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Oshkosh, WI, USA to Chicago, IL, USA from $24: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

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

How to Get from Oshkosh 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.

$24 - Bus, TrainBest price
274 kmDistance
2h 29m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Oshkosh 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
2h  29m
Estimated price
$141-443
Recommended
Company
Various
Bus
Train
Average Duration
4h  24m
Estimated price
$24-99
Cheapest
route map
Distance: 274 km
Duration: 2h 29m

See more options

Company
Greyhound
Bus
Average Duration
4h  45m
Estimated price
$30-1410
Company
Various
Bus
Average Duration
7h  13m
Estimated price
$30-1411
Company
Various
Drive
Average Duration
3h  3m
Estimated price
$30-1411
Company
Various
Bus
Plane
Average Duration
5h  12m
Estimated price
$104-370
Company
Various
Taxi
Plane
Average Duration
2h  52m
Estimated price
$280-633
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Traveling From Oshkosh to Chicago

Oshkosh offers a charming small-town vibe with lakeside tranquility, while Chicago buzzes with urban excitement and vibrant cultural attractions.

Best Neighbourhoods in Chicago

Chicago’s neighborhoods each offer distinct vibes and attractions worth exploring.

Wicker Park
• Trendy shops and boutiques abound.
• A hub for music and arts.
Lincoln Park
• Scenic parks and the zoo nearby.
• Vibrant dining and nightlife options.
The Loop
• Home to iconic skyscrapers and architecture.
• Cultural hotspots like museums and theaters.

Best Times To Visit Chicago's Attractions

Planning your visit to Chicago's top spots can enhance your experience dramatically.

Millennium Park
Visit early morning or on weekdays to enjoy the space with fewer crowds.
Art Institute of Chicago
Late afternoons are ideal, reducing wait times and allowing for a more relaxed experience.
Navy Pier
Go on a weekday in the late morning for a quieter stroll and fewer tourists.

Chicago Weather: What to Expect Year-Round

Chicago experiences four distinct seasons, with hot summers and cold winters presenting unique travel experiences. Spring and fall offer mild temperatures, making them the best times to visit, while weather conditions can shape your activities and packing essentials.

Dining Recommendation in Chicago

Indulge in Chicago's iconic deep-dish pizza at Giordano's, where the layers of flaky crust, rich tomato sauce, and gooey cheese create a hearty culinary experience. This rich and satisfying dish contrasts with Oshkosh's more laid-back dining options, showcasing the vibrant flavors and diverse food scene of the city.

Oshkosh - Chicago operators

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

Plane Show flights
Website
aa.com

Plane from Appleton Airport (ATW) to Chicago O'Hare Airport (ORD)

Average Duration
1h 16m
Estimated price
$1414-1418

Plane from Green Bay Airport (GRB) to Chicago O'Hare Airport (ORD)

Average Duration
1h 20m
Estimated price
$1414-1417

Plane from Milwaukee Airport (MKE) to Chicago O'Hare Airport (ORD)

Average Duration
1h 2m
Estimated price
$1414-1419
Website
united.com

Plane from Appleton Airport (ATW) to Chicago O'Hare Airport (ORD)

Average Duration
1h 24m
Estimated price
$1414-1416

Plane from Green Bay Airport (GRB) to Chicago O'Hare Airport (ORD)

Average Duration
1h 17m
Estimated price
$1414-1417

Plane from Milwaukee Airport (MKE) to Chicago O'Hare Airport (ORD)

Average Duration
1h 5m
Estimated price
$1414-1416
Bus Show bus routes
Contact phone
+1 800-872-7245
Website
amtrak.com

Bus from Oshkosh Amtrak Bus Stop to Milwaukee

Average Duration
1h 55m
Estimated price
$1-2

Bus from Milwaukee Bus Station to Chicago Union Station

Average Duration
1h 50m
Estimated price
$24-34

Bus from Oshkosh Amtrak Bus Stop to Milwaukee Airport Amtrak Bus Stop

Average Duration
2h 25m
Estimated price
$35-240

Bus from Madison to Chicago Union Station

Average Duration
4h
Estimated price
$24-34
Contact phone
+1 800-236-1240
Website
golamers.com

Bus from Oshkosh to Milwaukee

Average Duration
1h 55m
Estimated price
$24-34

Bus from Oshkosh to Madison

Average Duration
2h 45m
Estimated price
$24-34
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Milwaukee Bus Station to Chicago Train Station

Average Duration
1h 50m
Estimated price
$24-34
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Other from Oshkosh to Green Bay

