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Owensboro, KY, USA to Chicago, IL, USA from $44: 6 ways by bus, train, flight or car

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

How to Get from Owensboro 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.

$44 - Bus, train via LouisvilleBest price
460 kmDistance
2h 30m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Owensboro 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
Corporate Flight Management Inc
Plane
Average Duration
2h  30m
Estimated price
$113-188
Recommended
Company
various
Bus
Train
Average Duration
11h  10m
Estimated price
$44-225
Cheapest
route map
Distance: 460 km
Duration: 2h 30m

See more options

Company
various
Bus
Train
Average Duration
12h  40m
Estimated price
$57-1130
Company
various
Bus
Average Duration
11h  40m
Estimated price
$60-151
Company
various
Drive
Average Duration
6h  26m
Estimated price
$60-1131
Company
various
Bus
Average Duration
9h  13m
Estimated price
$86-180
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Traveling From Owensboro to Chicago

The journey from Owensboro to Chicago offers a fascinating contrast between the small-town charm of Owensboro and the bustling city life of Chicago, revealing diverse experiences in culture, cuisine, and excitement.

Best Neighborhoods in Chicago

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

Lincoln Park
• Lush parks and gardens for relaxation.
• Trendy boutiques and restaurants line the streets.
Wicker Park
• Known for its artistic vibe and creativity.
• Excellent nightlife and music scene to explore.
The Loop
• Chicago's central business hub with iconic architecture.
• Home to world-class museums and cultural institutions.

Best Times To Visit Chicago's Attractions

Chicago's vibrant attractions are best experienced at strategic times for fewer crowds and better enjoyment.

Millennium Park
Visit early mornings on weekdays for fewer tourists and a peaceful atmosphere.
The Art Institute of Chicago
Go late on Thursdays when admission is extended and crowds thin out.
Navy Pier
Visit on weekdays during the early afternoon for a more relaxed experience.

Chicago Weather: What to Expect Year-Round

Chicago experiences four distinct seasons, with cold winters and warm summers, making spring and early fall the ideal times to visit for pleasant weather. Be prepared for varying conditions as the climate can significantly influence outdoor plans and overall travel enjoyment.

Dining Recommendation in Chicago

A trip to Chicago isn't complete without trying the iconic deep-dish pizza at Lou Malnati's, where the rich layers of cheese and savory sauce create a bold flavor experience that contrasts sharply with Owensboro's BBQ staple. Dining in Chicago often involves vibrant atmospheres and cutting-edge culinary trends, showcasing local ingredients and inventive dishes that elevate your meal beyond the ordinary.

Owensboro - Chicago operators

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

Plane Show flights
Website
https://contouraviation.com

Plane from Owensboro (OWB) to Chicago O'Hare (ORD)

Average Duration
2h 30m
Estimated price
$113-188

Plane from Owensboro Airport to Chicago O'Hare Airport

Average Duration
1h 35m
Estimated price
$1135-1136
Bus Show bus routes
Contact phone
+1 800-544-2383
Website
https://hoosierride.com

Bus from Owensboro, KY to Louisville, KY

Average Duration
2h
Estimated price
$0-0

Bus from Louisville, KY to Indianapolis Amtrak Station

Average Duration
2h
Estimated price
$0-0

Bus from Indianapolis IN to Chicago IL

Average Duration
3h 20m
Estimated price
$1884-1881

Bus from Owensboro, KY to Evansville, IN

Average Duration
Estimated price
$0-0

Bus from Evansville, IN to Bloomington, IN

Average Duration
Estimated price
$0-0

Bus from Bloomington to Chicago Bus Station

Average Duration
5h 15m
Estimated price
$1882-11370
Website
https://palmlandlines.com

Bus from Indianapolis IN to Chicago IL

Average Duration
3h 20m
Estimated price
$1884-1881
Contact phone
+1 (855) 626-8585
Website
https://flixbus.com

Bus from Bloomington to Chicago Bus Station

Average Duration
5h 15m
Estimated price
$1882-11370
Train Show train routes
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Indianapolis to Chicago Union Station

