Mar 17, 2024 · Wed, May 8 MDW – PHL with Frontier Airlines. Direct. from $58. Chicago.$62 per passenger.Departing Tue, Mar 26, returning Wed, Mar 27.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Philadelphia International on Tue, Mar 26, arriving in Chicago Midway.Inbound direct flight with Frontier ... The cheapest flights to O'Hare Intl. found within the past 7 days were $68 round trip and $34 one way. Prices and availability subject to change. Additional terms may apply. Tue, May 21 - Wed, May 22. PHL. Philadelphia. ORD. Chicago. $68.See more reviews for this business. Top 10 Best Best Philly Cheesesteak in Chicago, IL - April 2024 - Yelp - Monti's, Philly's Best, Philly’s Original Steak & Lemonade, Chicago Pickle Eatery, Lawn Craft Hamburger, Mojo's East Coast Eats, Fatzees, Charleys Cheesesteaks and Wings, I Love Frys.Ultra Low Fare Flights from Philadelphia (PHL) to Chicago (ORD) Fly with Spirit Airlines and get a great deal on flights from Philadelphia to Chicago. With Spirit's Bare Fare™ You Pay Only the Services You Need!The initial bearing on the course from Philadelphia to Chicago is 281.37° and the compass direction is WNW. Midpoint: 41.06988,-81.31699. The geographic midpoint between Philadelphia and Chicago is in 332.25 mi (534.70 km) distance between both points in a bearing of 281.37°. It is located in United States of America, Ohio, Portage County.The 820-mile road trip from Chicago to Philadelphia will take 13 hours and 40 minutes to drive. Highlights on the way are Indianapolis, Dayton, Amish Country in Lancaster, Washington, DC, Baltimore, Toledo, Sandusky, Cleveland, and Hershey. If you love culture, history, entertaining cities, and rural landscapes, then this road trip is the ...Book the ticket from Philadelphia to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Philadelphia to Chicago, compared instead if you buy it at the last moment, or directly at the station. If you can, avoid travelling at peak times. Southwest Airlines, Frontier Airlines and Delta fly from Philadelphia, PA to Chicago every 4 hours. Alternatively, you can take a bus from Philadelphia, PA to Chicago via Drexel Station at 30th Street, Spring Garden, Philadelphia, and Baltimore Downtown Bus Station in around 20h 49m. Airlines. United Airlines and American Airlines fly from Scranton to Chicago every 3 hours. Alternatively, you can take a bus from Philadelphia to Chicago via Spring Garden St & 2nd St - MBFS, Philadelphia, and Baltimore Downtown Bus Station in around 20h 46m. Airlines.AA 1920 Philadelphia to Chicago Flight Status American Airlines Flight AA1920 from Philadelphia International Airport PHL to Chicago O'Hare International Airport ORD is not scheduled for today April 16th, 2024. The last time the flight was scheduled was on April 3rd, 2024. Check the table below for AA1920's most recent flight …The train journey from Chicago to Philadelphia takes 25h 56m on average and covers a distance of 663 miles. What train companies travel from Chicago to Philadelphia? Amtrak is the only train operator serving this route. Book Amtrak tickets from Chicago to Philadelphia (round-trip) 7/9 Tue. nonstop Amtrak. 25h 56m ZUN-ZFV. 7/14 Sun.A new taste for Philly theater: Tiny Dynamite offers performances made-to-order. “The Worst Café in the World” offers a menu of skits, sight gags, short scenes and …Find low-fare American Airlines flights to Philadelphia. Enjoy our travel experience and great prices. Book the lowest fares on Philadelphia flights today! ... Chicago (ORD) to. Philadelphia (PHL) 06/05/24 - 06/12/24. from. $125* Updated: 6 hours ago. Round trip. I. Economy. See Latest Fare. Phoenix (PHX) to. Philadelphia (PHL) 06/25/24 - 07/02/24. Philadelphia to Chicago Flights. Flights from PHL to ORD are operated 49 times a week, with an average of 7 flights per day. Departure times vary between 05:59 - 22:41. The earliest flight departs at 05:59, the last flight departs at 22:41. However, this depends on the date you are flying so please check with the full flight schedule above to ... Airfares from $29 One Way, $58 Round Trip from Philadelphia to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 15 - Tue, May 21.How much are the toll cost from Philadelphia to Chicago. There are multiple routes to travel from Philadelphia to Chicago. How much tolls you would pay on a particular route depends on the vehicle you drive (no. of axles), time of your travel (peak or off-peak hours) and payment method (tag, cash or video/pay-by-mail).Wed, May 22 ORD – PHL with Frontier Airlines. Direct. from $59. Chicago.