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Vail, CO, USA to Chicago, IL, USA from $49: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

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

How to Get from Vail 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.

$49 - Bus, TrainBest price
1605 kmDistance
4h 12m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Vail 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
Taxi
Plane
Average Duration
4h  12m
Estimated price
$373-1060
Recommended
Company
Bustang, Amtrak
Bus
Train
Average Duration
22h 
Estimated price
$49-336
Cheapest
route map
Distance: 1605 km
Duration: 4h 12m

See more options

Company
various
Bus
Plane
Average Duration
6h  7m
Estimated price
$136-523
Company
various
Bus
Plane
Average Duration
6h  28m
Estimated price
$171-3730
Company
various
Drive
Plane
Average Duration
5h  25m
Estimated price
$260-531
Company
Greyhound
Bus
Average Duration
27h  44m
Estimated price
$3731-3732
Company
various
Drive
Average Duration
17h  16m
Estimated price
$3733-3734
Browse car rentalsExplore flights

Traveling From Vail to Chicago

Journeying from the mountain serenity of Vail to the vibrant cityscape of Chicago offers you a striking shift from outdoor adventures to urban excitement.

Best Neighbourhoods in Chicago

Chicago boasts diverse neighborhoods, each with its own character and charm.

Wicker Park
• Known for its trendy boutiques and cafes.
• A hub of live music and artistic events.
Lincoln Park
• Features beautiful parks and scenic waterfront.
• Home to the famous Lincoln Park Zoo.
The Loop
• Chicago’s central business district with iconic architecture.
• Offers easy access to world-class museums and theaters.

Best Times To Visit Chicago's Attractions

Maximize your Chicago experiences by visiting at the right times.

Millennium Park
Visit early morning or late afternoon for fewer crowds and stunning light.
The Art Institute of Chicago
Weekday mornings offer a quieter atmosphere for exploring the exhibits.
Navy Pier
Arrive on weekdays during early afternoon to enjoy attractions with less wait.

Chicago Weather: What to Expect Year-Round

Chicago experiences a varied climate, with hot summers and cold winters; consider visiting between late spring and early fall for the most pleasant conditions. Weather can significantly influence your travel plans, so be prepared for rain in spring or snow in winter, which can both enhance your unique Chicago experience.

Dining Recommendation

Try the iconic deep-dish pizza at Lou Malnati's, where the rich, cheesy layers and buttery crust create a hearty meal distinct from Vail's mountain cuisine. This dining experience showcases Chicago's vibrant atmosphere and emphasis on local flavors, making it a culinary adventure that contrasts starkly with Vail's outdoor dining options.

Vail - Chicago operators

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

Taxi
Contact phone
+1 970-949-1111
Website
ridetaxivail.com

Taxi from Vail to Eagle

Average Duration
40m
Estimated price
$494-2601
Contact phone
+1 970-524-5555
Website
hmtaxi.com

Taxi from Vail to Eagle

Average Duration
40m
Estimated price
$494-2601
Plane Show flights
Website
united.com

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

Average Duration
2h 45m
Estimated price
$3739-10600

Plane from Denver to Chicago O'Hare

Average Duration
2h 29m
Estimated price
$10603-10604
Website
southwest.com

Plane from Denver to Chicago Midway

Average Duration
2h 19m
Estimated price
$3731-10605

Plane from Denver to Chicago O'Hare

Average Duration
2h 25m
Estimated price
$10606-10605
Website
aa.com

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

Average Duration
2h 43m
Estimated price
$10607-10600

Plane from Denver to Chicago O'Hare

Average Duration
2h 31m
Estimated price
$10608-10609
Bus Show bus routes
Contact phone
+1 970-754-7433
Website
epicmountainexpress.com

Bus from Vail Transportation Center to Denver International Airport

Average Duration
2h 20m
Estimated price
$3362-3363
Contact phone
+1 800-900-3011
Website
ridebustang.com

Bus from Vail Transportation Center to Wewatta St & 17th St

Average Duration
2h 20m
Estimated price
$3364-3365
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Vail to St Louis Bus Station

Average Duration
20h 5m
Estimated price
$3363-3733

Bus from St Louis Bus Station to Chicago Bus Station

Average Duration
6h 39m
Estimated price
$2600-3362
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Denver to Chicago Union Station

