago can vary between $210 and $310, depending on the rental company and the type of car chosen.
If you want to travel from Aspen to Chicago without a car, the best option is to take a bus. The journey takes around 31 hours and 8 minutes and the fare can range from $140 to $310. Buses provide a comfortable and affordable way to travel long distances, allowing you to sit back and relax while enjoying the scenery along the way.
No, there is no direct link between Aspen and Chicago. However, there are bus services available with transfers that take approximately 31 hours and 8 minutes. The bus journey involves departing from Paepcke Park in Aspen, transferring at 27th St Station, Glenwood Springs, and St Louis Bus Station before arriving at Chicago Bus Station. It's important to check the schedules and availability of these services before making travel arrangements.
The flight duration from Aspen to Chicago is typically 2 hours and 57 minutes for a direct flight. However, actual flight times may vary depending on factors like weather conditions and airline schedules. As for the cost, ticket prices for flights between Chicago and Aspen can range from $254 to $507, depending on factors such as the airline, time of booking, and availability. It is always recommended to check with the airlines for the most up-to-date information on flight durations and prices.
There are plenty of accommodation options available near Chicago. With over 1116 hotels to choose from, you are sure to find something that suits your needs and budget. Prices start at $58 per night, offering affordable options for all types of travelers. Whether you prefer luxury hotels, budget-friendly options, or something in between, you will have plenty of choices to consider for your stay near Chicago.

Trips to Chicago