$71 per passenger.Departing Tue, May 21, returning Tue, Jun 4.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Philadelphia International on Tue, May 21, arriving in Chicago O'Hare International.Inbound direct …The only way to get those one-of-a-kind Philadelphia and Chicago flavors is to go directly to the source for the ingredients. The history of Chicago Philly Eats goes back 20 years to when the only way to get your fix was to get on a plane. You …The flight between Philadelphia, PA Airport (PHL-Philadelphia Intl.) and Chicago, IL Airport (ORD-O’Hare Intl.) is quick and easy, taking around 2 hours and 26 minutes. Sit back and shut your eyes or enjoy an episode from your favorite show.Considering moving from Chicago to Philadelphia. Missing the East Coast vibes that Chicago obviously is lacking. Need affordability that Chicago has due to being a student. Mostly rely on public transit, and am gay. Would want to live in a safe neighborhood, and pay maximum $1100.00 for a studio apartment.Find flights to Chicago from $29. Fly from the United States on Frontier, Spirit Airlines and more. Fly from Dallas from $29, from Boston from $36, from Los Angeles from $42 or from New York from $46. Search for Chicago flights on KAYAK now to find the best deal.The two airlines most popular with KAYAK users for flights from Chicago to Philadelphia are Delta and United Airlines. With an average price for the route of $257 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $302 and an overall rating of 7.4.This will be between 7AM - 11PM their time, since Chicago, Illinois is 1 hour behind Philadelphia, Pennsylvania. If you're available any time, but you want to reach someone in Chicago, IL at work, you may want to try between 10:00 AM and 6:00 PM your time. This is the best time to reach them from 9AM - 5PM during normal working hours. … Flights from Philadelphia (PHL) to Chicago (ORD) Origin airport. Philadelphia Intl. Destination airport. O'Hare Intl. Airlines serving. Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United. Popular airline. Spirit Airlines. The Cardinal Amtrak route travels between New York and Chicago (through DC) three times each week. It has some of the best scenery in the eastern United States as the train travels through the New River Gorge, Alleghany Mountains and the Shenandoah Valley. On board, private Viewliner roomettes and bedrooms are available at an extra…Philly's Best, Chicago, Illinois. 4,128 likes · 4,516 were here. Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese...High 60.91: Worries being subject to a physical attack because of your skin color, ethnic origin, gender or religionAfter Chicago, we headed north to Detroit, before looping back round to the east through New England (Massachusetts/Rhode Island/Connecticut) and finally returning to New York. We landed in New York in the early evening and drove through the night to a motel just outside Philly.Chicago (ORD) to. Philadelphia (PHL) 06/22/24 - 06/29/24. from. $131*. Updated: 16 hours ago. Round trip. I.769 W Jackson Blvd, Chicago, IL 60661. Philly's Best Greektown is known for its American, Cheesesteaks, Chicken, Dessert, Dinner, Italian, Lunch, Lunch Specials, Pizza, Salads, Sandwiches, and Wings. ... You want a "real" Philly cheesesteak, THIS is where you get it. Period. Be warned, though, depending on your GrubHub delivery driver, they …Chicago definitely doesn’t have, and it’s more black and Hispanic than Polish (Philadelphia is also more black than Italian), but the roots of the Polish community are seen and felt in countless ways across the city in a way that feels similar to how the Italian presence is in Philly, with street names like Pulaski, countless Polish ...Cheap Flights from Philadelphia to Chicago (PHL-CHI) Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period …More than half the world’s population sees AP journalism