- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 09
$37
Average ticket price on Oct 09
$40
Fastest journey on Oct 09
3 h 55 m
Average journey duration on Oct 09
3 h 55 m
Buses on Oct 09
2
Distance
252 km
The best way to find a cheap bus ticket from Oshkosh, WI to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Oshkosh, WI to Chicago, IL will cost around $40 if you buy it on the day, but the cheapest tickets can be found for only $37.
On Fri, Oct 09, we found 2 buses from Oshkosh, WI to Chicago, IL, including 2 direct services.
On Fri, Oct 09 the direct buses cover the 252 km distance in an average of 3 h 55 m but if you time it right, some buses will get you there in just 3 h 55 m .
On Fri, Oct 09 the slowest buses will take 3 h 55 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Buses from Oshkosh, WI to Chicago, IL run on average 1 times per day, taking around 3h 55m. Cheap bus tickets for this journey start at $30 if you book in advance.
There are 1 buses per day. The earliest bus runs at 06:00, the last at 17:08. The fastest bus covers the 156 miles (252 km) distance in 3h 55m.
Distance 156 miles (252 km) |
Average bus duration 3h 55m |
Cheapest ticket price $30 |
Buses per day 1 |
Direct buses 1 |
Fastest bus 3h 55m |
First bus 6:00 AM |
Last bus 5:08 PM |
Cheapest Month May |
Cheapest Day Mon |
High Season Oct - Dec |
Low Season Apr - Jun |
Best time to book 1 day |
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 03:05PM | Arrival Time 07:00PM | Duration 3h55 | Departure days Mon, Tue, Fri, Sat, Sun | Cheapest price $37 |
Operator Amtrak | Departure Time 03:55PM | Arrival Time 09:29PM | Duration 5h34 | Departure days Wed, Thu | Cheapest price $54 |
Operator FlixBus | Departure Time 04:05PM | Arrival Time 08:00PM | Duration 3h55 | Departure days Fri, Sat, Sun | Cheapest price $43 |
Operator Amtrak | Departure Time 04:55PM | Arrival Time 10:29PM | Duration 5h34 | Departure days Wed, Thu | Cheapest price $52 |
The table below shows live departures for Oshkosh, WI to Chicago, IL buses for today, Thursday, October 8. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 3:55 PM Oshkosh, WI | 5h34 | 9:29 PM Chicago, IL | 0 transfersDirect | |
![]() | 4:55 PM Oshkosh, WI | 5h34 | 10:29 PM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Oshkosh, WI to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Oshkosh, WI to Chicago, IL buses use the Oshkosh, Washburn St (Washburn Park and Ride) to Chicago, Greyhound Bus Station station pair. Use this guide to compare Oshkosh, WI and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Oshkosh, Washburn St (Washburn Park and Ride) is 5 km from Oshkosh city centre. Public transport options include:
Oshkosh, Washburn St (Washburn Park and Ride) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Oshkosh, Washburn St (Washburn Park and Ride). ATMs are available at Oshkosh, Washburn St (Washburn Park and Ride).
Ticket office support is available at Oshkosh, Washburn St (Washburn Park and Ride).
Available at Oshkosh, Washburn St (Washburn Park and Ride): Parking, Taxis, WC.
Accessibility facilities are available at Oshkosh, Washburn St (Washburn Park and Ride): Ramps available for wheelchair access.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
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