Cheap buses leaving Saturday
One passenger / one way
- This trip is recommended because it is: CheapestDeparture time: August 23 atDeparture city: MadisonDeparture location: North Lake StArrival time: August 23 atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: FlixBus
Vehicle: BusDuration: - This trip is recommended because it is: FastestDeparture time: August 23 atDeparture city: MadisonDeparture location: Dutch Mill Park & RideArrival time: August 23 atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: FlixBusVehicle: BusDuration:
- Departure time: August 23 atDeparture city: MadisonDeparture location: Dutch Mill Park & RideArrival time: August 23 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: BusDuration: - Departure time: August 23 atDeparture city: MadisonDeparture location: North Lake StArrival time: August 23 atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: FlixBusVehicle: BusDuration:
- Departure time: August 23 atDeparture city: MadisonDeparture location: Dutch Mill Park & RideArrival time: August 23 atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration:
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Bus Madison, WI to Chicago: Trip Overview
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Madison to Chicago Bus
The bus route from Madison, Wisconsin to Chicago, Illinois is a delightful blend of scenic beauty and urban excitement. As you travel from the charming college town of Madison, known for its vibrant arts scene and stunning lakes, to the bustling metropolis of Chicago, famous for its iconic skyline and deep-dish pizza, you'll experience a journey that is as diverse as it is captivating.
Views along the Madison to Chicago route
Wisconsin's Rolling Hills: As you depart Madison, you'll be greeted by the gentle, rolling hills of Wisconsin. These lush landscapes, dotted with farms and small towns, provide a picturesque backdrop that sets the tone for your journey.
Rock River Valley: Midway through your trip, the Rock River Valley offers a serene view with its winding river and verdant surroundings. It's a perfect spot to relax and enjoy the natural beauty of the Midwest.
Chicago Skyline: As you approach Chicago, the skyline emerges on the horizon, a breathtaking sight that signals your arrival in one of America's most iconic cities. The towering skyscrapers and architectural marvels are a testament to Chicago's rich history and vibrant culture.
Possible rest stops during the trip
The journey is generally direct, with buses traveling along Interstate 90. While there are no scheduled rest stops, some services may pause briefly for passenger pick-ups or drop-offs. Notable locations along the route include:
Rockford, IL: Approximately halfway between Madison and Chicago, Rockford is a possible quick rest stop for some bus operators.
Weather considerations
The best time to travel by bus from Madison to Chicago is during spring or fall for mild weather and fewer delays. Travel on weekdays, preferably mid-mornings or early afternoons, to avoid peak traffic. Plan ahead for holidays, busy weekends, or winter weather to ensure a smooth trip.
Food options along the route
Madison: Before you set off, grab a bite at one of Madison's local favorites like the Old Fashioned, known for its classic Wisconsin fare.
En Route: Some buses offer quick stop at Rockford where you can pick up snacks or a coffee to keep you refreshed.
Chicago: Upon arrival, indulge in Chicago's famous deep-dish pizza at Giordano's or Lou Malnati's, or explore the diverse culinary scene with options ranging from gourmet hot dogs to Michelin-starred dining.
Where are the popular stops in Madison and Chicago?
Frequently asked questions for your trip Madison, WI - Chicago
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Madison, WI to Chicago was searched and found on Aug 24, 2025 with a price of $25To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Madison, WI to Chicago, as early as possible.
You can expect to pay from $25 to $67 for a bus ticket from Madison, WI to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $25 which is on 2025-08-24.
Usually Amtrak will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
Traveling by bus to Chicago
Useful information for your bus trip
Greyhound buses usually have power outlets, WiFi, toilets, and A/C. However, Busbud recommends bringing snacks and wearing comfortable clothes to fully enjoy your trip.
What are the boarding requirements?
Bus companies recommend arriving 30 minutes before the departure time. Prepare your paper ticket, e-ticket or obtain it directly at the station (Will Call ticket, only for Greyhound) for your bus from Madison to Chicago and a valid photo ID.
How much luggage can I take on the bus?
Each bus company has its own luggage policy. As a general guideline, for your bus trip between Madison and Chicago, you are allowed one carry-on bag and one luggage. Your luggage should not weight more than 23 kg (50 lbs) and your carry-on should fit in the overheard compartment of the bus.
Madison ➟ Chicago: bus vs car
| Transportation mode | Bus | Car |
|---|---|---|
| Average cost of travel | $24 | $24 |
| Average travel time | 3 h 50 min | 2 h 50 min |
| Carbon footprint (CO2 emissions) | 30 kg of CO2 | 61 kg of CO2 |
Is the bus environmentally-friendly?
🍃On average, the bus generates 68% less CO2 emissions in the atmosphere than traveling the same distance between Madison and Chicago by car (about 150 miles).
Is the bus cheaper than the car for a trip between Madison and Chicago?
🚌 The bus and taking the car cost about the same price between Madison and Chicago. However, with the bus, no need to find a parking spot and if you're stuck in traffic, you can relax, catch up on some work, read, listen to music, and much more!
Did you know?
Things to do in Chicago
Once arrived, you'll be able to start exploring the city and its surroundings! The Windy City has sky-high skyscrapers, amazing cheap eats, and culture to match almost any city in the world. We suggest taking a river cruise on the Chicago river, visit the Skydeck or take stroll in Grant Park to fully enjoy your visit.
Top traveled bus routes
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