every day. The Philadelphia Phillies swept the Chicago White Sox to finish 8-2 on a 10-game …Cheap Flights from Philadelphia to Chicago (PHL-CHI) Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period …Chicago is about even when it comes to high school grad rates, with a rate of 83.8. The real difference is that Chicago tends to have higher populations of college graduates than Philadelphia. Chicago’s 4-year college grad rate is 37 percent, while Philly’s rests at 27.1 percent. Winner: Chicago.Cheap Flights from Chicago to Philadelphia (CHI-PHL) Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Philadelphia with no change fee on selected ... Chicago (Midway), IL to Philadelphia, PA. departing on 6/25. one-way starting at*. $115. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 31 travel days available. FTC looks to ban non-compete clauses, impacting millions of workers 01:05. Federal regulators on Tuesday enacted a nationwide ban on new noncompete …Philadelphia to Chicago Flights. Flights from PHL to MDW are operated 24 times a week, with an average of 3 flights per day. Departure times vary between 05:50 - 22:59. The earliest flight departs at 05:50, the last flight departs at 22:59. However, this depends on the date you are flying so please check with the full flight schedule above to ...Sun 10:00AM EDT. 11:25AM CDT Sun. United. UAL2721. B738. Arrived / Gate Arrival. Sat 10:00AM EDT. 11:25AM CDT Sat. Philadelphia Intl (KPHL) - Chicago O'Hare Intl (KORD) - Flight Finder - Find and track any flight (airline or private) -- search by origin and destination.The cost of living in Chicago is 8% more expensive than in Philadelphia. Cities ranked 505th and 812th ($2613 vs $2422) in the list of the most expensive cities in the world and ranked 455th and 735th in the United States. The average after-tax salary is enough to cover living expenses for 2 months in Chicago compared to 1.8 months in …If you happen to know Philadelphia, don't forget to help other travelers and answer some questions about Philadelphia! Get a quick answer: It's 758 miles or 1220 km from Philadelphia to Chicago, which takes about 11 hours, 34 minutes to drive. Philadelphia, PA to Chicago (O'Hare), IL. departing on 7/2. one-way starting at*. $120. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 28 travel days available. Southwest Airlines, Frontier Airlines and Delta fly from Philadelphia, PA to Chicago every 4 hours. Alternatively, you can take a bus from Philadelphia, PA to Chicago via Drexel Station at 30th Street, Spring Garden, Philadelphia, and Baltimore Downtown Bus Station in around 20h 49m. Airlines.Philadelphia International. Chicago O'Hare International. Compare Philadelphia International to Chicago O'Hare International flight deals. Find the cheapest month or …The US average is 205 sunny days. Chicago, Illinois gets 38.2 inches of rain, on average, per year. Philadelphia, Pennsylvania gets 47.2 inches of rain, on average, per year. The US average is 38.1 inches of rain per year. Chicago averages 35.1 inches of snow per year. Philadelphia averages 13.1 inches of snow per year.Philadelphia International. Chicago O'Hare International. Compare Philadelphia International to Chicago O'Hare International flight deals. Find the cheapest month or …Chicago definitely doesn’t have, and it’s more black and Hispanic than Polish (Philadelphia is also more black than Italian), but the roots of the Polish community are seen and felt in countless ways across the city in a way that feels similar to how the Italian presence is in Philly, with street names like Pulaski, countless Polish ...F9 1463 Philadelphia to Chicago Flight Status Frontier Airlines Flight F91463 from Philadelphia International Airport PHL to Chicago Midway International Airport MDW is not scheduled for today March 29th, 2024. The last time the flight was scheduled was on November 13th, 2023. Check the table below for F91463's most …The city of Chicago is home to 15 sports teams, and it was even named the Best Sports City in the US by Forbes multiple times. Cons of Moving from Philadelphia to Chicago Traffic. Similar to Philadelphia Pennsylvania, Chicago experiences traffic congestion, especially during rush hours. Navigating