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Chicago, IL, USA to Oshkosh, WI, USA from $30: 6 ways by bus, train, flight or car

Compare Travel Options and Prices

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

How to Get from Chicago to Oshkosh: 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.

$30 - DriveBest price
281 kmDistance
3h 1m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Oshkosh 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
Train
Bus
Average Duration
4h  19m
Estimated price
$25-99
Recommended
route map
Distance: 281 km
Duration: 3h 1m

See more options

Company
various
Drive
Average Duration
3h  1m
Estimated price
$30-50
Company
Greyhound
Bus
Average Duration
4h  40m
Estimated price
$31-66
Company
various
Bus
Average Duration
6h  35m
Estimated price
$45-65
Company
United Airlines, American Airlines
Plane
Average Duration
3h  5m
Estimated price
$138-250
Company
various
Plane
Taxi
Average Duration
3h  40m
Estimated price
$251-252
Browse car rentalsExplore flights

Traveling From Chicago to Oshkosh

Traveling from Chicago to Oshkosh offers a fascinating transition from the bustling city life and cultural vibrancy of an urban metropolis to the charming, laid-back atmosphere of a small midwestern town.

Best Neighbourhoods in Oshkosh

Oshkosh boasts diverse neighborhoods, each offering its own charm and attractions.

Downtown Oshkosh
• Vibrant dining scene with local eateries.
• Close to shops and entertainment venues.
Oshkosh West
• Home to parks and outdoor recreational areas.
• Quiet streets ideal for family living.
Lake Shore
• Scenic views of Lake Winnebago.
• Popular for waterfront activities and events.

Best Times To Visit Oshkosh's Attractions

Oshkosh offers various attractions that shine at optimal times for visitors.

Oshkosh Museums
Visit early in the week for fewer crowds and a relaxed experience.
Menominee Park
Spring and fall offer beautiful scenery with fewer visitors.
EAA Aviation Museum
Weekdays are less busy, allowing for more personal exploration.

Oshkosh Weather: What to Expect Year-Round

Oshkosh experiences four distinct seasons, with warm summers inviting outdoor activities and snowy winters perfect for cozy experiences. Spring and fall provide mild temperatures, making them ideal times for travelers looking to enjoy the city's attractions without the hustle of peak tourist season.

Dining in Oshkosh: A Local Favorite

Try the bratwurst at the popular local eatery, Frank's Bar & Grill, where the focus is on hearty, traditional flavors that highlight regional ingredients. This experience contrasts with Chicago's diverse dining scene, offering a cozy atmosphere and a taste of Midwestern comfort food that invites you to savor simplicity.

Chicago - Oshkosh operators

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

Train Show train routes
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
$25-99
Bus
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Bus from Milwaukee to Oshkosh Amtrak Bus Stop

Average Duration
1h 50m
Estimated price
0-0

Bus from Chicago Union Station to Madison Dutch Mill Park and Ride

Average Duration
3h 20m
Estimated price
0-0

Bus from Madison Dutch Mill Park and Ride to Oshkosh Amtrak Bus Stop

Average Duration
2h 20m
Estimated price
0-0
Contact phone
+1 214-849-8100
Website
https://www.greyhound.com/

Bus from Chicago Bus Station to Milwaukee Bus Station

Average Duration
1h 50m
Estimated price
$31-66
Contact phone
+1 800-236-1240
Website
https://www.golamers.com/

Bus from Milwaukee, WI to Oshkosh

Average Duration
1h 50m
Estimated price
$999-25

Bus from Madison to Oshkosh

Average Duration
2h 15m
Estimated price
$992-310
Plane
Website
united.com

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

Average Duration
1h 12m
Estimated price
$254-257

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

Average Duration
1h 11m
Estimated price
$254-258
Website
aa.com

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

Average Duration
1h 5m
Estimated price
$254-259

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

Average Duration
1h 5m
Estimated price
$254-258
Other Show other routes
Contact phone
+1-920-435-1111
Website
yellowcabgreenbay.com

