
Philadelphia, PA, USA to Chicago, IL, USA from $38: 8 ways by bus, train, flight or car
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How to Get from Philadelphia to Chicago: Cheapest, Fastest and Best Way
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Get detailed, step-by-step directions below for your trip from Philadelphia to Chicago 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 Philadelphia to Chicago
Traveling from Philadelphia to Chicago offers a blend of Philadelphia's rich history and the vibrant urban landscape of Chicago, presenting travelers with distinct cultural experiences at each destination.
Best Neighbourhoods in Chicago
Chicago's neighborhoods offer diverse experiences filled with culture and charm.
Best Times To Visit Chicago's Attractions
Knowing the right time to visit Chicago's highlights can enhance your experience.
Chicago Weather: What to Expect Year-Round
Chicago experiences a humid continental climate, featuring hot summers and cold winters, which can significantly influence travel plans. The best times to visit are spring and fall, as the mild weather enhances outdoor activities and sightseeing.
Dining Recommendation in Chicago
Try the iconic deep-dish pizza at Giordano's, a dish that showcases a hearty, cheese-laden crust that's distinct from Philadelphia's renowned cheesesteaks. The casual yet bustling atmosphere of Giordano's, combined with the layers of rich flavors from local ingredients, creates a dining experience that sets Chicago apart.
Philadelphia - Chicago operators
Explore transport companies operating between Philadelphia and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Plane from Philadelphia (PHL) to Chicago Midway (MDW)
Plane from Philadelphia (PHL) to Chicago O'Hare (ORD)
Plane from Philadelphia (PHL) to Chicago O'Hare (ORD)
Plane from Philadelphia (PHL) to Chicago Midway (MDW)
Plane from Philadelphia (PHL) to Chicago Midway (MDW)
Plane from Philadelphia (PHL) to Chicago O'Hare (ORD)
Train from 30th Street Station to Washington Union Station
Train from 30th Street Station to BWI Thurgood Marshall
Train from 30th Street Station to Chicago Union Station
Bus from Philadelphia to Baltimore Downtown Bus Station
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
Bus from Philadelphia to Allentown
Philadelphia to Chicago: Overview of Bus, Train, Flight, and Car Trips
Traveling between Philadelphia and Chicago 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 Philadelphia to Chicago.