the city’s streets and highways can require ...Welcome to Philly’s Best! Chicago’s favorite place for the original tastes of Philadelphia. Start with our signature Philly Cheese Steak, or try one of our many other favorites like Oven Baked Grinders, Stuffed Pizza, … Find the lowest prices on one-way and return tickets right here. Chicago. £47 per passenger.Departing Tue, 14 May, returning Wed, 15 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Tue, 14 May, arriving in Chicago Midway.Inbound direct flight with Frontier ... Help us by suggesting a value. (Philadelphia) The Commuter Pain Index is comprised of 10 issues: 1) commuting time, 2) time stuck in traffic, agreement that: 3) price of gas is already too high, 4) traffic has gotten worse, 5) start-‐stop traffic is a problem, 6) driving causes stress, 7) driving causes anger, 8) traffic affects work, 9 ...Chicago (ORD) to. Philadelphia (PHL) 06/22/24 - 06/29/24. from. $131*. Updated: 16 hours ago. Round trip. I.How much are the toll cost from Philadelphia to Chicago. There are multiple routes to travel from Philadelphia to Chicago. How much tolls you would pay on a particular route depends on the vehicle you drive (no. of axles), time of your travel (peak or off-peak hours) and payment method (tag, cash or video/pay-by-mail).Cheap Flights from Philadelphia International (PHL) to Chicago (CHI) from $47 | Skyscanner. Roundtrip One way Multi-city. Depart. 4/12/24. Return. 4/19/24. Travelers …Philadelphia to Chicago via Niagara Falls. starting from Philadelphia → 2 hours → Wilkes Barre 2.5 hours → Syracuse 2.5 hours → Niagara Falls 3.5 hours → Cleveland 2 hours → Toledo 2.5 hours → South Bend 1.5 hours → Chicago. …Top cities between Chicago and Philadelphia. The top cities between Chicago and Philadelphia are Washington DC, Baltimore, Cleveland, Pittsburgh, Gettysburg, Detroit, Hershey, Sandusky, Arlington, and Lancaster. Washington DC is the most popular city on the route. It's 11 hours from Chicago and 2 hours from Philadelphia.The Northeast Philadelphia Airport serves as a general aviation reliever airport for Philadelphia International Airport. Explore Chicago. Chicago is the third-most populous city in the United States. It is located along Lake Michigan in the state of Illinois. Driving distance from Philadelphia, PA to Chicago, IL. The total driving distance from Philadelphia, PA to Chicago, IL is 758 miles or 1 220 kilometers. Your trip begins in Philadelphia, Pennsylvania. It ends in Chicago, Illinois. Philadelphia to Chicago Flights. Flights from PHL to ORD are operated 49 times a week, with an average of 7 flights per day. Departure times vary between 05:59 - 22:41. The earliest flight departs at 05:59, the last flight departs at 22:41. However, this depends on the date you are flying so please check with the full flight schedule above to ... Cheap Flights from Philadelphia International (PHL) to Chicago (CHI) from $47 | Skyscanner. Roundtrip One way Multi-city. Depart. 4/12/24. Return. 4/19/24. Travelers …View questions about Chicago. Get a quick answer: It's 758 miles or 1220 km from Chicago to Philadelphia, which takes about 11 hours, 34 minutes to drive. Chicago, IL. Book your next Greyhound bus from New Philadelphia, OH to Chicago, IL. Get free Wi-Fi & plug outlets on board, extra legroom and 2 pieces of free luggage. Cheap Flights from Chicago to Philadelphia (ORD-PHL) Prices were available within the past 7 days and start at $34 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Philadelphia to Chicago Flights. Flights from PHL to ORD are operated 49 times a week, with an average of 7 flights per day. Departure times vary between 05:59 - 22:41. The earliest flight departs at 05:59, the last flight departs at 22:41. However, this depends on the date you are flying so please check with the full flight schedule above to ... 