Other from Green Bay to Oshkosh

Average Duration
51m
Estimated price
$313-314

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

Traveling between Chicago and Oshkosh 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 Chicago to Oshkosh, covering a distance of 175 miles. Enjoy approximately 3 hours and 1 minute of driving through the diverse landscapes of Illinois and Wisconsin. 💰 Budget-friendly options await as the prices for the journey by car range from $30 to $50. Plan your expenses accordingly and make the most of the affordable travel experience from the bustling city of Chicago to the charming town of Oshkosh.
Average price
$30 - $50
Useful tips for train travellers
• When traveling from Chicago to Oshkosh, you'll primarily be using Amtrak services. Amtrak offers a dining car that serves meals and snacks, with options including hot meals, beverages, and light snacks depending on the time of day. Be sure to check their menu ahead of time and consider making your meal choices during the trip to maximize your time.
• Amtrak provides several seating options for your comfort on this route. You can choose from Coach Class, which is more economical, equipped with reclining seats and ample legroom. For enhanced comfort, consider upgrading to Business Class, where you'll enjoy larger seats, complimentary snacks, and a quieter atmosphere. Note that First Class seating is not available on this specific route.
• Upon arriving in Oshkosh at the Amtrak station, note that there will be no luggage storage facilities available. You can use the restrooms on-site, but showers are not provided. It's advisable to arrive at your destination prepared, as you'll need to carry your luggage with you as you navigate from the station.
🛫 Flying from Chicago to Oshkosh involves taking a direct flight from Chicago O'Hare Airport to Appleton Airport, which only takes about 56 minutes with United Airlines or American Airlines. 🌍 After arriving at Appleton Airport, travelers can expect a total travel time of 3 hours and 5 minutes to reach Oshkosh by plane. The journey offers a quick and convenient way to travel between the two cities. 💸 Prices for flights between Oshkosh and Chicago typically range from $138 to $445, providing travelers with a range of options to suit their budget and preferences.
Departure Point
Chicago O'Hare Airport
Arrival Point
Appleton Airport
🚏 The total travel time from Chicago to Oshkosh by bus, including transfers, is approximately 4 hours and 40 minutes. You will depart from the Chicago Bus Station and arrive at the Oshkosh Amtrak Bus Stop. 💰 The ticket prices for the bus journey from Oshkosh to Chicago can range from $31 to $66, offering budget-friendly options for your travel between these two cities. Make sure to check for updated schedules and prices before you plan your trip.
Departure Point
Chicago Bus Station
Arrival Point
Oshkosh Amtrak Bus Stop station

Frequently asked questions

Find out more about the route from Chicago to Oshkosh.

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The distance between Chicago and Oshkosh is approximately 156 miles. By train and bus, it typically takes around 4 hours and 8 minutes to travel between the two cities. Another option is to fly, which usually takes about 3 hours and 9 minutes. If you prefer driving, the average travel time is around 3 hours and 1 minute. Taking a bus from Chicago to Oshkosh typically takes about 4 hours and 14 minutes.
The most cost-effective way to travel from Chicago to Oshkosh is by taking a bus via O'Hare. This option is relatively affordable, with fares ranging from $26 to $40. However, it does take longer, with a travel time of approximately 6 hours and 31 minutes. Alternatively, if time efficiency is a priority, driving is the quickest option, with an average travel time of 3 hours and 1 minute and costs ranging from $30 to $50.
When traveling from Chicago to Oshkosh the prices of a bus ticket can range from $20 to $96. It is advisable to book in advance to secure lower fares. Additionally, prices may vary depending on the time of travel and the bus company chosen. It is recommended to compare prices from different providers to find the best deal for your journey.
To travel from Chicago to Oshkosh without using public transportation, you can drive the distance of approximately 175 miles. This route takes approximately 3 hours and 1 minute, depending on traffic conditions. Renting a car or using your own vehicle would be the most convenient option for this journey, with prices ranging from $30 to $50 for a one-way trip.
To travel from Chicago to Oshkosh without a car, the best option is to take a combination of a train and a bus. The journey takes approximately 4 hours and 8 minutes and fares range from $13 to $130. You can board a train from Chicago to Milwaukee, which takes about 1 hour and 30 minutes, and then transfer to a bus that will take you to Oshkosh, which is an additional 2 hours and 38 minutes. This is a convenient and affordable way to travel between the two cities without a car.
No, there is no direct link between Chicago and Oshkosh by bus. However, it is possible to travel from Chicago to Oshkosh by taking a combination of train and bus. The journey would involve departing from Chicago Train Station and transferring in Milwaukee - Amtrak. The total travel time, including transfers, is approximately 4 hours and 14 minutes. The bus services are operated by Greyhound USA and Amtrak Thruway.
The flight between Chicago and Oshkosh typically takes around 1 hour. Prices for flights between the two cities can vary between $148 and $455. It is important to check with airlines for current prices, as they can fluctuate depending on factors such as time of booking and availability.
There are a variety of hotels available in Oshkosh. With 32+ options to choose from, you can find accommodations to fit your budget and preferences. Prices start at $45, so there are options available for all types of travelers. Whether you're looking for a luxury hotel or a budget-friendly option, Oshkosh has several choices to meet your needs.

Trips from Chicago