Find and compare the best ground travel options in one place.
We find the cheapest bus & train tickets, so you can wander for less.
We partner with 500+ carriers to bring you the most bus & train options.
Book trips quickly with a simple, hassle-free checkout – online & on our app.
We don’t monkey around. We respond within minutes to help you out.
4 trains operate daily from Chicago to Oshkosh. The train trip from Chicago to Oshkosh is usually about 4 hours and 1 minute long. However, traveling on the fastest Amtrak train can get you there in as little as 3 hours and 30 minutes.
| Distance | 155 mi (250 km) |
| Fastest train | 3h 30m |
| Lowest price | $45.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Average score for trains from Chicago to Oshkosh
(Based on 5 ratings and reviews)
4.0
I love how convenient it was getting a bus/train route to Chicago from my hometown. My car needed repairs and I had priorities to visit friends so it was a great alternative. It was much quicker than I expected!
5.0
Pros: It was our annual Thanksgiving Girls Trip! Tips: Just in joy the ride!!
5.0
Pros: Very fast & smooth. Got to Oshkosh early. Cons: Nothing that I could think of. Tips: Always stay aware of surroundings.
In the last 30 days, the average cost of a train ticket from Chicago to Oshkosh was $52.34. You have the best chances of scoring the cheapest ticket to Oshkosh if you book your train tickets at least 22 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra $3.75.
Over the next 30 days, a one-way train trip from Chicago to Oshkosh will cost between $49 and $56. Book in advance to secure the best price in the next few weeks.
Since ticket prices on this route stay pretty consistent, you don’t need to book way in advance. However, we recommend buying your train ticket to Oshkosh at least 48 hours before your scheduled departure to prevent any unpleasant surprises, like last-minute surges in price or sold-out tickets.
Amtrak is the one and only train line which connects Chicago to Oshkosh. However, there are 4 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 4 | 4h 2m | $53.60 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 4 Amtrak trains from Chicago to Oshkosh every day, as well as 4 trips on the weekends, with prices starting from $45.
The distance between Chicago and Oshkosh is approximately 155 miles, or 250 kilometers. The average train journey between these two cities takes 4 hours and 1 minute, although the absolute fastest you could get there is 3 hours and 30 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Thursday tends to be the busiest day of the week with travelers taking trains from Chicago to Oshkosh. Ticket price also tend to be more expensive on Thursday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Monday instead, as less people travel then and deals are more likely to be found.
The earliest train departs Chicago at 8:00am while the last train of the day leaves at 5:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 4 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Oshkosh to Chicago.
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Image credit: Jeramey Jannene
Link to image attribution
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
Chicago (Union Station), Illinois
Oshkosh has one train station.
UoW Gruenhagen Conf Ctr - 208 Osceola St
$29+
$56+
$44+
$290+
$51+
$27+
$61+
$38+
$42+
$426+
$73+
$18+
$151+
$23+
$16+
$101+
$57+
$23+
$77+
$64+
$125+
$94+
$97+
$112+
$68+
$113+
$22+
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