20h 58m. Find flights to Chicago from $41. Fly from Philadelphia on Frontier, Spirit Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Which city has more affordable housing, Philadelphia or Chicago? - Philadelphia housing costs are 23.9% less expensive than Chicago housing costs. Is Health Care more affordable in Chicago or is Health Care more affordable in Philadelphia. - Health related expenses are 16.0% more in Philadelphia. Chicago, IL. Philadelphia, PA.The journey Philadelphia to Chicago takes as little as 17 hours 40 minutes and can cost as little as 83,90 €. The first bus leaves at 03:15 and the last bus leaves at 23:30 . FlixBus runs 14 rides each day between Philadelphia and Chicago and when travelling with FlixBus, you can expect free Wifi, power sockets and a guaranteed seat for your ...Chicago is about even when it comes to high school grad rates, with a rate of 83.8. The real difference is that Chicago tends to have higher populations of college graduates than Philadelphia. Chicago’s 4-year college grad rate is 37 percent, while Philly’s rests at 27.1 percent. Winner: Chicago.Amtrak Routes & Destinations. With more than 30 train routes throughout the United States, and some in Canada, Amtrak travels to over 500 destinations in 46 states, giving you the best views North America has to offer. Whether you want to visit big cities, small towns or places you can only see by rail, Amtrak can take you there. Flights from Philadelphia to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Philadelphia to Chicago. Find the best flights fast,... Calculates toll costs for any routes in North America. Before heading out on a roadtrip use this Google Maps Toll Calculator to find out in advance how much tolls will cost you and learn if there are alternate routes that can save you money. Built on the same Google Maps platform that hundreds of millions of drivers rely on, it works just like ...In Chicago, you can have it all. Chicago is the perfect urban getaway. “The Second City” is home to stunning architecture, endless shopping on the Magnificent Mile, one of the world’s most dynamic dining scenes, and a collection of critically acclaimed museums, all nestled on a lakefront lined with running trails and natural sand beaches. ...The cheapest flights to O'Hare Intl. found within the past 7 days were $68 round trip and $34 one way. Prices and availability subject to change. Additional terms may apply. Tue, May 21 - Wed, May 22. PHL. Philadelphia. ORD. Chicago. $68.United flights from Philadelphia to Chicago from. $ 119. * 1 Passenger, …fly for about 2 hours in the air. 7:03 pm (local time): Chicago O'Hare International (ORD) Chicago is 1 hour behind Philadelphia. so the time in Philadelphia is actually 8:03 pm. taxi on the runway for an average of 16 minutes to the gate. 7:19 pm (local time): arrive at the gate at ORD. deboard the plane, and claim any baggage.See the list below to view the Amtrak routes with sleeper cars and the type of sleeping accommodations you can book. Note that there are two types of sleeper cars: Superliner (two-level train car) and Viewliner (one-level train car), with the main difference being that the Viewliner roomettes and bedrooms have toilets, sinks and higher ceilings.A larger move will cost $707 to $1,395, and a four-bedroom move from Philadelphia to Chicago costs from $869 to $1,741. These estimates include the anticipated fuel cost. The best Philadelphia to Chicago moving companies. Hiring an interstate moving company to go from Philadelphia to Chicago is a big deal.Chicago (O'Hare), IL to Philadelphia, PA. departing on 6/7. one-way starting at*. $124. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 18 travel days available.An aftershock of 4.0-magnitude hit later in the day. An earthquake struck the East Coast of the United States on Friday morning, according to the U.S. Geological …
Even without deals and promotions, an Amtrak train to New York City can cost as little as $10 (e.g. from New Rochelle, NY). To save on your Amtrak travel to New York City: Look through the everyday discounts for seniors, kids, passengers with disabilities, military, veterans and more. Check out our deals, discounts, promotions and limited-time .... Www.mysimplemobile.com
