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Cheyenne, WY, USA to Chicago, IL, USA from $51: 6 ways by bus, train, flight or car

Compare Travel Options and Prices

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

How to Get from Cheyenne 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.

$51 - Bus, TrainBest price
1440 kmDistance
5h 21m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Cheyenne 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
5h  21m
Estimated price
$146-511
Recommended
Company
Greyhound, Amtrak
Bus
Train
Average Duration
21h  30m
Estimated price
$51-362
Cheapest
route map
Distance: 1440 km
Duration: 5h 21m

See more options

Company
various
Bus
Plane
Average Duration
6h  28m
Estimated price
$96-316
Company
various
Bus
Plane
Average Duration
6h  7m
Estimated price
$101-346
Company
various
Bus
Average Duration
26h  24m
Estimated price
$136-1460
Company
various
Drive
Average Duration
15h  1m
Estimated price
$1461-1462
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Traveling From Cheyenne to Chicago

Traveling from Cheyenne to Chicago offers a fascinating contrast between the wide-open spaces and western charm of Cheyenne and the bustling urban landscape and rich cultural scene of Chicago.

Best Neighbourhoods in Chicago

Chicago's neighborhoods each offer distinct experiences and vibrant cultures.

Wicker Park
• Trendy boutiques and diverse eateries abound.
• Home to various art galleries and music venues.
Lincoln Park
• Beautiful parks and the Lincoln Park Zoo are here.
• Vibrant nightlife with plenty of bars and restaurants.
The Loop
• Heart of downtown with iconic skyscrapers.
• Close to major attractions like Millennium Park.

Best Times To Visit Chicago's Attractions

Timing your visits can enhance your Chicago experience tremendously.

Millennium Park
Visit early on weekdays to enjoy the park's beauty without crowds.
The Art Institute of Chicago
Plan to arrive right when it opens to explore its vast collections peacefully.
Navy Pier
Evenings during weekdays provide stunning views and fewer tourists.

Chicago Weather: What to Expect Year-Round

Chicago experiences a mix of four distinct seasons, with hot summers and cold winters. Planning your trip around the mild spring and autumn months can enhance your experience, as pleasant weather allows for more outdoor activities and exploration.

Dining Recommendation

In Chicago, don’t miss the chance to indulge in deep-dish pizza at Lou Malnati's, where the rich layers of cheese and thick, buttery crust deliver a unique culinary experience, quite different from Cheyenne's steak-heavy fare. The lively atmosphere and vibrant local ingredients used in these dishes showcase Chicago's diverse food scene.

Cheyenne - Chicago operators

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

Plane Show flights
Website
united.com

Plane from Cheyenne (CYS) to Chicago O'Hare (ORD)

Average Duration
4h 47m
Estimated price
$1467-5116

Plane from Denver (DEN) to Chicago O'Hare (ORD)

Average Duration
2h 27m
Estimated price
$1465-1466
Website
southwest.com

Plane from Denver (DEN) to Chicago Midway (MDW)

Average Duration
2h 19m
Estimated price
$1469-5110

Plane from Denver (DEN) to Chicago Midway (MDW)

Average Duration
3h 47m
Estimated price
$1469-5111

Plane from Denver (DEN) to Chicago Midway (MDW)

Average Duration
4h 7m
Estimated price
$5112-5113

Plane from Denver (DEN) to Chicago Midway (MDW)

Average Duration
4h 10m
Estimated price
$5114-1466
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Denver to Chicago Union Station

Average Duration
18h 40m
Estimated price
$5119-511
Bus Show bus routes
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Cheyenne to Denver Union Station

Average Duration
1h 50m
Estimated price
$3620-5117

Bus from Denver Union Station to St Louis Bus Station

Average Duration
15h 55m
Estimated price
$515-1469

Bus from St Louis Bus Station to Chicago Bus Station

Average Duration
6h 39m
Estimated price
$3621-3622

Bus from Cheyenne to Chicago Bus Station

Average Duration
26h 24m
Estimated price
$136-1460
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Contact phone
+1 970-226-5533
Website
groometransportation.com

Other from Warren AFB to Denver International Airport Pickups

Average Duration
2h 20m
Estimated price
$1463-519
Contact phone
+1-877-779-2999
Website
expressarrow.com

