- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
We are not able to find a bus between these two places.
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Omio recommends booking the bus as it is the most popular option from Oshkosh, WI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $37. For those with little time consider booking a flight which can get you there in 1h 24m. The ticket price range depends on the travel mode: a bus costs an average of $37, and a flight costs an average of $142.
Distance: 156 miles (252 km)
Most popular Bus | Flight | Driving |
|---|---|---|
$52 Average price Cheapest | $254 Average price | $40 Average price (fuel + tolls) |
4h 11m Average total duration 3h 41m Onboard + 30m Additional time* | 4h 24m Average total duration Fastest 1h 24m Onboard + 3h 0m Additional time* | 2h 47m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Oshkosh, WI to Chicago, IL:
A bus is $202 (€166) less than a flight for this route with tickets for a flight from Oshkosh, WI to Chicago, IL costing on average $254 (€209).
Other travel options to Chicago, IL take longer:
Train takes on average 2h 48m.
Bus takes on average 3h 41m.
You'll arrive about -1h -54m sooner (3h 41m by bus vs 2h 47m by car) and save roughly $-11.93 (€-9.79) compared to fuel and tolls ($52 (€43) vs $40 (€33)). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by FlixBus.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 10:05AM | Arrival Time 02:00PM | Duration 3h55 | Departure days Fri | Cheapest price $42 |
Operator Amtrak | Departure Time 10:55AM | Arrival Time 04:29PM | Duration 5h34 | Departure days Fri | Cheapest price $64 |
Operator FlixBus | Departure Time 03:05PM | Arrival Time 07:00PM | Duration 3h55 | Departure days Mon, Tue, Sat, Sun | Cheapest price $40 |
Operator Amtrak | Departure Time 03:55PM | Arrival Time 09:29PM | Duration 5h34 | Departure days Wed, Thu | Cheapest price $55 |
Operator FlixBus | Departure Time 04:05PM | Arrival Time 08:00PM | Duration 3h55 | Departure days Sat, Sun | Cheapest price $44 |
Operator Amtrak | Departure Time 04:55PM | Arrival Time 10:29PM | Duration 5h34 | Departure days Wed, Thu | Cheapest price $53 |
The table below shows live departures for Oshkosh, WI to Chicago, IL buses for tomorrow, Friday, July 10. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus | 10:05 AM Oshkosh, Washburn St (Washburn Park and Ride), WI | 3h55 | 2:00 PM Chicago, Greyhound Bus Station | 0 transfersDirect | |
7338 AMTRAK · 338 Hiawatha Service | 10:55 AM Oshkosh, WI | 5h34 | 4:29 PM Chicago Union Station, Chicago, IL | 1 transfer | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Oshkosh, WI to Chicago, IL run on average 3 times per day, taking around 3h 41m. Cheap bus tickets for this journey start at $37 (€31) 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 41m |
Cheapest ticket price $37 (€31) |
Buses per day 3 |
Direct buses 1 |
Fastest bus 3h 55m |
First bus 6:00 AM |
Last bus 5:08 PM |
Cheapest Month Jul |
Cheapest Day Sat |
High Season Oct - Dec |
Low Season Apr - Jun |
Busiest Day Tue |
Least Busy Day Sat |
Best time to book 1 day |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
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 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.
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