Visit Philadelphia is the official visitor website for Philly travel and tourism information including hotels and overnight options, restaurants, events, things to do, and local attractions. Plan your visit!The Northeast Philadelphia Airport serves as a general aviation reliever airport for Philadelphia International Airport. Explore Chicago. Chicago is the third-most populous city in the United States. It is located along Lake Michigan in the state of Illinois.Enterprise Rent-A-Car offers easy and convenient one-way car rentals between many of its locations worldwide. Choose from a great selection of vehicles, including economy, full-size sedans, SUVs, minivans, and pickup trucks.The flight between Philadelphia, PA Airport (PHL-Philadelphia Intl.) and Chicago, IL Airport (ORD-O’Hare Intl.) is quick and easy, taking around 2 hours and 26 minutes. Sit back and shut your eyes or enjoy an episode from your favorite show.The cheapest return flight ticket from Chicago Midway Airport to Philadelphia found by KAYAK users in the last 72 hours was for $48 on Frontier, followed by Delta ($156). One-way flight deals have also been found from as low as $55 on Frontier and from $78 on Delta.Trains from Philadelphia, PA to Chicago, IL cover the 663 miles (1069 km) long trip taking on average 21 h 3 min with our travel partners like Amtrak or Amtrak Acela. Normally, there are 2 trains operating per day. You can get the cheapest train tickets for this journey for as low as $134 (€119), but the average price of train tickets is $172 ... Driving distance from Philadelphia, PA to Chicago, IL. The total driving distance from Philadelphia, PA to Chicago, IL is 758 miles or 1 220 kilometers. Your trip begins in Philadelphia, Pennsylvania. It ends in Chicago, Illinois. Amtrak Train 51 Cardinal Philly to ChicagoPart one Of 2 Parts... 2nd part will be Zephyr Chicago to EmeryvilleDeparted Philadelphia February 7, 2020...Revise...If you happen to know Philadelphia, don't forget to help other travelers and answer some questions about Philadelphia! Get a quick answer: It's 758 miles or 1220 km from Philadelphia to Chicago, which takes about 11 hours, 34 minutes to drive.How far is it between Chicago and Philadelphia. Chicago is located in United States with (41.85,-87.6501) coordinates and Philadelphia is located in United States with (39.9523,-75.1638) coordinates. The calculated flying distance from Chicago to Philadelphia is equal to 664 miles which is equal to 1069 km.. If you want to go by car, the driving …️ Use the interactive calendar available on Expedia to see the cheapest Spirit Airlines (Philadelphia PHL - Chicago ORD) ticket prices during the weeks surrounding your travel dates. Compare flight prices for similar timeframes and adjust departure and return dates to get the cheapest fare possible. The lowest-priced days are highlighted in ...To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Philadelphia to Chicago, as early as possible. You can expect to pay from $86 to $147 for a bus ticket from Philadelphia to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $86 which is on 2024-04-11. Average prices by travel date. $120 $80 $40 Apr May. If you're planning to travel by bus from Philadelphia to Chicago in the next month, the average ticket price is expected to range from $69 to $118. The cheapest bus tickets available in the next few weeks are for trips departing on May 14, 2024. Cheap flights from Philadelphia (PHL) to Chicago (ORD) Prices were available within the past 7 days and start at CA $90 for one-way flights and CA $105 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Philadelphia to Chicago with no change fee on ...Return flights from Philadelphia PHL to Chicago ORD with Delta If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $170 to $182, it’s easy to find a flight that suits your budget.Cheap Flights from Philadelphia International (PHL) to Chicago Midway (MDW) from $58 | Skyscanner. Roundtrip One way Multi-city. Depart. 3/17/24. Return. … Driving distance from Philadelphia, PA to Chicago, IL. The total driving distance from Philadelphia, PA to Chicago, IL is 758 miles or 1 220 kilometers. Your trip begins in Philadelphia, Pennsylvania. It ends in Chicago, Illinois. Top cities between Philadelphia and Chicago. The top cities between Philadelphia and Chicago are Washington DC, Baltimore, Cleveland, Pittsburgh, Gettysburg, Detroit, Hershey, Sandusky, Arlington, and Lancaster. Washington DC is the most popular city on the route. It's 2 hours from Philadelphia and 11 hours from Chicago..