
Chicago, IL, USA to Madison, WI, USA from $26: 4 ways by bus, train, flight or car
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How to Get from Chicago to Madison: Cheapest, Fastest and Best Way
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Compare Train, Bus, Flight, and Driving Options
Get detailed, step-by-step directions below for your trip from Chicago to Madison 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.

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Traveling From Chicago to Madison
Traveling from Chicago to Madison opens up a journey from the bustling cityscape and vibrant nightlife of Chicago to the serene surroundings and laid-back charm of Madison.
Best Neighbourhoods in Madison
Madison features diverse neighborhoods, each offering distinct experiences for visitors.
Best Times To Visit Madison's Attractions
Maximize your Madison experience by visiting attractions at optimal times.
Madison Weather: What to Expect Year-Round
Madison experiences four distinct seasons, with warm summers and cold winters, which significantly shape your travel plans. Spring and fall present the most pleasant weather for outdoor activities, while winter offers unique seasonal experiences.
Dining Recommendation in Madison
When in Madison, savor the cheese curds at the Old Fashioned, a restaurant that embraces the farm-to-table philosophy with a focus on local ingredients, contrasting sharply with the urban dining scene in Chicago. The relaxed atmosphere and authentic Wisconsin flavors provide a dining experience that’s both inviting and distinctly different from the bustling eateries of the Windy City.
Chicago - Madison operators
Explore transport companies operating between Chicago and Madison, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Bus from Chicago Union Station to Madison
Bus from Milwaukee to Madison
Bus from Chicago Union Station to Madison, WI-Lake St.
Bus from Chicago Bus Station to Madison
Bus from Milwaukee Intermodal to Madison, WI-Lake St.
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
Train from Chicago Union Station to Milwaukee
Plane from Chicago O'Hare Airport (ORD) to Madison Airport (MSN)
Plane from Chicago O'Hare Airport (ORD) to Madison Airport (MSN)
Chicago to Madison: Overview of Bus, Train, Flight, and Car Trips
Traveling between Chicago and Madison 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.
Useful tips for train travellers
Useful tips for bus travellers
Frequently asked questions
Find out more about the route from Chicago to Madison.
Trips from Chicago
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