Other from Cheyenne to Denver Union Station

Average Duration
2h 20m
Estimated price
$3621-3623

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

Traveling between Cheyenne 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 Cheyenne to Chicago covering a distance of 967 miles. Experience the beauty of the heartland as you traverse through multiple states. 💰 Budget-conscious travelers can rejoice with car travel costs ranging between $170 to $260 for the journey from Cheyenne to the dynamic city of Chicago, offering a budget-friendly travel option. 🏙️ Delve into the vibrant city life of Chicago after a thrilling 15-hour drive from Cheyenne, making memories and exploring the iconic landmarks awaiting your arrival.
Average price
$170 - $260
🛫 Traveling from Cheyenne to Chicago by plane will involve a layover as there are no direct flights available. The quickest option with one stopover takes around 4 hours and 28 minutes. ✈️ United Airlines operates flights from Cheyenne Airport to Chicago O'Hare Airport, making it a convenient choice for your journey. The total travel time from Cheyenne to Chicago by plane is approximately 5 hours and 21 minutes.
Departure Point
Cheyenne Airport
Arrival Point
Chicago O'Hare Airport. The quickest flight takes 4h 28m and has one stopover
🚌 Traveling from Cheyenne to Chicago by bus is an adventure that involves transfers in Denver Union Station and St Louis Bus Station. The journey takes approximately 26 hours and 24 minutes in total. 🚌 With ticket prices ranging from $136 to $327, the bus trip from Cheyenne to Chicago offers an affordable way to explore the beautiful landscapes and diverse destinations between these two cities in the United States.
Departure Point
Cheyenne station
Arrival Point
Chicago Bus Station

Frequently asked questions

Find out more about the route from Cheyenne to Chicago.

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The distance between Cheyenne and Chicago is approximately 895 miles by air, and 966.9 miles by road. If you are looking for the fastest travel option, taking a flight will typically take around 5 hours and 12 minutes. However, if you prefer a more economical option, taking a bus followed by a train can take approximately 21 hours and 30 minutes. Driving by car would take around 15 hours and 1 minute, while a direct bus journey would take around 26 hours and 45 minutes.
The most cost-effective option for traveling from Cheyenne to Chicago is by taking a bus and train. This option can cost anywhere between $50 to $360 and takes approximately 21 hours and 30 minutes. However, if time is of the essence, the quickest option would be to fly, which takes around 5 hours and 12 minutes and costs between $120 to $390. It is important to consider both the budget and the time constraints when choosing the best transportation option.
The prices for a bus trip between Cheyenne and Chicago vary from $136 to $320. It is advisable to check with different bus companies to find the best deal. Other modes of transportation such as flying or driving may also have varying prices, so it is important to compare all options before making a decision.
To get from Cheyenne to Chicago without using public transportation, you can drive the 967-mile distance. The journey takes approximately 15 hours and 1 minute by car. It is important to note that the prices for this drive range from $170 to $260, depending on factors such as gas prices and tolls.
To travel from Cheyenne to Chicago without a car, the best option is to take a combination of bus and train. This journey takes approximately 21 hours and 30 minutes and can cost anywhere between $50 and $360 depending on the specific route and ticket type. It's a convenient and affordable way to travel between the two cities, allowing you to sit back, relax, and enjoy the scenery along the way.
Yes, there is a link between Cheyenne and Chicago. However, there is no direct bus from Cheyenne to Chicago. The journey requires transfers at Denver Union Station Bus Concourse and St Louis Bus Station, and takes approximately 26 hours and 45 minutes. The bus services are operated by Greyhound USA.
The flight between Cheyenne and Chicago typically takes around 4 hours and 19 minutes with one stopover. However, there are no direct flights available between the two airports. The cost of a flight between the two cities can vary from $126 to $381, depending on factors such as the airline, time of booking, and availability of seats. It is recommended to compare prices and book in advance to secure the best deal for your travel.
There are plenty of options for accommodation near Chicago with over 1116 hotels available. Prices for hotels start at $58 and vary depending on location, amenities, and star rating. It is recommended to check online travel platforms or consult with a travel advisor to find the best hotel that suits your preferences and budget in the Chicago area. Options range from luxury hotels downtown to budget-friendly options in the surrounding suburbs.

Trips from Cheyenne

Trips to Chicago