Average Duration
52m
Estimated price
$24-40
Drive

Drive from Oshkosh to Chicago

Average Duration
3h 3m
Estimated price
$30-1411

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

Traveling between Oshkosh 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 Oshkosh to Chicago covering a distance of 177 miles. The journey offers a mix of rural landscapes and urban sights along the way. 💵 Plan your budget accordingly as the cost of driving from Oshkosh to Chicago typically ranges from $30 to $50. This provides a flexible and cost-effective option for travelers looking to explore the vibrant city of Chicago. 🌆 Arrive in the bustling city of Chicago after approximately 3 hours and 3 minutes of driving. Take in the iconic skyline, world-class museums, and diverse culinary scene that make Chicago a must-visit destination for any traveler.
Average price
$30 - $50
Useful tips for train travellers
• Onboard Services: Depending on the train operator, such as Amtrak, you'll find a dining car with a selection of meals and snacks available for purchase. Amtrak typically offers a café car where you can find lighter fare including sandwiches, beverages, and some vegetarian options. Be sure to check the menu before boarding to see what's available.
• Seating Options: Amtrak offers several seating classes for this route. For example, you can choose from Economy Class, which is affordable but basic seating, First Class for more luxurious seating and amenities, and Business Class which provides more legroom and complimentary refreshments. Make sure to book early if you prefer a specific class, as they can fill up quickly.
• Arrival Station Tip: When arriving at Chicago Union Station, you can use the Amtrak luggage service to store your bags if needed, as they have a baggage claim area. The station also features clean restrooms for travelers. If you're looking for showers, there are facilities available at nearby hotels, but at the station, you're more limited to restroom access. When exiting Union Station, follow the signs to the CTA services or taxis for transportation.
🛫 Flying from Oshkosh to Chicago is a convenient and quick travel option with a flight duration of about 1 hour and 16 minutes on a direct route from Appleton Airport to Chicago O'Hare Airport. 🌆 The total travel time from Oshkosh to Chicago by plane is approximately 2 hours and 29 minutes, offering a relatively short and efficient way to reach the vibrant city of Chicago from Wisconsin. Flight prices can range from $141 to $443, providing options for various budgets.
Departure Point
Appleton Airport
Arrival Point
Chicago O'Hare Airport
🚌 The trip from Oshkosh to Chicago by bus involves a transfer at Milwaukee Bus Station 🛤️. The journey, with transfers, typically takes around 4 hours and 45 minutes ⏰. 🚌 The prices for a bus ticket between Chicago and Oshkosh usually range from $30 to $69 💵. Travelers should plan for a comfortable and scenic route through the heart of the Midwest 🌽🌾.
Departure Point
Oshkosh Amtrak Bus Stop station
Arrival Point
Chicago Train Station

Frequently asked questions

Find out more about the route from Oshkosh to Chicago.

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The distance between Oshkosh and Chicago is approximately 156 miles, or 176.7 miles by road. The typical travel times vary depending on the mode of transportation. By bus and train, it takes around 4 hours and 9 minutes to reach Chicago from Oshkosh. By plane, the journey takes approximately 2 hours and 29 minutes. Finally, by car, it takes around 3 hours and 3 minutes to travel from Oshkosh to Chicago.
The most cost-effective option for traveling from Oshkosh to Chicago is driving. It takes approximately 3 hours and 3 minutes and costs between $30 and $50 for gas and tolls. However, the quickest option is to fly, which takes 2 hours and 29 minutes but costs between $150 and $460 depending on the airline and booking time. Overall, the choice between cost-effectiveness and time-efficiency depends on individual preferences and budget considerations.
The prices of a bus ticket between Oshkosh and Chicago can vary from $18 to $84. The price range depends on factors such as the duration of the trip, the type of bus service, and the time and day of travel. It is recommended to check with different bus operators to find the most suitable option that fits your budget and travel preferences.
To get from Oshkosh to Chicago without using public transportation, you can drive. The distance between the two cities is about 177 miles, and it takes approximately 3 hours and 3 minutes by car. The cost of driving from Oshkosh to Chicago can vary, but it typically ranges from $30 to $50 depending on factors such as fuel consumption and toll fees.
The best way to travel from Oshkosh to Chicago without a car is by taking a bus and a train. This option takes approximately 4 hours and 9 minutes. The cost of the journey can range from $13 to $130 depending on the specific bus and train options chosen. This is a convenient and affordable way to reach your destination without the need for a car.
Yes, there is a transportation link between Oshkosh and Chicago. Although there is no direct bus route, you can take a bus from Oshkosh Amtrak Bus Stop to Milwaukee and then transfer to another bus to reach Chicago. The total travel time for this route is approximately 4 hours and 20 minutes, including transfers. The bus services are operated by Amtrak Thruway and Megabus.
The flight between Oshkosh and Chicago typically takes approximately 1 hour and 16 minutes. The cost of the flight can vary between $151 and $453. These prices can depend on factors such as the time of year, availability, and any added extras or amenities. It is always recommended to check with airlines or travel websites for the most up-to-date and accurate pricing information.
There are numerous accommodation options available in Chicago, with over 1116 hotels to choose from. Prices for hotels in Chicago start at $58 per night, offering a variety of options for different budgets and preferences. From luxury hotels to budget-friendly accommodations, the city provides a wide range of choices for visitors to choose from. It is recommended to check online booking platforms or contact local travel agencies to find the best fit for your stay in Chicago.

Trips to Chicago