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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Compare Train, Bus, Flight, and Driving Options
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
The journey between Philadelphia and Chicago showcases a vibrant shift from the rich historical atmosphere of the City of Brotherly Love to the bustling, modern skyline of the Windy City.
Best Neighbourhoods in Chicago
Chicago’s neighborhoods offer diverse experiences and vibrant culture for every visitor.
Best Times To Visit Chicago's Attractions
Maximize your experience in Chicago by visiting attractions at the right times.
Chicago Weather: What to Expect Year-Round
Chicago experiences distinct seasons, with cold winters and warm summers, influencing your travel plans throughout the year. Spring and fall offer mild temperatures and stunning scenery, making these the ideal times to explore the city comfortably.
Dining Recommendation in Chicago
Try the iconic deep-dish pizza at Lou Malnati's, where the buttery crust and hearty layers of cheese and toppings create a completely different culinary experience than what you'll find in Philadelphia's cheesesteaks. The vibrant atmosphere and emphasis on local ingredients enrich this dining adventure, showcasing Chicago's unique flavor profile and community spirit.
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.
Trips from Philadelphia
- Philadelphia to Lancaster
- Philadelphia to Atlantic City
- Philadelphia to Wilmington
- Philadelphia to Miami
- Philadelphia to State College
- Philadelphia to Boston
- Philadelphia to Baltimore
- Philadelphia to Cleveland
- Philadelphia to Myrtle Beach
- Philadelphia to Syracuse
- Philadelphia to Harrisburg
- Philadelphia to Indianapolis
- Philadelphia to Hershey
- Philadelphia to New Orleans
- Philadelphia to Toronto
- Philadelphia to Scranton
- Philadelphia to Pittsburgh
- Philadelphia to Washington
- Philadelphia to Atlanta
- Philadelphia to Reading
- Philadelphia to Charlotte
- Philadelphia to Allentown
- Philadelphia to Richmond
- Philadelphia to Tampa
- Philadelphia to Austin
- Philadelphia to Las Vegas
- Philadelphia to Denver
- Philadelphia to Key West
- Philadelphia to New York City
- Philadelphia to Newark
- Philadelphia to TURKS AND CAICOS ISLANDS
- Philadelphia to Saint Lucia
- Philadelphia to San Juan
- Philadelphia to Dublin
- Philadelphia to Dallas
- Philadelphia to Houston
- Philadelphia to Niagara Falls
- Philadelphia to Paris
- Philadelphia to Aruba
- Philadelphia to Tokyo
Trips to Chicago
- Fort Wayne to Chicago
- Nashville to Chicago
- West Lafayette to Chicago
- Boston to Chicago
- Tampa to Chicago
- Milwaukee to Chicago
- New York City to Chicago
- Detroit to Chicago
- Minneapolis to Chicago
- Pittsburgh to Chicago
- Dallas to Chicago
- Kalamazoo to Chicago
- Cleveland to Chicago
- Ann Arbor to Chicago
- Omaha to Chicago
- Memphis to Chicago
- Kansas City to Chicago
- Las Vegas to Chicago
- East Lansing to Chicago
- Columbus to Chicago
- Denver to Chicago
- Los Angeles to Chicago
- San Jose to Chicago
- Cincinnati to Chicago
- Naperville to Chicago
- Madison to Chicago
- Saint Louis to Chicago
- Champaign to Chicago
- Grand Rapids to Chicago
- Green Bay to Chicago
- Michigan City to Chicago
- Indianapolis to Chicago
- Bloomington to Chicago
- Peoria to Chicago
- Kankakee to Chicago
- Iowa City to Chicago
- South Bend to Chicago
- Toledo to Chicago
- Rockford to Chicago
- Cleveland to Chicago