Average Duration
18h 40m
Estimated price
$493-10605

Vail to Chicago: Overview of Bus, Train, Flight, and Car Trips

Traveling between Vail and Chicago offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an epic road trip from the stunning mountain town of Vail to the bustling city of Chicago covering a distance of 1102 miles. Enjoy the scenic views as you journey through multiple states on this adventure. 💸 The cost of driving from Vail to Chicago ranges between $200 to $290, offering budget-friendly options for travelers seeking a cost-effective way to reach the vibrant city. With savings on flights and the freedom to explore at your own pace, a road trip can be a fun and economical choice. 🌆 Arrive in Chicago after approximately 17 hours and 16 minutes of driving, ready to immerse yourself in the rich culture, delicious food, and iconic landmarks that the Windy City has to offer. The road trip experience will leave you with unforgettable memories of the diverse landscapes and experiences along the way.
Average price
$200 - $290
🛫 Experience a smooth and convenient journey from Vail to Chicago with a quick direct flight from Eagle Airport to Chicago O'Hare Airport, lasting only 2 hours and 43 minutes. Both American Airlines and United Airlines provide flights for this route, ensuring a range of options for travelers.
Departure Point
Eagle Airport
Arrival Point
Chicago O'Hare Airport
🚌 Did you know that there is no direct bus from Vail to Chicago? You'll need to make a transfer at St. Louis Bus Station during the 27-hour journey. 💰 Keep in mind that the price for a bus ticket between Vail and Chicago can range from $140 to $284, making it an affordable way to travel between these two iconic destinations.
Departure Point
Vail station
Arrival Point
Chicago Bus Station

Frequently asked questions

Find out more about the route from Vail to Chicago.

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The distance between Vail and Chicago is 997 miles, with a road distance of 1102 miles. If traveling by air, it takes approximately 5 hours and 38 minutes, including a bus ride to Eagle and then a flight to Chicago O'Hare. If driving, it takes approximately 17 hours and 16 minutes to reach Vail from Chicago. Alternatively, taking a bus from Vail to Chicago would take around 26 hours and 55 minutes.
The most cost-effective option for traveling from Vail to Chicago is by taking a bus and a train, which typically costs between $45 and $360. Although it takes longer, around 21 hours and 55 minutes, it offers a more affordable option for budget-conscious travelers. However, if time is of the essence, the quickest way to travel would be to take a bus and fly, which takes approximately 5 hours and 38 minutes, but can cost between $250 and $1000.
The prices for a bus ticket between Vail and Chicago can vary between $134 and $318. These prices will depend on factors such as the time of year, the bus company, and the type of ticket. It is recommended to check with different bus companies and compare prices to find the best deal for your travel needs.
To travel from Vail to Chicago without using public transportation, you can drive the entire distance. The road distance between Vail and Chicago is approximately 1102 miles, and it takes around 17 hours and 16 minutes to complete the journey. The cost of driving from Vail to Chicago can vary, with estimates ranging from $200 to $290 for fuel and tolls.
If you don't have a car, the best way to travel from Vail to Chicago is by taking a combination of bus and train. This journey takes approximately 21 hours and 55 minutes, and ticket prices range from $45 to $360. Start by taking a bus from Vail to the closest train station, and then board a train heading to Chicago. This allows you to enjoy the scenic views and relax during the long journey without the hassle of driving.
There is no direct link between Vail and Chicago by bus. However, you can take a bus from Vail to Denver, then transfer to another bus to St Louis, and finally take a bus from St Louis to Chicago. The total travel time for this journey, including transfers, is approximately 26 hours and 55 minutes. The buses are operated by Bustang and Greyhound USA.
The flight from Vail to Chicago typically takes around 2 hours and 45 minutes. The quickest and most convenient option is to take a direct flight from Eagle Airport to Chicago O'Hare Airport. Prices for this flight can vary depending on the time of year and how far in advance you book, but generally, you can expect to pay anywhere from around $200 to $500 for a round-trip ticket. It's always a good idea to compare prices from different airlines and book your flight as early as possible to get the best deals.
There are plenty of accommodation options near Chicago. With over 1264 hotels available, you will have a wide range to choose from depending on your budget and preferences. Prices start at $67 per night, making it possible to find a suitable place to stay within your desired price range. Whether you are looking for luxury hotels or budget-friendly options, there are plenty of options to cater to your needs in Chicago.

Trips to Chicago