Average Duration
5h
Estimated price
$1137-1132

Train from Owensboro, KY to Evansville, IN

Average Duration
Estimated price
$0-0

Train from Evansville, IN to Indianapolis, IN

Average Duration
Estimated price
$0-0

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

Traveling between Owensboro 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 a scenic road trip from Owensboro to the bustling city of Chicago spanning 346 miles. Enjoy the journey through the heartland of America, taking approximately 6 hours and 26 minutes of drive time. 💰 Experience budget-friendly travel with car prices ranging from $60 to $95 for the journey from Owensboro to Chicago. Plan your route wisely and make stops along the way to soak in the charm of small towns and picturesque landscapes.
Average price
$60 - $95
🚂 Embark on a scenic train journey from Owensboro to Chicago spanning a distance of 399 miles. Enjoy the picturesque views along the route which takes approximately 17 hours and 55 minutes with a transfer included. 🚌 The first step of the trip involves taking a bus towards Dale, IN, lasting about 2 hours and 10 minutes. Departing from Memphis, TN to Lexington the bus by Miller Transportation provides a comfortable ride before the transfer to the next leg of the journey. 🛤️ The final stretch of the adventure entails a 6 hours and 15-minute bus ride towards Chicago Bus Station. Departing from Louisville and arriving at Greyhound Bus Station in Chicago, this leg of the trip with Greyhound promises a convenient and hassle-free travel experience.
🛫 Flying from Owensboro to Chicago is convenient with the direct flight offered by Corporate Flight Management Inc, taking just 1 hour and 35 minutes. 🌆 Upon landing at Chicago O'Hare Airport, you can expect a total travel time of around 2 hours and 30 minutes from Owensboro, covering the distance efficiently. 💸 Prices for flights between Chicago and Owensboro typically range from $113 to $188, providing affordable options for your journey between these two vibrant cities.
Departure Point
Owensboro Airport
Arrival Point
Chicago O'Hare Airport
🛣️ The trip spans approximately 9 hours and 13 minutes with different bus services. Miller Transportation will take you from Owensboro to Indianapolis, then transition to Palmland Bus Lines for the final stretch into Chicago. 💸 With prices ranging from $86 to $180, sit back, relax, and enjoy the ride as you cover the 387-mile distance between these two vibrant cities by bus.
Departure Point
Owensboro, KY station
Arrival Point
Chicago IL station

Frequently asked questions

Find out more about the route from Owensboro to Chicago.

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The distance between Owensboro and Chicago is approximately 286 miles by air. By plane, the typical travel time is around 2 hours and 31 minutes. If you decide to travel by car, it takes about 6 hours and 26 minutes to reach Chicago from Owensboro, covering a road distance of 345.6 miles. Another option is taking a bus, which usually takes around 9 hours and 59 minutes. However, if you prefer a combination of bus and train via St. Louis, the total travel time would be around 11 hours and 50 minutes.
The most cost-effective transportation option for traveling from Owensboro to Chicago is to drive. The cost ranges from $60 to $95, and it takes approximately 6 hours and 26 minutes. However, for a time-efficient option, flying would be the best choice. It takes only 2 hours and 31 minutes and costs between $85 and $260.
The prices for a bus ticket between Owensboro and Chicago can range from $86 to $180. These prices may vary depending on factors such as the time of travel, the bus company, and whether it is a one-way or round-trip ticket. It is advisable to compare prices from different bus companies and book in advance to secure the best deal.
To travel from Owensboro to Chicago without using public transportation, you can opt to drive. The road distance between Owensboro and Chicago is approximately 346 miles, and it takes about 6 hours and 26 minutes by car. The prices to rent a car for this journey vary, ranging from $60 to $95. Driving provides the flexibility to make stops along the way and enjoy the scenic views during your trip.
The best way to travel from Owensboro to Chicago without a car is by bus. You can take a bus from Owensboro to Louisville, and then transfer to a bus that goes from Louisville to Chicago. The total travel time for this route is approximately 9 hours and 59 minutes. The cost of this bus trip can range from $85 to $180.
No, there is no direct bus link between Owensboro and Chicago. However, there are bus services available with transfers. The journey usually takes approximately 9 hours and 59 minutes, including transfers in Louisville and Indianapolis, IN. The bus services are operated by Miller Transportation and Palmland Bus Lines.
The flight duration between Owensboro and Chicago is approximately 1 hour and 35 minutes on a direct flight. The cost of a flight between the two cities typically ranges from $88 to $258, with prices varying based on factors such as airlines, dates, and availability. It is recommended to check with different airlines and compare prices to find the best deal for your travel.
There are many options for accommodation near Chicago. There are over 1116 hotels available in the area, offering a variety of choices to suit different preferences and budgets. Prices start at $58 per night, ensuring that there are options available for all types of travelers. Whether you are looking for luxury hotels, budget-friendly options, or something in between, you will be able to find suitable accommodation near Chicago.

Trips to Chicago